Highly solvatochromic and tunable fluorophores based on a 4,5-quinolimide scaffold: novel CDK5 probesThis manuscript is dedicated to Professor M. Teresa García-López on occasion of her retirement after a distinguished scientific career on Medicinal Chemistry.Electronic supplementary information (ESI) available: Experimental procedures, photophysical and calculation data, figures of titration and cell imaging of a quinolimide labelled CDK5 peptide, as well as, NMR spectra. See DOI: 10.1039/c6cc04

Novel 4,5-quinolimide-based fluorophores are more solvatochromic and red-shifted than known naphthalimide analogues. Conjugation of one of these fluorophores to a peptide derived from CDK5 kinase demonstrated its sensitivity for monitoring the interaction with its regulatory partner p25. Introductio...

Full description

Saved in:
Bibliographic Details
Main Authors González-Vera, Juan A, Fueyo-González, Francisco, Alkorta, Ibon, Peyressatre, Marion, Morris, May C, Herranz, Rosario
Format Journal Article
Published 26.07.2016
Online AccessGet full text

Cover

Abstract Novel 4,5-quinolimide-based fluorophores are more solvatochromic and red-shifted than known naphthalimide analogues. Conjugation of one of these fluorophores to a peptide derived from CDK5 kinase demonstrated its sensitivity for monitoring the interaction with its regulatory partner p25. Introduction of the quinolimide-labelled peptide into living glioblastoma cells probed the interaction with endogenous p25. Novel 4,5-quinolimide-based solvatochromic fluorophores conjugated to a CDK5 derived peptide demonstrated sensitivity for monitoring CDK5/p25 interaction in living cells.
AbstractList Novel 4,5-quinolimide-based fluorophores are more solvatochromic and red-shifted than known naphthalimide analogues. Conjugation of one of these fluorophores to a peptide derived from CDK5 kinase demonstrated its sensitivity for monitoring the interaction with its regulatory partner p25. Introduction of the quinolimide-labelled peptide into living glioblastoma cells probed the interaction with endogenous p25. Novel 4,5-quinolimide-based solvatochromic fluorophores conjugated to a CDK5 derived peptide demonstrated sensitivity for monitoring CDK5/p25 interaction in living cells.
Author Peyressatre, Marion
Alkorta, Ibon
Morris, May C
Herranz, Rosario
Fueyo-González, Francisco
González-Vera, Juan A
AuthorAffiliation IBMM-UMR 5247
Instituto de Química Médica (CSIC)
Institut des Biomolécules Max Mousseron
AuthorAffiliation_xml – name: Instituto de Química Médica (CSIC)
– name: IBMM-UMR 5247
– name: Institut des Biomolécules Max Mousseron
Author_xml – sequence: 1
  givenname: Juan A
  surname: González-Vera
  fullname: González-Vera, Juan A
– sequence: 2
  givenname: Francisco
  surname: Fueyo-González
  fullname: Fueyo-González, Francisco
– sequence: 3
  givenname: Ibon
  surname: Alkorta
  fullname: Alkorta, Ibon
– sequence: 4
  givenname: Marion
  surname: Peyressatre
  fullname: Peyressatre, Marion
– sequence: 5
  givenname: May C
  surname: Morris
  fullname: Morris, May C
– sequence: 6
  givenname: Rosario
  surname: Herranz
  fullname: Herranz, Rosario
BookMark eNqFUsFuEzEQXVCRaIELd6Q5gpQNiZINba5toBUEEM2BWzXxjrODvPbi8QbCP3HiE_pPnBknSMAJX2zPe54378knxZEPnori8Xg0HI8mZ8_NzJjRtJrN8G5xPJ7MpmU1Pf14lM_VWfliMq3uFycin0a6xtXp8Z2fl7xp3A4kuC2mYJoYWjaAvobUe1w7Auv6EEPXhEgCaxSqIXhAmA6q8nPPPjhuuSYQg9YGV8_Bhy05OL94XUEXw5pk1bBAi74XE7lLoLeaajaYtFkK8D4GSyIhwnIIK1IhhFcYze13LN_c_ujoW5YMxqBwPlhoKEKkxJFa8gnQJi0g1CyJ_aZnabSzGFaQrRoyGEkZ-niZhdmjDthQq_y4Gy4cmRSDV6L0Xef2TTHugL0NscWUVZ8urq-eAW6RXc5lDouvHUXeU102aqjudfQBaFZJA9uJOnT7LHU3vTv0qTHhACxvMjl7SZziAdpTyTngFjfqI6MIf4es0oqrt0O61CWtDgAFvuR3qOpvlx9AumwIh3BNBBfvrubw7w95WNyz6IQe_d4fFE9eLlbnl2UUc9OpKTV_8-czTf6H_wLzUNu2
ContentType Journal Article
DOI 10.1039/c6cc04566a
DatabaseTitleList
DeliveryMethod fulltext_linktorsrc
Discipline Chemistry
EISSN 1364-548X
EndPage 9655
ExternalDocumentID c6cc04566a
GroupedDBID -JG
0-7
1TJ
705
70J
70~
7~J
AAEMU
ABGFH
ACLDK
ADSRN
AEFDR
AFVBQ
AGSTE
AUDPV
BSQNT
C6K
EE0
EF-
GNO
H~N
IDZ
J3I
R7B
R7C
R7D
RCNCU
RPMJG
RRA
RRC
RSCEA
SKA
SKF
SKH
SLH
VH6
ID FETCH-rsc_primary_c6cc04566a3
ISSN 1359-7345
IngestDate Mon Jan 28 16:54:15 EST 2019
IsPeerReviewed true
IsScholarly true
Issue 62
LinkModel OpenURL
MergedId FETCHMERGED-rsc_primary_c6cc04566a3
Notes 10.1039/c6cc04566a
Electronic supplementary information (ESI) available: Experimental procedures, photophysical and calculation data, figures of titration and cell imaging of a quinolimide labelled CDK5 peptide, as well as, NMR spectra. See DOI
This manuscript is dedicated to Professor M. Teresa García-López on occasion of her retirement after a distinguished scientific career on Medicinal Chemistry.
PageCount 4
ParticipantIDs rsc_primary_c6cc04566a
ProviderPackageCode RRA
J3I
ACLDK
RRC
7~J
AEFDR
70~
VH6
GNO
RCNCU
SLH
70J
EE0
RSCEA
AFVBQ
C6K
H~N
0-7
IDZ
RPMJG
1TJ
SKA
-JG
AGSTE
AUDPV
EF-
BSQNT
SKF
SKH
ADSRN
ABGFH
705
R7B
R7D
AAEMU
R7C
PublicationCentury 2000
PublicationDate 20160726
PublicationDateYYYYMMDD 2016-07-26
PublicationDate_xml – month: 7
  year: 2016
  text: 20160726
  day: 26
PublicationDecade 2010
PublicationYear 2016
References_xml – issn: 2009
  doi: Tsantrizos Bailey Bilodeau Carson Coulombe Fader Halmos Kawai Landry Laplante Morin Parisien Poupart Simoneau
– issn: 2014
  doi: Warner Nguyen Gladding Cheruku Loebelenz Norman Thota Lee Rosenfeld
– issn: 2009
  publication-title: Gaussian 09
  doi: Frisch Trucks Schlegel Scuseria Robb Cheeseman Scalmani Barone Mennucci Petersson Nakatsuji Caricato Li Hratchian Izmaylov Bloino Zheng Sonnenberg Hada Ehara Toyota Fukuda Hasegawa Ishida Nakajima Honda Kitao Nakai Vreven Montgomery Jr. Peralta Ogliaro Bearpark Heyd Brothers Kudin Staroverov Kobayashi Normand Raghavachari Rendell Burant Iyengar Tomasi Cossi Rega Millam Klene Knox Cross Bakken Adamo Jaramillo Gomperts Stratmann Yazyev Austin Cammi Pomelli Ochterski Martin Morokuma Zakrzewski Voth Salvador Dannenberg Dapprich Daniels Farkas Foresman Ortiz Cioslowski Fox
– issn: 2012
  end-page: p 3-22
  publication-title: Molecular Photochemistry. Various Aspects
  doi: Meng Wang Zhu
SSID ssj0000158
Score 4.488494
Snippet Novel 4,5-quinolimide-based fluorophores are more solvatochromic and red-shifted than known naphthalimide analogues. Conjugation of one of these fluorophores...
SourceID rsc
SourceType Publisher
StartPage 9652
Title Highly solvatochromic and tunable fluorophores based on a 4,5-quinolimide scaffold: novel CDK5 probesThis manuscript is dedicated to Professor M. Teresa García-López on occasion of her retirement after a distinguished scientific career on Medicinal Chemistry.Electronic supplementary information (ESI) available: Experimental procedures, photophysical and calculation data, figures of titration and cell imaging of a quinolimide labelled CDK5 peptide, as well as, NMR spectra. See DOI: 10.1039/c6cc04
Volume 52
hasFullText 1
inHoldings 1
isFullTextHit
isPrint
link http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnZ1Lb9NAEIBNSQ9wQbwqChTNgQNo40Di2E1yK21oC01BEKTeqo29Jhaut9hxpeQ_ceIn9D9xZmZ3_ZKCBFzysDe2M7vfzj7mYVnPw6DbC1BT2S73hnbf57v2MAx9e-D21Eae56lkMJNT7-hL_92Ze7bR2q5ZLeWLWcdfrfUr-Z9axWNYr-Ql-w81W14UD-BnrF98xRrG17-qYzLSiJcMb3KFc2d_npKLsbaJzLVPVBjnMpWXc4mzakYaK6DdAc76KFrX_p5HiYyjiygQLPN5GFIKaWePJfJKxGz_4L1L9lszkU3nUUaGrrnuZCgLeqB2eGi8uiBDDhXgQ6Zs0mFTgTfj7BARUtvwB9w-oQ9vnEuxottLrM-sHKimjBwp9TKlSVnOad-I7LFzstgPjNcmGTWpSNpYQpotJpXTa79IWtcZV0l9MkpXqk3jU_JtLL00aUw9_nxMyyH8ikcxyYn-9Lie60Dp9SBPdSeK8qP4C6ZFK09AHvsm8RkjI1sqFUZf6QfK6iIy0Yh1YVofjS5MPijyR60LHh-ANk8CI2-yMtKhkHnG1Mqqdrk7nXxiyi025R3s4QU7-HCslnNURAMK5-p7vv-69GU6lMlKib8bixUt22qj6Bz78wraXCyl3ShZTGb8KPNl2RvE32iWpvTJrLLb-CiWKoPOwmxv8LSA3CwjdT1an9axCozmc9yhvevo2J4dYY55fRuntGd1den2at2C0aRa-Q09c04UX921SrouFJxN1IYipYFodfKmtdnbHbpuy9rcG0-PT2qx4VTy3fK5i9jDzvBV9WscMaZFJh81Ypzete6YqR7saW7vWRsiuW_dKhvrgxu_NL_Q5BewyYDhF-r8guIXZAIc-u0GvVDQOwLFLlBbgopdqNgF_FayCwsJJbsw6YBmF4jd6x_I7fVPZJZuWTALMgRkFipmQTGLz9RgFipmQTNLVymZhXXMQoNZqDELL5DYl1DyOoI6rVDR2oYGq0qWNVaBWG2DIZX-S0mqLoq8gSGVznKoC7kg1UhXk9oGngFxiu9tQEqhoBSQUkBKR9BsMQ-tnbfj6f6RjW3m_FJH-zmvGpOzZbUSmYhHFuAoiM9mzoAPaEGq6w0cVHk4FfPdPu-GXXfb2lp_jcd_OvHEul1h-dRqLdJc7OB8ZzF7Zlr-b-4ebxA
link.rule.ids 315,786,790,27955,27956
linkProvider Royal Society of Chemistry
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=Highly+solvatochromic+and+tunable+fluorophores+based+on+a+4%2C5-quinolimide+scaffold%3A+novel+CDK5+probesThis+manuscript+is+dedicated+to+Professor+M.+Teresa+Garc%C3%ADa-L%C3%B3pez+on+occasion+of+her+retirement+after+a+distinguished+scientific+career+on+Medicinal+Chemistry.Electronic+supplementary+information+%28ESI%29+available%3A+Experimental+procedures%2C+photophysical+and+calculation+data%2C+figures+of+titration+and+cell+imaging+of+a+quinolimide+labelled+CDK5+peptide%2C+as+well+as%2C+NMR+spectra.+See+DOI%3A+10.1039%2Fc6cc04&rft.au=Gonz%C3%A1lez-Vera%2C+Juan+A&rft.au=Fueyo-Gonz%C3%A1lez%2C+Francisco&rft.au=Alkorta%2C+Ibon&rft.au=Peyressatre%2C+Marion&rft.date=2016-07-26&rft.issn=1359-7345&rft.eissn=1364-548X&rft.volume=52&rft.issue=62&rft.spage=9652&rft.epage=9655&rft_id=info:doi/10.1039%2Fc6cc04566a&rft.externalDocID=c6cc04566a
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1359-7345&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1359-7345&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1359-7345&client=summon