Detection of apoptosis by PET/CT with the diethyl ester of [18F]ML-10 and fluorescence imaging with a dansyl analogue

The diethyl ester of [18F]ML-10 is a small molecule apoptotic PET probe for cancer studies. Here we report a novel multi-step synthesis of the diethyl ester of ML-10 in excellent yields via fluorination using Xtal-Fluor-E. In addition, a one-pot radiosynthesis of the diethyl ester of [18F]ML-10 from...

Full description

Saved in:
Bibliographic Details
Published inBioorganic & medicinal chemistry Vol. 22; no. 1; pp. 341 - 349
Main Authors Kadirvel, Manikandan, Fairclough, Michael, Cawthorne, Christopher, Rowling, Emily J., Babur, Muhammad, McMahon, Adam, Birkket, Paul, Smigova, Alison, Freeman, Sally, Williams, Kaye J., Brown, Gavin
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 01.01.2014
Elsevier
Subjects
Animals
Apoptosis
Biochemistry & Molecular Biology
Chemistry
Chemistry, Medicinal
Chemistry, Organic
Esters
Fluorine Radioisotopes
Fluorine-18
Halogenation
Humans
Life Sciences & Biomedicine
Male
Mice
ML-10
Nucleophilic fluorination
PET/CT
Pharmacology & Pharmacy
Physical Sciences
Positron-Emission Tomography - methods
Radiochemistry
Radiopharmaceuticals
Science & Technology
Tomography, X-Ray Computed - methods
XtalFluor-E
Fluorine-18
XtalFluor-E
Nucleophilic fluorination
ML-10
PET/CT
Apoptosis
ALCOHOLS
ANNEXIN-V
CELL-DEATH
Online AccessGet full text

Cover

Abstract The diethyl ester of [18F]ML-10 is a small molecule apoptotic PET probe for cancer studies. Here we report a novel multi-step synthesis of the diethyl ester of ML-10 in excellent yields via fluorination using Xtal-Fluor-E. In addition, a one-pot radiosynthesis of the diethyl ester of [18F]ML-10 from nucleophilic [18F]fluoride was completed in 23% radiochemical yield (decay corrected). The radiochemical purity of the product was ⩾99%. The diethyl ester of [18F]ML-10 was used in vivo to detect apoptosis in the testes of mice. In parallel studies, the dansyl-ML-10 diethyl ester was prepared and used to detect apoptotic cells in an in vitro cell based assay.
AbstractList The diethyl ester of [(18)F]ML-10 is a small molecule apoptotic PET probe for cancer studies. Here we report a novel multi-step synthesis of the diethyl ester of ML-10 in excellent yields via fluorination using Xtal-Fluor-E. In addition, a one-pot radiosynthesis of the diethyl ester of [(18)F]ML-10 from nucleophilic [(18)F]fluoride was completed in 23% radiochemical yield (decay corrected). The radiochemical purity of the product was ≥99%. The diethyl ester of [(18)F]ML-10 was used in vivo to detect apoptosis in the testes of mice. In parallel studies, the dansyl-ML-10 diethyl ester was prepared and used to detect apoptotic cells in an in vitro cell based assay.
The diethyl ester of [F-18]ML-10 is a small molecule apoptotic PET probe for cancer studies. Here we report a novel multi-step synthesis of the diethyl ester of ML-10 in excellent yields via fluorination using Xtal-Fluor-E. In addition, a one-pot radiosynthesis of the diethyl ester of [F-18]ML-10 from nucleophilic [F-18]fluoride was completed in 23% radiochemical yield (decay corrected). The radiochemical purity of the product was >= 99%. The diethyl ester of [F-18]ML-10 was used in vivo to detect apoptosis in the testes of mice. In parallel studies, the dansyl-ML-10 diethyl ester was prepared and used to detect apoptotic cells in an in vitro cell based assay. (C) 2013 Elsevier Ltd. All rights reserved.
The diethyl ester of [18F]ML-10 is a small molecule apoptotic PET probe for cancer studies. Here we report a novel multi-step synthesis of the diethyl ester of ML-10 in excellent yields via fluorination using Xtal-Fluor-E. In addition, a one-pot radiosynthesis of the diethyl ester of [18F]ML-10 from nucleophilic [18F]fluoride was completed in 23% radiochemical yield (decay corrected). The radiochemical purity of the product was ⩾99%. The diethyl ester of [18F]ML-10 was used in vivo to detect apoptosis in the testes of mice. In parallel studies, the dansyl-ML-10 diethyl ester was prepared and used to detect apoptotic cells in an in vitro cell based assay.
The diethyl ester of [18F]ML-10 is a small molecule apoptotic PET probe for cancer studies. Here we report a novel multi-step synthesis of the diethyl ester of ML-10 in excellent yields via fluorination using Xtal-Fluor-E. In addition, a one-pot radiosynthesis of the diethyl ester of [18F]ML-10 from nucleophilic [18F]fluoride was completed in 23% radiochemical yield (decay corrected). The radiochemical purity of the product was >=99%. The diethyl ester of [18F]ML-10 was used in vivo to detect apoptosis in the testes of mice. In parallel studies, the dansyl-ML-10 diethyl ester was prepared and used to detect apoptotic cells in an in vitro cell based assay.
Author Rowling, Emily J.
Fairclough, Michael
Kadirvel, Manikandan
Cawthorne, Christopher
Babur, Muhammad
Birkket, Paul
Freeman, Sally
Brown, Gavin
Williams, Kaye J.
McMahon, Adam
Smigova, Alison
Author_xml – sequence: 1
  givenname: Manikandan
  surname: Kadirvel
  fullname: Kadirvel, Manikandan
  organization: Wolfson Molecular Imaging Centre, University of Manchester, M20 3LJ, UK
– sequence: 2
  givenname: Michael
  surname: Fairclough
  fullname: Fairclough, Michael
  organization: Wolfson Molecular Imaging Centre, University of Manchester, M20 3LJ, UK
– sequence: 3
  givenname: Christopher
  surname: Cawthorne
  fullname: Cawthorne, Christopher
  organization: Wolfson Molecular Imaging Centre, University of Manchester, M20 3LJ, UK
– sequence: 4
  givenname: Emily J.
  surname: Rowling
  fullname: Rowling, Emily J.
  organization: Manchester Pharmacy School, University of Manchester, M13 9PT, UK
– sequence: 5
  givenname: Muhammad
  surname: Babur
  fullname: Babur, Muhammad
  organization: Wolfson Molecular Imaging Centre, University of Manchester, M20 3LJ, UK
– sequence: 6
  givenname: Adam
  surname: McMahon
  fullname: McMahon, Adam
  organization: Wolfson Molecular Imaging Centre, University of Manchester, M20 3LJ, UK
– sequence: 7
  givenname: Paul
  surname: Birkket
  fullname: Birkket, Paul
  organization: School of Science and Environment, Manchester Metropolitan University, M15 6BH, UK
– sequence: 8
  givenname: Alison
  surname: Smigova
  fullname: Smigova, Alison
  organization: Wolfson Molecular Imaging Centre, University of Manchester, M20 3LJ, UK
– sequence: 9
  givenname: Sally
  surname: Freeman
  fullname: Freeman, Sally
  organization: Manchester Pharmacy School, University of Manchester, M13 9PT, UK
– sequence: 10
  givenname: Kaye J.
  surname: Williams
  fullname: Williams, Kaye J.
  organization: Wolfson Molecular Imaging Centre, University of Manchester, M20 3LJ, UK
– sequence: 11
  givenname: Gavin
  surname: Brown
  fullname: Brown, Gavin
  email: gavin.d.brown@manchester.ac.uk
  organization: Wolfson Molecular Imaging Centre, University of Manchester, M20 3LJ, UK
BackLink https://www.ncbi.nlm.nih.gov/pubmed/24290974$$D View this record in MEDLINE/PubMed
BookMark eNqNkk2P0zAQhi20iO0u_AAuyEcklKwncZxYnFDYD6QiOJQTQpbjjFtXaVzihFX_PY5S9gic7MPzjGbmnSty0fseCXkNLAUG4mafNgeTZgzyFCBlIJ-RFXDBkzyXcEFWTIoqYZUUl-QqhD1jLOMSXpDLjGeSyZKvyPQRRzSj8z31luqjP44-uECbE_16u7mpN_TRjTs67pC2DsfdqaMYRhxm-jtUdz8-rxNgVPcttd3kBwwGe4PUHfTW9dvF1rTVfYiq7nXntxO-JM-t7gK-Or_X5Nvd7aZ-SNZf7j_VH9aJySsxJlVRGm2LlhcFlw0vJYomEwwyaRswRWsz1jQIbSEry1opZF4KaYyJIFpbFPk1ebvUPQ7-5xQbVwcXG-w63aOfgoICRMl5WVT_RrlkZc6yHCIKC2oGH8KAVh2HOO9wUsDUHIzaqxiMmoNRACoGE5035_JTc8D2yfiTRASqBXjExttg3LzGJyxGl0dQVHz-sdqNes6s9lM_RvXd_6uRfr_QGBf_y-GgzkbrhngJqvXuL3P8Bg9_v1g
CitedBy_id crossref_primary_10_1002_anie_202113020
crossref_primary_10_1016_j_apradiso_2017_02_030
crossref_primary_10_3389_fonc_2021_789769
crossref_primary_10_1016_j_jfluchem_2015_06_022
crossref_primary_10_1007_s11307_018_1242_7
crossref_primary_10_1021_acs_bioconjchem_0c00119
crossref_primary_10_1186_s13550_019_0587_5
crossref_primary_10_1177_1536012116685941
crossref_primary_10_1016_j_dyepig_2015_09_031
crossref_primary_10_1016_j_jfluchem_2019_06_006
crossref_primary_10_1177_1536012118795728
crossref_primary_10_1002_ange_202113020
crossref_primary_10_1007_s10967_015_4346_4
crossref_primary_10_1007_s10967_017_5275_1
Cites_doi 10.1021/op700295x
10.1002/jlcr.560
10.1007/s10495-008-0293-7
10.1038/cr.2009.17
10.1007/s11307-012-0574-y
10.2967/jnumed.108.052803
10.1021/jo100504x
10.1016/j.radonc.2004.07.008
10.1039/c0nj00849d
10.2967/jnumed.109.063917
10.1021/ol020071y
10.2967/jnumed.110.081786
10.1172/JCI26321
10.1038/sj.bjc.6605642
10.1016/j.ijrobp.2003.11.017
10.2967/jnumed.107.043919
10.1002/ejoc.200500400
10.1021/jo00166a004
10.1126/science.7878464
10.1021/jo00443a038
10.1021/jo00979a009
ContentType Journal Article
Copyright 2013 Elsevier Ltd
Copyright © 2013 Elsevier Ltd. All rights reserved.
Copyright_xml – notice: 2013 Elsevier Ltd
– notice: Copyright © 2013 Elsevier Ltd. All rights reserved.
DBID 1KM
BLEPL
DTL
GNMZZ
CGR
CUY
CVF
ECM
EIF
NPM
AAYXX
CITATION
7X8
7QO
8FD
FR3
P64
DOI 10.1016/j.bmc.2013.11.019
DatabaseName Index Chemicus
Web of Science Core Collection
Science Citation Index Expanded
Web of Science - Science Citation Index Expanded - 2014
Medline
MEDLINE
MEDLINE (Ovid)
MEDLINE
MEDLINE
PubMed
CrossRef
MEDLINE - Academic
Biotechnology Research Abstracts
Technology Research Database
Engineering Research Database
Biotechnology and BioEngineering Abstracts
DatabaseTitle Web of Science
MEDLINE
Medline Complete
MEDLINE with Full Text
PubMed
MEDLINE (Ovid)
CrossRef
MEDLINE - Academic
Engineering Research Database
Biotechnology Research Abstracts
Technology Research Database
Biotechnology and BioEngineering Abstracts
DatabaseTitleList MEDLINE
Web of Science

Engineering Research Database
MEDLINE - Academic
Database_xml – sequence: 1
  dbid: NPM
  name: PubMed
  url: https://proxy.k.utb.cz/login?url=http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed
  sourceTypes: Index Database
– sequence: 2
  dbid: 1KM
  name: Index Chemicus
  url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/woscc/search-with-editions?editions=WOS.IC
  sourceTypes:
    Enrichment Source
    Index Database
DeliveryMethod fulltext_linktorsrc
Discipline Medicine
Anatomy & Physiology
Chemistry
EISSN 1464-3391
EndPage 349
ExternalDocumentID 10_1016_j_bmc_2013_11_019
24290974
000329068400030
S0968089613009504
Genre Research Support, Non-U.S. Gov't
Journal Article
GrantInformation_xml – fundername: BBSRC; UK Research & Innovation (UKRI); Biotechnology and Biological Sciences Research Council (BBSRC)
– fundername: Wellcome; Wellcome Trust
– fundername: University of Manchester Strategic Fund
– fundername: Cancer Research UK
  grantid: 18097; 16465
– fundername: Wellcome Trust
– fundername: Cancer Research UK
  grantid: 16465
– fundername: Biotechnology and Biological Sciences Research Council
– fundername: Cancer Research UK
  grantid: 18097
GroupedDBID ---
--K
--M
.~1
0R~
1B1
1RT
1~.
1~5
23N
4.4
457
4G.
5GY
5VS
7-5
71M
8P~
9JM
9JN
AABNK
AACTN
AAEDT
AAEDW
AAIAV
AAIKJ
AAKOC
AALRI
AAOAW
AAQFI
AARLI
AATCM
AAXUO
ABBQC
ABFNM
ABGSF
ABJNI
ABLVK
ABMAC
ABMZM
ABUDA
ABXDB
ABYKQ
ABZDS
ACDAQ
ACGFS
ACIUM
ACRLP
ADBBV
ADECG
ADEZE
ADUVX
AEBSH
AEHWI
AEKER
AENEX
AFKWA
AFTJW
AFXIZ
AFZHZ
AGUBO
AGYEJ
AHHHB
AIEXJ
AIKHN
AITUG
AJBFU
AJOXV
AJRQY
AJSZI
ALCLG
ALMA_UNASSIGNED_HOLDINGS
AMFUW
AMRAJ
ANZVX
AXJTR
BKOJK
BLXMC
BNPGV
CS3
DOVZS
DU5
EBS
EFJIC
EFLBG
EJD
EO8
EO9
EP2
EP3
F5P
FDB
FIRID
FLBIZ
FNPLU
FYGXN
G-Q
GBLVA
IHE
J1W
KOM
LCYCR
LZ2
M29
M2Z
M34
M41
MO0
N9A
O-L
O9-
OAUVE
OGGZJ
OZT
P-8
P-9
P2P
PC.
Q38
RIG
ROL
RPZ
SCC
SDF
SDG
SDP
SES
SPC
SPCBC
SSH
SSK
SSP
SSU
SSZ
T5K
UPT
XPP
YK3
~02
~G-
1KM
AAXKI
AKRWK
BLEPL
DTL
GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED
CGR
CUY
CVF
ECM
EIF
NPM
53G
AAQXK
AAYXX
ACNNM
ACRPL
ADMUD
ADNMO
AFFNX
AFJKZ
AGHFR
AGRDE
ASPBG
AVWKF
AZFZN
CITATION
FEDTE
FGOYB
G-2
HEA
HMK
HMO
HMS
HMT
HVGLF
HZ~
R2-
SAE
SCB
SEW
SOC
SPT
WUQ
ZMT
7X8
7QO
8FD
FR3
P64
ID FETCH-LOGICAL-c386t-857caf5d45549b479e6b260129fb1c5df20bbe1d598f0d9693769ccc79eeff553
IEDL.DBID .~1
ISICitedReferencesCount 15
ISICitedReferencesURI https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000329068400030
ISSN 0968-0896
IngestDate Fri Oct 25 07:38:50 EDT 2024
Sat Oct 05 05:00:03 EDT 2024
Fri Dec 06 01:18:51 EST 2024
Sat Nov 02 12:23:29 EDT 2024
Wed Sep 18 09:49:21 EDT 2024
Fri Dec 13 17:31:24 EST 2024
Fri Feb 23 02:30:59 EST 2024
IsPeerReviewed true
IsScholarly true
Issue 1
Keywords Fluorine-18
XtalFluor-E
Nucleophilic fluorination
ML-10
PET/CT
Apoptosis
ALCOHOLS
ANNEXIN-V
CELL-DEATH
Language English
License Copyright © 2013 Elsevier Ltd. All rights reserved.
LinkModel DirectLink
LogoURL https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg
MergedId FETCHMERGED-LOGICAL-c386t-857caf5d45549b479e6b260129fb1c5df20bbe1d598f0d9693769ccc79eeff553
Notes researchfish
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ObjectType-Article-2
ObjectType-Feature-1
ORCID 0000-0001-7108-1918
0000-0002-3831-9151
0000-0002-5975-0354
0000-0002-6130-2008
0000-0001-8450-4211
PMID 24290974
PQID 1490730231
PQPubID 23479
PageCount 9
ParticipantIDs webofscience_primary_000329068400030CitationCount
webofscience_primary_000329068400030
pubmed_primary_24290974
proquest_miscellaneous_1490730231
elsevier_sciencedirect_doi_10_1016_j_bmc_2013_11_019
crossref_primary_10_1016_j_bmc_2013_11_019
proquest_miscellaneous_1516744758
PublicationCentury 2000
PublicationDate 2014-01-01
2014-Jan-01
2014-01-00
20140101
PublicationDateYYYYMMDD 2014-01-01
PublicationDate_xml – month: 01
  year: 2014
  text: 2014-01-01
  day: 01
PublicationDecade 2010
PublicationPlace OXFORD
PublicationPlace_xml – name: OXFORD
– name: England
PublicationTitle Bioorganic & medicinal chemistry
PublicationTitleAbbrev BIOORGAN MED CHEM
PublicationTitleAlternate Bioorg Med Chem
PublicationYear 2014
Publisher Elsevier Ltd
Elsevier
Publisher_xml – name: Elsevier Ltd
– name: Elsevier
References Kadirvel, Rattray, Rajendran, Zalloum, Gbaj, Demonacos, Bichenkova, Freeman (b0080) 2011; 35
L’Heureux, Beaulieu, Bennett, Bill, Clayton, LaFlamme, Mirmehrabi, Tadayon, Tovell, Couturier (b0110) 2010; 75
Kartachova, Haas, Olmos, Hoebers, van Zandwijk, Verheij (b0025) 2004; 72
Ziv, I.; Anat, S. WO 2008081447 A2 20080710
Grimberg, Levin, Shirvan, Cohen, Yogev-Falach, Reshef, Ziv (b0115) 2009; 14
Majno, Joris (b0005) 1995; 146
Zaugg, Ratajczyk, Leonard, Schaefer (b0100) 1972; 37
Wuts, Greene (b0105) 2006
Wennekes, Lang, Leeman, Marel, Smith, Weber, Wiltenburg, Wolberg, Aerts, Overkleeft (b0120) 2008; 12
Hoglund, Shirvan, Antoni, Gustavsson, Langstrom, Ringheim, Sorensen, Ben-Ami, Ziv (b0050) 2011; 52
Thompson (b0010) 1995; 267
Tait (b0035) 2008; 49
Turpin, Masri, Riché, Berthommier, Emond, Vidal, Auzeloux, Loc’h, Neuquelman, Mauclaire (b0125) 2002; 45
Haas, de Jong, Olmos, Hoefnagel, van Den Heuvel, Zerp, Bartelink, Verheij (b0030) 2004; 59
Bouzide, Sauve (b0075) 2002; 4
Belhocine, Steinmetz, Hustinx, Bartsch, Jerusalem, Seidel, Rigo, Green (b0020) 2002; 8
Workman, Aboagye, Balkwill, Balmain, Bruder, Chaplin, Double, Everitt, Farningham, Glennie, Kelland, Robinson, Stratford, Tozer, Watson, Wedge, Eccles, Navaratnam, Ryder (b0130) 2010; 102
Cohen, Shirvan, Levin, Grimberg, Reshef, Ziv (b0055) 2009; 19
Reshef, Shirvan, Akselrod-Ballin, Wall, Ziv (b0040) 2010; 51
Sobrio, Médoc, Martial, Delamare, Barré (b0070) 2013; 15
Green, Kroemer (b0015) 2005; 115
,
Reshef, Shirvan, Waterhouse, Grimberg, Levin, Cohen, Ulysse, Friedman, Antoni, Ziv (b0045) 2008; 49
.
Friedman, G.; Andreas, S. WO 2012014195 A1 20120202
Khan, Ghosh, Choudhury (b0090) 2005; 2005
Miyashita, Yoshikoshi, Grieco (b0085) 1977; 42
Trimitsis, Hinkley, TenBrink, Faburada, Anderson, Poli, Christian, Gustafson, Erdman, Rop (b0095) 1983; 48
TRIMITSIS, GB (WOS:A1983RF88200004) 1983; 48
L'Heureux, A (WOS:000277531200028) 2010; 75
Turpin, F (WOS:000175391700003) 2002; 45
MAJNO, G (WOS:A1995QA90200002) 1995; 146
Reshef, A (WOS:000278040000007) 2010; 51
Green, DR (WOS:000232376600007) 2005; 115
MIYASHITA, M (WOS:A1977EA31900038) 1977; 42
Wennekes, T (WOS:000255906500006) 2008; 12
Workman, P (WOS:000278133200002) 2010; 102
Cohen, A (WOS:000266527600011) 2009; 19
Hoglund, J (WOS:000290088600013) 2011; 52
Bouzide, A (WOS:000176765100012) 2002; 4
Reshef, A (WOS:000259046400034) 2008; 49
Khan, AT (WOS:000233523400015) 2005; 2005
Haas, RLM (WOS:000221987900018) 2004; 59
THOMPSON, CB (WOS:A1995QL49700026) 1995; 267
Tait, JF (WOS:000260229900032) 2008; 49
Belhocine, T (WOS:000177988700004) 2002; 8
Wuts, P. G. M. (000329068400030.25) 2006
Kadirvel, M (WOS:000287867300024) 2011; 35
Grimberg, H (WOS:000263523100002) 2009; 14
Kartachova, M (WOS:000224504400013) 2004; 72
Sobrio, F (WOS:000314033000003) 2013; 15
(000329068400030.2) 2012
ZAUGG, HE (WOS:A1972M962500009) 1972; 37
(000329068400030.1) 2008
Tait (10.1016/j.bmc.2013.11.019_b0035) 2008; 49
Sobrio (10.1016/j.bmc.2013.11.019_b0070) 2013; 15
Kartachova (10.1016/j.bmc.2013.11.019_b0025) 2004; 72
Reshef (10.1016/j.bmc.2013.11.019_b0040) 2010; 51
Zaugg (10.1016/j.bmc.2013.11.019_b0100) 1972; 37
Khan (10.1016/j.bmc.2013.11.019_b0090) 2005; 2005
Turpin (10.1016/j.bmc.2013.11.019_b0125) 2002; 45
Miyashita (10.1016/j.bmc.2013.11.019_b0085) 1977; 42
Majno (10.1016/j.bmc.2013.11.019_b0005) 1995; 146
10.1016/j.bmc.2013.11.019_b0065
Kadirvel (10.1016/j.bmc.2013.11.019_b0080) 2011; 35
Trimitsis (10.1016/j.bmc.2013.11.019_b0095) 1983; 48
Wennekes (10.1016/j.bmc.2013.11.019_b0120) 2008; 12
Green (10.1016/j.bmc.2013.11.019_b0015) 2005; 115
Reshef (10.1016/j.bmc.2013.11.019_b0045) 2008; 49
Cohen (10.1016/j.bmc.2013.11.019_b0055) 2009; 19
Haas (10.1016/j.bmc.2013.11.019_b0030) 2004; 59
Grimberg (10.1016/j.bmc.2013.11.019_b0115) 2009; 14
Bouzide (10.1016/j.bmc.2013.11.019_b0075) 2002; 4
Hoglund (10.1016/j.bmc.2013.11.019_b0050) 2011; 52
10.1016/j.bmc.2013.11.019_b0060
L’Heureux (10.1016/j.bmc.2013.11.019_b0110) 2010; 75
Belhocine (10.1016/j.bmc.2013.11.019_b0020) 2002; 8
Wuts (10.1016/j.bmc.2013.11.019_b0105) 2006
Workman (10.1016/j.bmc.2013.11.019_b0130) 2010; 102
Thompson (10.1016/j.bmc.2013.11.019_b0010) 1995; 267
References_xml – volume: 72
  start-page: 333
  year: 2004
  ident: b0025
  publication-title: Radiother. Oncol.
  contributor:
    fullname: Verheij
– volume: 2005
  start-page: 4891
  year: 2005
  ident: b0090
  publication-title: Eur. J. Org. Chem.
  contributor:
    fullname: Choudhury
– volume: 42
  start-page: 3772
  year: 1977
  ident: b0085
  publication-title: J. Org. Chem.
  contributor:
    fullname: Grieco
– volume: 8
  start-page: 2766
  year: 2002
  ident: b0020
  publication-title: Clin. Cancer Res.
  contributor:
    fullname: Green
– volume: 75
  start-page: 3401
  year: 2010
  ident: b0110
  publication-title: J. Org. Chem.
  contributor:
    fullname: Couturier
– volume: 19
  start-page: 625
  year: 2009
  ident: b0055
  publication-title: Cell Res.
  contributor:
    fullname: Ziv
– volume: 4
  start-page: 2329
  year: 2002
  ident: b0075
  publication-title: Org. Lett.
  contributor:
    fullname: Sauve
– volume: 48
  start-page: 2957
  year: 1983
  ident: b0095
  publication-title: J. Org. Chem.
  contributor:
    fullname: Rop
– volume: 45
  start-page: 379
  year: 2002
  ident: b0125
  publication-title: J. Labelled Compd. Radiopharm.
  contributor:
    fullname: Mauclaire
– year: 2006
  ident: b0105
  article-title: Greene’s Protective Groups in Organic Synthesis
  contributor:
    fullname: Greene
– volume: 35
  start-page: 701
  year: 2011
  ident: b0080
  publication-title: New J. Chem.
  contributor:
    fullname: Freeman
– volume: 267
  start-page: 1456
  year: 1995
  ident: b0010
  publication-title: Science
  contributor:
    fullname: Thompson
– volume: 49
  start-page: 1520
  year: 2008
  ident: b0045
  publication-title: J. Nucl. Med.
  contributor:
    fullname: Ziv
– volume: 146
  start-page: 3
  year: 1995
  ident: b0005
  publication-title: Am. J. Pathol.
  contributor:
    fullname: Joris
– volume: 51
  start-page: 837
  year: 2010
  ident: b0040
  publication-title: J. Nucl. Med.
  contributor:
    fullname: Ziv
– volume: 52
  start-page: 720
  year: 2011
  ident: b0050
  publication-title: J. Nucl. Med.
  contributor:
    fullname: Ziv
– volume: 12
  start-page: 414
  year: 2008
  ident: b0120
  publication-title: Org. Process Res. Dev.
  contributor:
    fullname: Overkleeft
– volume: 102
  start-page: 1555
  year: 2010
  ident: b0130
  publication-title: Br. J. Cancer
  contributor:
    fullname: Ryder
– volume: 59
  start-page: 782
  year: 2004
  ident: b0030
  publication-title: Int. J. Radiat. Oncol. Biol. Phys.
  contributor:
    fullname: Verheij
– volume: 15
  start-page: 12
  year: 2013
  ident: b0070
  publication-title: Mol. Imaging Biol.
  contributor:
    fullname: Barré
– volume: 37
  start-page: 2249
  year: 1972
  ident: b0100
  publication-title: J. Org. Chem.
  contributor:
    fullname: Schaefer
– volume: 14
  start-page: 257
  year: 2009
  ident: b0115
  publication-title: Apoptosis
  contributor:
    fullname: Ziv
– volume: 115
  start-page: 2610
  year: 2005
  ident: b0015
  publication-title: J. Clin. Invest.
  contributor:
    fullname: Kroemer
– volume: 49
  start-page: 1573
  year: 2008
  ident: b0035
  publication-title: J. Nucl. Med.
  contributor:
    fullname: Tait
– volume: 12
  start-page: 414
  year: 2008
  ident: WOS:000255906500006
  article-title: Large-scale synthesis of the glucosylceramide synthase inhibitor N[5-(adamantan-1-yl-methoxy)-pentyl]-1-deoxynojirimycin
  publication-title: ORGANIC PROCESS RESEARCH & DEVELOPMENT
  doi: 10.1021/op700295x
  contributor:
    fullname: Wennekes, T
– year: 2012
  ident: 000329068400030.2
– volume: 8
  start-page: 2766
  year: 2002
  ident: WOS:000177988700004
  article-title: Increased uptake of the apoptosis-imaging agent Tc-99m recombinant human annexin V in human tumors after one course of chemotherapy as a predictor of tumor response and patient prognosis
  publication-title: CLINICAL CANCER RESEARCH
  contributor:
    fullname: Belhocine, T
– volume: 45
  start-page: 379
  year: 2002
  ident: WOS:000175391700003
  article-title: Synthesis of two novel oxocyclam-binding technetium complexes containing an analogue of cocaine
  publication-title: JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS
  doi: 10.1002/jlcr.560
  contributor:
    fullname: Turpin, F
– volume: 14
  start-page: 257
  year: 2009
  ident: WOS:000263523100002
  article-title: Monitoring of tumor response to chemotherapy in vivo by a novel small-molecule detector of apoptosis
  publication-title: APOPTOSIS
  doi: 10.1007/s10495-008-0293-7
  contributor:
    fullname: Grimberg, H
– volume: 19
  start-page: 625
  year: 2009
  ident: WOS:000266527600011
  article-title: From the Gla domain to a novel small-molecule detector of apoptosis
  publication-title: CELL RESEARCH
  doi: 10.1038/cr.2009.17
  contributor:
    fullname: Cohen, A
– volume: 15
  start-page: 12
  year: 2013
  ident: WOS:000314033000003
  article-title: Automated Radiosynthesis of [F-18]ML-10, a PET Radiotracer Dedicated to Apoptosis Imaging, on a TRACERLab FX-FN Module
  publication-title: MOLECULAR IMAGING AND BIOLOGY
  doi: 10.1007/s11307-012-0574-y
  contributor:
    fullname: Sobrio, F
– volume: 49
  start-page: 1573
  year: 2008
  ident: WOS:000260229900032
  article-title: Imaging of Apoptosis
  publication-title: JOURNAL OF NUCLEAR MEDICINE
  doi: 10.2967/jnumed.108.052803
  contributor:
    fullname: Tait, JF
– start-page: 59
  year: 2006
  ident: 000329068400030.25
  publication-title: GREENES PROTECTIVE G
  contributor:
    fullname: Wuts, P. G. M.
– volume: 75
  start-page: 3401
  year: 2010
  ident: WOS:000277531200028
  article-title: Aminodifluorosulfinium Salts: Selective Fluorination Reagents with Enhanced Thermal Stability and Ease of Handling
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  doi: 10.1021/jo100504x
  contributor:
    fullname: L'Heureux, A
– volume: 72
  start-page: 333
  year: 2004
  ident: WOS:000224504400013
  article-title: In vivo imaging of apoptosis by Tc-99m-annexin V scintigraphy: visual analysis in relation to treatment response
  publication-title: RADIOTHERAPY AND ONCOLOGY
  doi: 10.1016/j.radonc.2004.07.008
  contributor:
    fullname: Kartachova, M
– year: 2008
  ident: 000329068400030.1
– volume: 42
  start-page: 3772
  year: 1977
  ident: WOS:A1977EA31900038
  article-title: PYRIDINIUM PARA-TOLUENESULFONATE - MILD AND EFFICIENT CATALYST FOR TETRAHYDROPYRANYLATION OF ALCOHOLS
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: MIYASHITA, M
– volume: 146
  start-page: 3
  year: 1995
  ident: WOS:A1995QA90200002
  article-title: APOPTOSIS, ONCOSIS, AND NECROSIS - AN OVERVIEW OF CELL-DEATH
  publication-title: AMERICAN JOURNAL OF PATHOLOGY
  contributor:
    fullname: MAJNO, G
– volume: 35
  start-page: 701
  year: 2011
  ident: WOS:000287867300024
  article-title: Bioreductive molecular probe: fluorescence signalling upon reduction of an azo group
  publication-title: NEW JOURNAL OF CHEMISTRY
  doi: 10.1039/c0nj00849d
  contributor:
    fullname: Kadirvel, M
– volume: 51
  start-page: 837
  year: 2010
  ident: WOS:000278040000007
  article-title: Small-Molecule Biomarkers for Clinical PET Imaging of Apoptosis
  publication-title: JOURNAL OF NUCLEAR MEDICINE
  doi: 10.2967/jnumed.109.063917
  contributor:
    fullname: Reshef, A
– volume: 48
  start-page: 2957
  year: 1983
  ident: WOS:A1983RF88200004
  article-title: FORMATION AND REACTIONS OF 1-PHENYL-2-PROPANONE DIANION AND RELATED SYSTEMS WITH ELECTROPHILIC REAGENTS
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: TRIMITSIS, GB
– volume: 4
  start-page: 2329
  year: 2002
  ident: WOS:000176765100012
  article-title: Silver(I) oxide mediated highly selective monotosylation of symmetrical diols. Application to the synthesis of polysubstituted cyclic ethers
  publication-title: ORGANIC LETTERS
  doi: 10.1021/ol020071y
  contributor:
    fullname: Bouzide, A
– volume: 267
  start-page: 1456
  year: 1995
  ident: WOS:A1995QL49700026
  article-title: APOPTOSIS IN THE PATHOGENESIS AND TREATMENT OF DISEASE
  publication-title: SCIENCE
  contributor:
    fullname: THOMPSON, CB
– volume: 52
  start-page: 720
  year: 2011
  ident: WOS:000290088600013
  article-title: F-18-ML-10, a PET Tracer for Apoptosis: First Human Study
  publication-title: JOURNAL OF NUCLEAR MEDICINE
  doi: 10.2967/jnumed.110.081786
  contributor:
    fullname: Hoglund, J
– volume: 115
  start-page: 2610
  year: 2005
  ident: WOS:000232376600007
  article-title: Pharmacological manipulation of cell death: clinical applications in sight?
  publication-title: JOURNAL OF CLINICAL INVESTIGATION
  doi: 10.1172/JCI26321
  contributor:
    fullname: Green, DR
– volume: 102
  start-page: 1555
  year: 2010
  ident: WOS:000278133200002
  article-title: Guidelines for the welfare and use of animals in cancer research
  publication-title: BRITISH JOURNAL OF CANCER
  doi: 10.1038/sj.bjc.6605642
  contributor:
    fullname: Workman, P
– volume: 59
  start-page: 782
  year: 2004
  ident: WOS:000221987900018
  article-title: In vivo imaging of radiation-induced apoptosis in follicular lymphoma patients
  publication-title: INTERNATIONAL JOURNAL OF RADIATION ONCOLOGY BIOLOGY PHYSICS
  doi: 10.1016/j.ijrobp.2003.11.017
  contributor:
    fullname: Haas, RLM
– volume: 49
  start-page: 1520
  year: 2008
  ident: WOS:000259046400034
  article-title: Molecular imaging of neurovascular cell death in experimental cerebral stroke by PET
  publication-title: JOURNAL OF NUCLEAR MEDICINE
  doi: 10.2967/jnumed.107.043919
  contributor:
    fullname: Reshef, A
– volume: 37
  start-page: 2249
  year: 1972
  ident: WOS:A1972M962500009
  article-title: SPECIFIC SOLVENT EFFECTS .7. ION-PAIR PROCESSES IN ALKYLATION OF ALKALI ENOLATES
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: ZAUGG, HE
– volume: 2005
  start-page: 4891
  year: 2005
  ident: WOS:000233523400015
  article-title: A highly efficient synthetic protocol for tetrahydropyranylation/depyranylation of alcohols and phenols
  publication-title: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
  doi: 10.1002/ejoc.200500400
  contributor:
    fullname: Khan, AT
– volume: 15
  start-page: 12
  year: 2013
  ident: 10.1016/j.bmc.2013.11.019_b0070
  publication-title: Mol. Imaging Biol.
  doi: 10.1007/s11307-012-0574-y
  contributor:
    fullname: Sobrio
– volume: 48
  start-page: 2957
  year: 1983
  ident: 10.1016/j.bmc.2013.11.019_b0095
  publication-title: J. Org. Chem.
  doi: 10.1021/jo00166a004
  contributor:
    fullname: Trimitsis
– volume: 14
  start-page: 257
  year: 2009
  ident: 10.1016/j.bmc.2013.11.019_b0115
  publication-title: Apoptosis
  doi: 10.1007/s10495-008-0293-7
  contributor:
    fullname: Grimberg
– volume: 59
  start-page: 782
  year: 2004
  ident: 10.1016/j.bmc.2013.11.019_b0030
  publication-title: Int. J. Radiat. Oncol. Biol. Phys.
  doi: 10.1016/j.ijrobp.2003.11.017
  contributor:
    fullname: Haas
– volume: 115
  start-page: 2610
  year: 2005
  ident: 10.1016/j.bmc.2013.11.019_b0015
  publication-title: J. Clin. Invest.
  doi: 10.1172/JCI26321
  contributor:
    fullname: Green
– volume: 2005
  start-page: 4891
  year: 2005
  ident: 10.1016/j.bmc.2013.11.019_b0090
  publication-title: Eur. J. Org. Chem.
  doi: 10.1002/ejoc.200500400
  contributor:
    fullname: Khan
– volume: 102
  start-page: 1555
  year: 2010
  ident: 10.1016/j.bmc.2013.11.019_b0130
  publication-title: Br. J. Cancer
  doi: 10.1038/sj.bjc.6605642
  contributor:
    fullname: Workman
– year: 2006
  ident: 10.1016/j.bmc.2013.11.019_b0105
  contributor:
    fullname: Wuts
– volume: 267
  start-page: 1456
  year: 1995
  ident: 10.1016/j.bmc.2013.11.019_b0010
  publication-title: Science
  doi: 10.1126/science.7878464
  contributor:
    fullname: Thompson
– volume: 19
  start-page: 625
  year: 2009
  ident: 10.1016/j.bmc.2013.11.019_b0055
  publication-title: Cell Res.
  doi: 10.1038/cr.2009.17
  contributor:
    fullname: Cohen
– ident: 10.1016/j.bmc.2013.11.019_b0065
– volume: 12
  start-page: 414
  year: 2008
  ident: 10.1016/j.bmc.2013.11.019_b0120
  publication-title: Org. Process Res. Dev.
  doi: 10.1021/op700295x
  contributor:
    fullname: Wennekes
– volume: 146
  start-page: 3
  year: 1995
  ident: 10.1016/j.bmc.2013.11.019_b0005
  publication-title: Am. J. Pathol.
  contributor:
    fullname: Majno
– volume: 42
  start-page: 3772
  year: 1977
  ident: 10.1016/j.bmc.2013.11.019_b0085
  publication-title: J. Org. Chem.
  doi: 10.1021/jo00443a038
  contributor:
    fullname: Miyashita
– volume: 8
  start-page: 2766
  year: 2002
  ident: 10.1016/j.bmc.2013.11.019_b0020
  publication-title: Clin. Cancer Res.
  contributor:
    fullname: Belhocine
– volume: 49
  start-page: 1520
  year: 2008
  ident: 10.1016/j.bmc.2013.11.019_b0045
  publication-title: J. Nucl. Med.
  doi: 10.2967/jnumed.107.043919
  contributor:
    fullname: Reshef
– volume: 45
  start-page: 379
  year: 2002
  ident: 10.1016/j.bmc.2013.11.019_b0125
  publication-title: J. Labelled Compd. Radiopharm.
  doi: 10.1002/jlcr.560
  contributor:
    fullname: Turpin
– volume: 75
  start-page: 3401
  year: 2010
  ident: 10.1016/j.bmc.2013.11.019_b0110
  publication-title: J. Org. Chem.
  doi: 10.1021/jo100504x
  contributor:
    fullname: L’Heureux
– volume: 4
  start-page: 2329
  year: 2002
  ident: 10.1016/j.bmc.2013.11.019_b0075
  publication-title: Org. Lett.
  doi: 10.1021/ol020071y
  contributor:
    fullname: Bouzide
– volume: 51
  start-page: 837
  year: 2010
  ident: 10.1016/j.bmc.2013.11.019_b0040
  publication-title: J. Nucl. Med.
  doi: 10.2967/jnumed.109.063917
  contributor:
    fullname: Reshef
– volume: 52
  start-page: 720
  year: 2011
  ident: 10.1016/j.bmc.2013.11.019_b0050
  publication-title: J. Nucl. Med.
  doi: 10.2967/jnumed.110.081786
  contributor:
    fullname: Hoglund
– volume: 72
  start-page: 333
  year: 2004
  ident: 10.1016/j.bmc.2013.11.019_b0025
  publication-title: Radiother. Oncol.
  doi: 10.1016/j.radonc.2004.07.008
  contributor:
    fullname: Kartachova
– volume: 49
  start-page: 1573
  year: 2008
  ident: 10.1016/j.bmc.2013.11.019_b0035
  publication-title: J. Nucl. Med.
  doi: 10.2967/jnumed.108.052803
  contributor:
    fullname: Tait
– volume: 35
  start-page: 701
  year: 2011
  ident: 10.1016/j.bmc.2013.11.019_b0080
  publication-title: New J. Chem.
  doi: 10.1039/c0nj00849d
  contributor:
    fullname: Kadirvel
– ident: 10.1016/j.bmc.2013.11.019_b0060
– volume: 37
  start-page: 2249
  year: 1972
  ident: 10.1016/j.bmc.2013.11.019_b0100
  publication-title: J. Org. Chem.
  doi: 10.1021/jo00979a009
  contributor:
    fullname: Zaugg
SSID ssj0002491
Score 2.2197902
Snippet The diethyl ester of [18F]ML-10 is a small molecule apoptotic PET probe for cancer studies. Here we report a novel multi-step synthesis of the diethyl ester of...
The diethyl ester of [F-18]ML-10 is a small molecule apoptotic PET probe for cancer studies. Here we report a novel multi-step synthesis of the diethyl ester...
The diethyl ester of [(18)F]ML-10 is a small molecule apoptotic PET probe for cancer studies. Here we report a novel multi-step synthesis of the diethyl ester...
Source Web of Science
SourceID proquest
crossref
pubmed
webofscience
elsevier
SourceType Aggregation Database
Index Database
Enrichment Source
Publisher
StartPage 341
SubjectTerms Animals
Apoptosis
Biochemistry & Molecular Biology
Chemistry
Chemistry, Medicinal
Chemistry, Organic
Esters
Fluorine Radioisotopes
Fluorine-18
Halogenation
Humans
Life Sciences & Biomedicine
Male
Mice
ML-10
Nucleophilic fluorination
PET/CT
Pharmacology & Pharmacy
Physical Sciences
Positron-Emission Tomography - methods
Radiochemistry
Radiopharmaceuticals
Science & Technology
Tomography, X-Ray Computed - methods
XtalFluor-E
Title Detection of apoptosis by PET/CT with the diethyl ester of [18F]ML-10 and fluorescence imaging with a dansyl analogue
URI https://dx.doi.org/10.1016/j.bmc.2013.11.019
http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000329068400030
https://www.ncbi.nlm.nih.gov/pubmed/24290974
https://search.proquest.com/docview/1490730231
https://search.proquest.com/docview/1516744758
Volume 22
WOS 000329068400030
WOSCitedRecordID wos000329068400030
hasFullText 1
inHoldings 1
isFullTextHit
isPrint
link http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV3da9RAEF9KBfVF9OpH_CgrFB-E9PKxm2Qfj9jj_LgieIWCSNhPiPSSo5d76It_uzObpCqWIj4mmYVkZzPzm9nZ3xByZBEjZ0yEJtVFyAQzobSJCDVXRpvcCpfhAeflabY4Yx_O-fkeKcezMFhWOdj-3qZ7az3cmQ6zOd3U9fQLgO8iKgQCYMAJnhOU8Qi7GBz_-FXmAeGF75oHwiFKjzubvsZLrZHFME6PkcgTyXZu9k1_Y88b3ZR3SfOH5MGAJemsf91HZM82E3IwayCOXl_RN9RXd_q0-YTcK8fObhNydzlsqB-Q3Tvb-WKshraOyk276dptvaXqin4-WU3LFcVELQWUSE1tQakX1FMroPTXuJh_W34CE0tlY6i72LWXnhxKW1qvffejfrSkBhwiDJVNnyp6TM7mJ6tyEQ6dGEKdFlkXFjzX0nHDAHwIxXJhM4VcZIlwKtbcuCRSysaGi8JFRmSAeTKhtQZB6xzn6ROy37SNfUaoBYSmUi7TXKdM5okqeJLHLsMSRyllHJC3ow6qTU-4UY2VaN8rUFiFCoPApQKFBYSNWqr-WDUVOITbhr0eNVrB1OMWiWxsu9tCICTQ5gHovUWG48kNBoFWQJ72y-H6TQHwiAhCtIAc_b4-rp9jCIoE-xBWo3kNSPwvYuVA1440Bd3z__vmF-Q-XLE-e_SS7HeXO_sK8FSnDv0Pc0juzN5_XJz-BAksG6k
link.rule.ids 314,780,784,4502,24116,27924,27925,45585,45679
linkProvider Elsevier
linkToHtml http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV3da9RAEF9KBeuL1KsfsX6sUHwQ0rsku0n2scQep94VwSsURMJ-QqSXHL3cQ1_8253ZJFWxFPE1mYXNzmTmN7OzvyXkyCJGTpkITaLzkAlmQmljEWqujDaZFS7FA86Ls3R2zj5e8IsdUgxnYbCtsvf9nU_33rp_Mu5Xc7yuqvEXAN_5JBcIgAEnICfoPcYB_YJRH__41ecB-YW_Ng-kQxQftjZ9k5daIY1hlBwjkyey7dwenP4Gn7fGKR-TpvvkYQ8m6Uk330dkx9YjcnBSQyK9uqZvqW_v9HXzEdkrhqvdRuT-ot9RPyDb97b13Vg1bRyV62bdNptqQ9U1_Xy6HBdLipVaCjCRmsqCVi-p51ZA6a9RPv22mIOPpbI21F1umyvPDqUtrVb--qNutKQGIiIMlXVXK3pMzqeny2IW9lcxhDrJ0zbMeaal4wYWmAnFMmFThWRksXAq0ty4eKKUjQwXuZsYkQLoSYXWGgStc5wnT8hu3dT2GaEWIJpKuEwynTCZxSrncRa5FHscpZRRQN4NOijXHeNGObSifS9BYSUqDDKXEhQWEDZoqfzDbEqICHcNezNotISlxz0SWdtmu4FMSKDTA9R7hwzHoxsMMq2APO3M4WamgHjEBHK0gBz9bh837zEHRYZ9yKvRvwYk-hexoudrR56C9vn_ffNrsjdbLubl_MPZp0PyAN6wrpT0guy2V1v7EsBVq175n-cnhlwdRg
openUrl ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Detection+of+apoptosis+by+PET%2FCT+with+the+diethyl+ester+of+%5B%C2%B9%E2%81%B8F%5DML-10+and+fluorescence+imaging+with+a+dansyl+analogue&rft.jtitle=Bioorganic+%26+medicinal+chemistry&rft.au=Kadirvel%2C+Manikandan&rft.au=Fairclough%2C+Michael&rft.au=Cawthorne%2C+Christopher&rft.au=Rowling%2C+Emily+J&rft.date=2014-01-01&rft.eissn=1464-3391&rft.volume=22&rft.issue=1&rft.spage=341&rft_id=info:doi/10.1016%2Fj.bmc.2013.11.019&rft_id=info%3Apmid%2F24290974&rft.externalDocID=24290974
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0968-0896&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0968-0896&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0968-0896&client=summon