Highly Sensitive and Selective Spiropyran-Based Sensor for Copper(II) Quantification

The metal-binding capabilities of the spiropyran family of molecular switches have been explored for several purposes from sensing to optical circuits. Metal-selective sensing has been of great interest for applications ranging from environmental assays to industrial quality control, but sensitive m...

Full description

Saved in:
Bibliographic Details
Published inACS omega Vol. 6; no. 16; pp. 10776 - 10789
Main Authors Trevino, Kimberly M, Tautges, Brandon K, Kapre, Rohan, Franco Jr, Francisco C, Or, Victor W, Balmond, Edward I, Shaw, Jared T, Garcia, Joel, Louie, Angelique Y
Format Journal Article
LanguageEnglish
Published American Chemical Society 27.04.2021
Online AccessGet full text

Cover

Loading…
Abstract The metal-binding capabilities of the spiropyran family of molecular switches have been explored for several purposes from sensing to optical circuits. Metal-selective sensing has been of great interest for applications ranging from environmental assays to industrial quality control, but sensitive metal detection for field-based assays has been elusive. In this work, we demonstrate colorimetric copper sensing at low micromolar levels. Dimethylamine-functionalized spiropyran (SP1) was synthesized and its metal-sensing properties were investigated using UV–vis spectrophotometry. The formation of a metal complex between SP1 and Cu2+ was associated with a color change that can be observed by the naked eye as low as ≈6 μM and the limit of detection was found to be 0.11 μM via UV–vis spectrometry. Colorimetric data showed linearity of response in a physiologically relevant range (0–20 μM Cu2+) with high selectivity for Cu2+ ions over biologically and environmentally relevant metals such as Na+, K+, Mn2+, Ca2+, Zn2+, Co2+, Mg2+, Ni2+, Fe3+, Cd2+, and Pb2+. Since the color change accompanying SP1–Cu2+ complex formation could be detected at low micromolar concentrations, SP1 could be viable for field testing of trace Cu2+ ions.
AbstractList The metal-binding capabilities of the spiropyran family of molecular switches have been explored for several purposes from sensing to optical circuits. Metal-selective sensing has been of great interest for applications ranging from environmental assays to industrial quality control, but sensitive metal detection for field-based assays has been elusive. In this work, we demonstrate colorimetric copper sensing at low micromolar levels. Dimethylamine-functionalized spiropyran ( SP1 ) was synthesized and its metal-sensing properties were investigated using UV–vis spectrophotometry. The formation of a metal complex between SP1 and Cu 2+ was associated with a color change that can be observed by the naked eye as low as ≈6 μM and the limit of detection was found to be 0.11 μM via UV–vis spectrometry. Colorimetric data showed linearity of response in a physiologically relevant range (0–20 μM Cu 2+ ) with high selectivity for Cu 2+ ions over biologically and environmentally relevant metals such as Na + , K + , Mn 2+ , Ca 2+ , Zn 2+ , Co 2+ , Mg 2+ , Ni 2+ , Fe 3+ , Cd 2+ , and Pb 2+ . Since the color change accompanying SP1 –Cu 2+ complex formation could be detected at low micromolar concentrations, SP1 could be viable for field testing of trace Cu 2+ ions.
The metal-binding capabilities of the spiropyran family of molecular switches have been explored for several purposes from sensing to optical circuits. Metal-selective sensing has been of great interest for applications ranging from environmental assays to industrial quality control, but sensitive metal detection for field-based assays has been elusive. In this work, we demonstrate colorimetric copper sensing at low micromolar levels. Dimethylamine-functionalized spiropyran (SP1) was synthesized and its metal-sensing properties were investigated using UV–vis spectrophotometry. The formation of a metal complex between SP1 and Cu2+ was associated with a color change that can be observed by the naked eye as low as ≈6 μM and the limit of detection was found to be 0.11 μM via UV–vis spectrometry. Colorimetric data showed linearity of response in a physiologically relevant range (0–20 μM Cu2+) with high selectivity for Cu2+ ions over biologically and environmentally relevant metals such as Na+, K+, Mn2+, Ca2+, Zn2+, Co2+, Mg2+, Ni2+, Fe3+, Cd2+, and Pb2+. Since the color change accompanying SP1–Cu2+ complex formation could be detected at low micromolar concentrations, SP1 could be viable for field testing of trace Cu2+ ions.
Author Or, Victor W
Louie, Angelique Y
Balmond, Edward I
Garcia, Joel
Shaw, Jared T
Trevino, Kimberly M
Kapre, Rohan
Tautges, Brandon K
Franco Jr, Francisco C
AuthorAffiliation Chemistry Department
University of California at Davis
Department of Biomedical Engineering
Chemistry Graduate Group
AuthorAffiliation_xml – name: Chemistry Graduate Group
– name: Department of Biomedical Engineering
– name: Chemistry Department
– name: University of California at Davis
Author_xml – sequence: 1
  givenname: Kimberly M
  orcidid: 0000-0001-5286-4861
  surname: Trevino
  fullname: Trevino, Kimberly M
  organization: Chemistry Graduate Group
– sequence: 2
  givenname: Brandon K
  surname: Tautges
  fullname: Tautges, Brandon K
  organization: Chemistry Graduate Group
– sequence: 3
  givenname: Rohan
  surname: Kapre
  fullname: Kapre, Rohan
  organization: University of California at Davis
– sequence: 4
  givenname: Francisco C
  orcidid: 0000-0002-8339-2411
  surname: Franco Jr
  fullname: Franco Jr, Francisco C
  organization: Chemistry Department
– sequence: 5
  givenname: Victor W
  surname: Or
  fullname: Or, Victor W
  organization: University of California at Davis
– sequence: 6
  givenname: Edward I
  orcidid: 0000-0002-9726-4488
  surname: Balmond
  fullname: Balmond, Edward I
  organization: Chemistry Graduate Group
– sequence: 7
  givenname: Jared T
  orcidid: 0000-0001-5190-493X
  surname: Shaw
  fullname: Shaw, Jared T
  organization: Chemistry Graduate Group
– sequence: 8
  givenname: Joel
  surname: Garcia
  fullname: Garcia, Joel
  email: joel.garcia@dlsu.edu.ph
  organization: Chemistry Department
– sequence: 9
  givenname: Angelique Y
  orcidid: 0000-0001-6610-5356
  surname: Louie
  fullname: Louie, Angelique Y
  email: aylouie@ucdavis.edu
  organization: University of California at Davis
BookMark eNp1kc1rFDEYxoNU7Ie9e9xjBacmeZNJ5iLYxdqFgkjrOeRrtllmkzGZKex_b9xdxR48hOTJ-zy_QJ5zdBJT9Ai9I_iaYEo-alvS1q_1NbEYQ0dfoTPKBG4IMDj553yKLkvZYIxJK6mk7Rt0CgzzlgI9Q493Yf007BYPPpYwhWe_0NFVNXi7Vw9jyGncZR2bG1282xtTXvR1LdM4-ny1Wr1ffJ91nEIfrJ5Cim_R614PxV8e9wv04_bL4_Kuuf_2dbX8fN9oJtqpsa0wDIy0jAGWQIgRgnttOQXHQEphTNcbMFz00jnZQdcx3gJgQ4zra-ICrQ5cl_RGjTlsdd6ppIPaX6S8VjpPwQ5edU4bxoQTxBrGqyDCet0SzIQkrYPK-nRgjbPZemd9nLIeXkBfTmJ4Uuv0rCThAAJXwNURkNPP2ZdJbUOxfhh09GkuinLghOBO0mrFB6vNqZTs-7_PEKx-d6v-dKuO3dbIh0OkTtQmzTnWj_2__RfKYqhB
CitedBy_id crossref_primary_10_1016_j_jphotochem_2024_115568
crossref_primary_10_1021_acs_cgd_3c01075
crossref_primary_10_1021_acsomega_2c04969
crossref_primary_10_3390_fib11080066
crossref_primary_10_1016_j_scitotenv_2022_157242
crossref_primary_10_1360_SSC_2022_0061
crossref_primary_10_1016_j_ccr_2022_214704
crossref_primary_10_1007_s10934_022_01332_z
crossref_primary_10_1016_j_dyepig_2022_110881
crossref_primary_10_3390_colorants2020017
crossref_primary_10_1016_j_molstruc_2023_134991
crossref_primary_10_1016_j_inoche_2022_109330
crossref_primary_10_1016_j_inoche_2023_111649
crossref_primary_10_1016_j_envres_2023_115928
crossref_primary_10_1016_j_sna_2024_115436
crossref_primary_10_1016_j_surfin_2024_104301
crossref_primary_10_1016_j_ab_2024_115479
crossref_primary_10_34133_research_0392
crossref_primary_10_1016_j_molstruc_2023_136963
crossref_primary_10_1016_j_ccr_2024_215779
crossref_primary_10_1107_S2053229623004783
crossref_primary_10_1021_acsomega_4c01607
crossref_primary_10_1002_slct_202201868
crossref_primary_10_1016_j_jphotochem_2021_113557
crossref_primary_10_1021_acsomega_1c05960
crossref_primary_10_1039_D2SM01690G
Cites_doi 10.1016/0166-445X(91)90025-5
10.1039/C8NJ00918J
10.1139/v87-400
10.1039/c3dt51916c
10.1039/C3DT53637H
10.1039/C4CC10366A
10.1016/j.snb.2018.08.060
10.1016/j.saa.2014.11.030
10.1007/s10895-019-02372-6
10.1002/cjoc.201200741
10.1039/C5NJ00125K
10.1139/f76-215
10.1016/j.snb.2011.04.009
10.1021/ol100381g
10.1039/C9AY02726B
10.1021/acsomega.7b00923
10.1016/j.snb.2016.08.020
10.1039/C1OB06375H
10.1039/C5DT03186A
10.1016/j.saa.2018.05.094
10.1016/j.dyepig.2013.01.018
10.1016/j.saa.2012.05.044
10.1039/C5DT00772K
10.1016/j.saa.2019.117171
10.1016/j.tet.2010.07.035
10.1016/j.inoche.2014.04.017
10.5402/2011/402647
10.1039/C4NJ00695J
10.1002/jcc.23266
10.1016/j.saa.2011.05.068
10.1039/C2CC36626F
10.1039/C4CS00138A
10.1016/j.tetlet.2015.10.019
10.1016/j.snb.2015.08.025
10.1021/ac051010r
10.1007/BF01900731
10.1039/c0nj00168f
10.1021/ac040184q
10.1016/j.molstruc.2018.03.066
10.1002/biof.1005
10.1016/j.tetlet.2011.07.127
10.1016/S0040-4039(01)00326-4
10.1146/annurev.biochem.72.121801.161647
10.1039/c1cs15245a
10.1038/ng1293-327
10.1016/j.snb.2013.03.050
10.1016/j.saa.2019.117193
10.1016/j.snb.2015.11.013
10.1002/slct.202001041
10.1063/1.1480445
10.1016/j.snb.2018.06.032
10.1016/j.colsurfa.2018.01.017
10.1002/(SICI)1521-3773(19980403)37:63.0.CO;2-Z
10.1016/S0161-813X(01)00050-X
10.1021/ja076189x
10.3390/nu7125513
10.1016/j.tetlet.2016.12.066
10.1016/j.jtemb.2014.05.003
10.1002/jcc.20823
10.1016/j.tetlet.2018.09.042
10.1021/cr040410w
10.1016/j.biochi.2006.09.008
10.1016/j.snb.2015.09.060
10.1126/science.1083004
10.1039/C9NJ03010G
10.1021/am4005804
10.1039/B703750C
10.1016/j.dyepig.2013.06.007
10.1103/PhysRev.140.A1133
10.1016/j.dyepig.2013.01.024
10.1021/ja055064u
10.1016/j.talanta.2010.11.072
10.1016/j.snb.2016.01.133
10.1021/acs.joc.6b01193
10.1016/j.fuel.2010.12.008
10.1161/01.ATV.0000124892.90999.cb
10.1016/j.tet.2014.02.055
10.7566/JPSJ.86.064802
10.1016/j.saa.2014.12.055
10.1039/C4RA10419F
10.1016/j.snb.2015.08.035
10.1039/C7PP00229G
10.1021/ie200548j
10.1021/acs.est.8b00791
10.1016/j.jphotochem.2019.112265
10.1039/C7AY01335C
10.1016/S0140-6736(87)90827-0
10.3389/fnagi.2014.00110
10.1039/C4CS00285G
10.1016/j.jhazmat.2006.08.012
10.1021/ac800072y
10.1016/j.snb.2018.04.173
10.1093/oxfordjournals.aje.a010168
10.1016/j.dyepig.2010.05.008
10.1063/1.478522
10.1039/C4RA02776K
10.1021/cr400546e
10.1016/j.tetlet.2015.09.055
10.1007/s12011-007-8062-y
10.1016/j.snb.2014.01.116
10.1016/j.jhazmat.2008.03.016
10.1016/j.snb.2011.10.036
10.3181/00379727-196-43171B
10.1007/BF01236567
10.1016/j.saa.2018.06.068
10.1016/j.scitotenv.2007.07.016
ContentType Journal Article
Copyright 2021 The Authors. Published by American Chemical Society
2021 The Authors. Published by American Chemical Society 2021 The Authors
Copyright_xml – notice: 2021 The Authors. Published by American Chemical Society
– notice: 2021 The Authors. Published by American Chemical Society 2021 The Authors
DBID N~.
AAYXX
CITATION
7X8
5PM
DOA
DOI 10.1021/acsomega.1c00392
DatabaseName American Chemical Society (ACS) Open Access
CrossRef
MEDLINE - Academic
PubMed Central (Full Participant titles)
DOAJ Directory of Open Access Journals
DatabaseTitle CrossRef
MEDLINE - Academic
DatabaseTitleList

Database_xml – sequence: 1
  dbid: N~.
  name: American Chemical Society (ACS) Open Access
  url: https://pubs.acs.org
  sourceTypes: Publisher
– sequence: 2
  dbid: DOA
  name: DOAJ Directory of Open Access Journals
  url: https://www.doaj.org/
  sourceTypes: Open Website
DeliveryMethod fulltext_linktorsrc
Discipline Chemistry
EISSN 2470-1343
EndPage 10789
ExternalDocumentID oai_doaj_org_article_9dab447d71cb45dab17cea61047816d3
10_1021_acsomega_1c00392
a170434601
GrantInformation_xml – fundername: ;
  grantid: NA
GroupedDBID 53G
ABFRP
ABUCX
ACS
ADACO
ADBBV
AFEFF
ALMA_UNASSIGNED_HOLDINGS
BCNDV
EBS
GGK
GROUPED_DOAJ
HYE
N~.
OK1
RPM
VF5
AAFWJ
AAHBH
AAYXX
AFPKN
AOIJS
CITATION
M~E
7X8
5PM
ID FETCH-LOGICAL-a476t-c67b43b8c44308311b775eac523d43887bb9fb3b57f8dd89399456330b1bdf083
IEDL.DBID RPM
ISSN 2470-1343
IngestDate Tue Oct 22 15:04:10 EDT 2024
Tue Sep 17 20:58:52 EDT 2024
Fri Aug 16 08:38:46 EDT 2024
Fri Aug 23 03:40:00 EDT 2024
Thu Apr 29 06:07:49 EDT 2021
IsDoiOpenAccess true
IsOpenAccess true
IsPeerReviewed true
IsScholarly true
Issue 16
Language English
License Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
LinkModel DirectLink
MergedId FETCHMERGED-LOGICAL-a476t-c67b43b8c44308311b775eac523d43887bb9fb3b57f8dd89399456330b1bdf083
Notes ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ORCID 0000-0002-9726-4488
0000-0001-5190-493X
0000-0001-5286-4861
0000-0002-8339-2411
0000-0001-6610-5356
OpenAccessLink https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8153370/
PMID 34056232
PQID 2535110982
PQPubID 23479
PageCount 14
ParticipantIDs doaj_primary_oai_doaj_org_article_9dab447d71cb45dab17cea61047816d3
pubmedcentral_primary_oai_pubmedcentral_nih_gov_8153370
proquest_miscellaneous_2535110982
crossref_primary_10_1021_acsomega_1c00392
acs_journals_10_1021_acsomega_1c00392
ProviderPackageCode ABFRP
ACS
AFEFF
VF5
ABUCX
GGK
N~.
PublicationCentury 2000
PublicationDate 2021-04-27
PublicationDateYYYYMMDD 2021-04-27
PublicationDate_xml – month: 04
  year: 2021
  text: 2021-04-27
  day: 27
PublicationDecade 2020
PublicationTitle ACS omega
PublicationTitleAlternate ACS Omega
PublicationYear 2021
Publisher American Chemical Society
Publisher_xml – name: American Chemical Society
References ref45/cit45
ref99/cit99
ref3/cit3
ref81/cit81
ref16/cit16
ref52/cit52
ref23/cit23
ref110/cit110
ref2/cit2
ref77/cit77
ref71/cit71
ref20/cit20
ref48/cit48
ref74/cit74
ref10/cit10
ref35/cit35
ref89/cit89
ref19/cit19
ref93/cit93
ref42/cit42
ref96/cit96
ref107/cit107
ref109/cit109
ref13/cit13
ref105/cit105
ref61/cit61
ref67/cit67
ref38/cit38
ref90/cit90
ref64/cit64
ref54/cit54
ref6/cit6
ref18/cit18
ref65/cit65
ref97/cit97
ref101/cit101
ref11/cit11
ref102/cit102
ref29/cit29
ref76/cit76
ref86/cit86
ref32/cit32
ref39/cit39
ref5/cit5
ref43/cit43
ref80/cit80
ref28/cit28
ref91/cit91
ref55/cit55
Wan F. (ref33/cit33) 2006; 26
ref12/cit12
ref66/cit66
ref22/cit22
ref87/cit87
ref106/cit106
ref44/cit44
ref70/cit70
ref98/cit98
ref9/cit9
ref27/cit27
ref63/cit63
ref56/cit56
ref92/cit92
Dennington R. (ref108/cit108) 2016
ref8/cit8
ref31/cit31
ref59/cit59
ref85/cit85
ref34/cit34
ref37/cit37
ref60/cit60
ref88/cit88
ref17/cit17
ref82/cit82
ref53/cit53
ref21/cit21
ref46/cit46
ref49/cit49
ref75/cit75
ref24/cit24
ref50/cit50
ref78/cit78
ref36/cit36
ref83/cit83
ref79/cit79
ref100/cit100
ref25/cit25
ref103/cit103
ref72/cit72
ref14/cit14
ref57/cit57
ref51/cit51
ref40/cit40
ref68/cit68
ref94/cit94
ref26/cit26
ref73/cit73
ref69/cit69
ref15/cit15
ref62/cit62
ref41/cit41
ref58/cit58
ref95/cit95
ref104/cit104
ref4/cit4
ref30/cit30
ref47/cit47
ref84/cit84
ref1/cit1
ref7/cit7
References_xml – ident: ref21/cit21
  doi: 10.1016/0166-445X(91)90025-5
– ident: ref50/cit50
  doi: 10.1039/C8NJ00918J
– volume-title: GaussView, Version 6.1
  year: 2016
  ident: ref108/cit108
  contributor:
    fullname: Dennington R.
– ident: ref100/cit100
  doi: 10.1139/v87-400
– ident: ref28/cit28
  doi: 10.1039/c3dt51916c
– ident: ref36/cit36
  doi: 10.1039/C3DT53637H
– ident: ref4/cit4
  doi: 10.1039/C4CC10366A
– ident: ref51/cit51
  doi: 10.1016/j.snb.2018.08.060
– ident: ref77/cit77
  doi: 10.1016/j.saa.2014.11.030
– ident: ref83/cit83
  doi: 10.1007/s10895-019-02372-6
– ident: ref41/cit41
  doi: 10.1002/cjoc.201200741
– ident: ref40/cit40
  doi: 10.1039/C5NJ00125K
– ident: ref22/cit22
  doi: 10.1139/f76-215
– ident: ref42/cit42
  doi: 10.1016/j.snb.2011.04.009
– ident: ref87/cit87
  doi: 10.1021/ol100381g
– ident: ref58/cit58
  doi: 10.1039/C9AY02726B
– ident: ref99/cit99
  doi: 10.1021/acsomega.7b00923
– ident: ref97/cit97
– ident: ref37/cit37
  doi: 10.1016/j.snb.2016.08.020
– ident: ref91/cit91
  doi: 10.1039/C1OB06375H
– ident: ref67/cit67
  doi: 10.1039/C5DT03186A
– ident: ref52/cit52
  doi: 10.1016/j.saa.2018.05.094
– ident: ref76/cit76
  doi: 10.1016/j.dyepig.2013.01.018
– ident: ref74/cit74
  doi: 10.1016/j.saa.2012.05.044
– ident: ref38/cit38
  doi: 10.1039/C5DT00772K
– ident: ref56/cit56
  doi: 10.1016/j.saa.2019.117171
– ident: ref90/cit90
  doi: 10.1016/j.tet.2010.07.035
– ident: ref62/cit62
  doi: 10.1016/j.inoche.2014.04.017
– ident: ref17/cit17
  doi: 10.5402/2011/402647
– ident: ref49/cit49
  doi: 10.1039/C4NJ00695J
– ident: ref107/cit107
  doi: 10.1002/jcc.23266
– ident: ref54/cit54
  doi: 10.1016/j.saa.2011.05.068
– ident: ref64/cit64
  doi: 10.1039/C2CC36626F
– ident: ref10/cit10
  doi: 10.1039/C4CS00138A
– ident: ref30/cit30
  doi: 10.1016/j.tetlet.2015.10.019
– ident: ref86/cit86
  doi: 10.1016/j.snb.2015.08.025
– ident: ref89/cit89
  doi: 10.1021/ac051010r
– ident: ref5/cit5
  doi: 10.1007/BF01900731
– ident: ref47/cit47
  doi: 10.1039/c0nj00168f
– ident: ref23/cit23
  doi: 10.1021/ac040184q
– ident: ref75/cit75
  doi: 10.1016/j.molstruc.2018.03.066
– ident: ref8/cit8
  doi: 10.1002/biof.1005
– ident: ref73/cit73
  doi: 10.1016/j.tetlet.2011.07.127
– ident: ref103/cit103
  doi: 10.1016/S0040-4039(01)00326-4
– ident: ref15/cit15
  doi: 10.1146/annurev.biochem.72.121801.161647
– ident: ref95/cit95
  doi: 10.1039/c1cs15245a
– ident: ref13/cit13
  doi: 10.1038/ng1293-327
– ident: ref78/cit78
  doi: 10.1016/j.snb.2013.03.050
– ident: ref55/cit55
  doi: 10.1016/j.saa.2019.117193
– ident: ref61/cit61
  doi: 10.1016/j.snb.2015.11.013
– ident: ref70/cit70
  doi: 10.1002/slct.202001041
– ident: ref106/cit106
  doi: 10.1063/1.1480445
– ident: ref59/cit59
  doi: 10.1016/j.snb.2018.06.032
– ident: ref84/cit84
  doi: 10.1016/j.colsurfa.2018.01.017
– ident: ref32/cit32
  doi: 10.1002/(SICI)1521-3773(19980403)37:63.0.CO;2-Z
– ident: ref7/cit7
  doi: 10.1016/S0161-813X(01)00050-X
– ident: ref102/cit102
  doi: 10.1021/ja076189x
– ident: ref9/cit9
  doi: 10.3390/nu7125513
– ident: ref71/cit71
  doi: 10.1016/j.tetlet.2016.12.066
– ident: ref14/cit14
  doi: 10.1016/j.jtemb.2014.05.003
– ident: ref110/cit110
  doi: 10.1002/jcc.20823
– ident: ref39/cit39
  doi: 10.1016/j.tetlet.2018.09.042
– ident: ref11/cit11
  doi: 10.1021/cr040410w
– ident: ref19/cit19
  doi: 10.1016/j.biochi.2006.09.008
– ident: ref44/cit44
  doi: 10.1016/j.snb.2015.09.060
– ident: ref3/cit3
  doi: 10.1126/science.1083004
– ident: ref94/cit94
  doi: 10.1039/C9NJ03010G
– ident: ref82/cit82
  doi: 10.1021/am4005804
– ident: ref101/cit101
  doi: 10.1039/B703750C
– ident: ref57/cit57
  doi: 10.1016/j.dyepig.2013.06.007
– ident: ref104/cit104
  doi: 10.1103/PhysRev.140.A1133
– ident: ref69/cit69
  doi: 10.1016/j.dyepig.2013.01.024
– ident: ref31/cit31
  doi: 10.1021/ja055064u
– ident: ref79/cit79
  doi: 10.1016/j.talanta.2010.11.072
– ident: ref43/cit43
  doi: 10.1016/j.snb.2016.01.133
– ident: ref88/cit88
  doi: 10.1021/acs.joc.6b01193
– ident: ref18/cit18
  doi: 10.1016/j.fuel.2010.12.008
– ident: ref24/cit24
  doi: 10.1161/01.ATV.0000124892.90999.cb
– ident: ref29/cit29
  doi: 10.1016/j.tet.2014.02.055
– ident: ref98/cit98
  doi: 10.7566/JPSJ.86.064802
– ident: ref60/cit60
  doi: 10.1016/j.saa.2014.12.055
– ident: ref65/cit65
  doi: 10.1039/C4RA10419F
– ident: ref34/cit34
  doi: 10.1016/j.snb.2015.08.035
– ident: ref45/cit45
  doi: 10.1039/C7PP00229G
– ident: ref68/cit68
  doi: 10.1021/ie200548j
– ident: ref109/cit109
– ident: ref93/cit93
  doi: 10.1021/acs.est.8b00791
– ident: ref85/cit85
  doi: 10.1016/j.jphotochem.2019.112265
– ident: ref72/cit72
  doi: 10.1039/C7AY01335C
– ident: ref12/cit12
  doi: 10.1016/S0140-6736(87)90827-0
– ident: ref16/cit16
  doi: 10.3389/fnagi.2014.00110
– ident: ref1/cit1
  doi: 10.1039/C4CS00285G
– ident: ref26/cit26
  doi: 10.1016/j.jhazmat.2006.08.012
– ident: ref81/cit81
  doi: 10.1021/ac800072y
– ident: ref53/cit53
  doi: 10.1016/j.snb.2018.04.173
– ident: ref92/cit92
  doi: 10.1093/oxfordjournals.aje.a010168
– ident: ref46/cit46
  doi: 10.1016/j.dyepig.2010.05.008
– ident: ref105/cit105
  doi: 10.1063/1.478522
– ident: ref63/cit63
  doi: 10.1039/C4RA02776K
– ident: ref2/cit2
  doi: 10.1021/cr400546e
– ident: ref80/cit80
  doi: 10.1016/j.tetlet.2015.09.055
– ident: ref25/cit25
  doi: 10.1007/s12011-007-8062-y
– ident: ref35/cit35
  doi: 10.1016/j.snb.2014.01.116
– ident: ref27/cit27
  doi: 10.1016/j.jhazmat.2008.03.016
– ident: ref66/cit66
  doi: 10.1016/j.snb.2011.10.036
– ident: ref6/cit6
  doi: 10.3181/00379727-196-43171B
– ident: ref96/cit96
  doi: 10.1007/BF01236567
– volume: 26
  start-page: 779
  year: 2006
  ident: ref33/cit33
  publication-title: Guangpuxue Yu Guangpu Fenxi
  contributor:
    fullname: Wan F.
– ident: ref48/cit48
  doi: 10.1016/j.saa.2018.06.068
– ident: ref20/cit20
  doi: 10.1016/j.scitotenv.2007.07.016
SSID ssj0001682826
Score 2.3528037
Snippet The metal-binding capabilities of the spiropyran family of molecular switches have been explored for several purposes from sensing to optical circuits....
The metal-binding capabilities of the spiropyran family of molecular switches have been explored for several purposes from sensing to optical circuits....
SourceID doaj
pubmedcentral
proquest
crossref
acs
SourceType Open Website
Open Access Repository
Aggregation Database
Publisher
StartPage 10776
SummonAdditionalLinks – databaseName: American Chemical Society (ACS) Open Access
  dbid: N~.
  link: http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjV3Nb9UwDI_QOMAF8SkeDFQkkNgho2ncuDmyJ6YNiUlom7RblK_CpNFW7-Owy_52nLw-RhFCXCqlSRrVTu2fa8dm7K0onYyWLNUGQXNAUFw7r3hUGOoIxPIyHRT-cqKOzuHzRX1xmybnTw9-JT5Yv-x_xG92X_h0kJTE7d0KS52qFZzc7N_-T1FkO-TqahVgyYUEOXol__aQpIv8cqKLcsr-Cc6cRkn-pnYOH7IHI14sPm4Y_Ijdid1jdm--LdP2hJ2lSI2r6-I0RaIn2VXYLlDraiPJitPhctEP16SS-AFprJAH9ouCwGox74chLt4fH-8VX9d2EzaUOfWUnR9-Opsf8bFUAreAasW9QgfSNR5AptphwiHWJFPJzAwgSZA4p1snXY1tEwJhFK0JOUlZOuFCSzOesZ2u7-JzVgDoKKL0vgWaGpyL1K8bJxtsPV1n7B2RzoxbfWmyF7sSZktiM5J4xva2xDXDJnPGP8YeJOr_GpdyXucbtBHM-AkZHawDwIDCO6ipIdBHq3J-IaGCnLE3W94Z4kFyfNgu9uulqerkLi11QwvhhKmTFac93eX3nG27SYgYyxf_-dov2f0qhb2UwCvcZTurxTq-Ityycq_zhv0Jzf3qjw
  priority: 102
  providerName: American Chemical Society
– databaseName: DOAJ Directory of Open Access Journals
  dbid: DOA
  link: http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwrV3Na90wDDejl-0ytnVjb1-ksMF6yBrHih0f10dLO9hgtIXejGU7W6FNwvs49L-f7CTj5bJdegk4tomRhPRTJEuMfeQFimDJU60V6BwUyFyjk3mQylcBiOVFvCj8_Yc8u4Jv19X1TquvmBM2lAceCHekvUUA5RV3CBUNuHLBylRVhks_1Pks9I4zlf6uSPIkyikuSXbsyLp1dxd-2S_cxfuoZbRGbj2zRqlo_wxpzvMkdwzP6TP2dESM2dfhpM_Zo9C-YI-XU6O2fXYZczVu77OLmIsetVdmW0-j20GXZRf9zarr78ko5cdks3xa2K0ygqvZsuv7sPp8fn6Y_dzaIXEo8eoluzo9uVye5WOzhNyCkpvcSYUgsHYAInYP46hURVqVHE0PglQJom5QYKWa2ntCKVoTdhKiQI6-oR2v2F7bteE1ywB04EE41wBt9YiB5nWNolaNo-eCfSLSmVHY1ybFsUtuJhKbkcQLdjgR1_RD7Yx_rD2O1P-7Lla9Ti9IFswoC-Z_srBgBxPvDPEghj5sG7rt2pRVDJgWuqYPqRlTZ1-cz7Q3v1O97TpiYlW8eYgjvmVPypgVU0Beqndsb7PahvcEazb4IUnwHxnJ9_g
  priority: 102
  providerName: Directory of Open Access Journals
Title Highly Sensitive and Selective Spiropyran-Based Sensor for Copper(II) Quantification
URI http://dx.doi.org/10.1021/acsomega.1c00392
https://search.proquest.com/docview/2535110982
https://pubmed.ncbi.nlm.nih.gov/PMC8153370
https://doaj.org/article/9dab447d71cb45dab17cea61047816d3
Volume 6
hasFullText 1
inHoldings 1
isFullTextHit
isPrint
link http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1La9wwEBZJLu2l9Em3j8WFFpqDd21rLFnHxjQkhYSWTSA3oZeThV3beHcPueS3Z6S1S3zpoReBLAmZmWHmk2Y0Q8jXNNHUKTypFhxEDBxYLLRhsWPc5g6Q5Yl_KHxxyc6u4ddNfnNA8uEtTAjaN3o5q1frWb28C7GV7drMhzix-e-LsvAghSfzQ3KIAvrkiB4uVhgeIrLBJYkmbK7Mplm7WzVLjX-K6gvYUAiGP_M2yWxGNimk7h_hzXG05BPzc_qSvOhxY_Rj_3-vyIGrX5Nn5VCu7Q258hEbq_to4SPSvQ6LVG2xt9prtGjRLrumvUfTFJ-g5bJhYtNFCFqjsmlb130_Pz-O_uzUPnwocOwtuT79eVWexX3JhFgBZ9vYMK6B6sIAUF9DLNWc56hb8bhpgaJC0VpUmuqcV4W1iFWEQARFaaJTbStc8Y4c1U3t3pMIQLjUUWMqwKVWa4fjotC04JXBdkK-IelkL_IbGbzZWSoHasue2hNyPBBXtvsMGv-Ye-Kp_3eez30dPjTdrewlQAqrNAC3PDUacuyk3DjFQp6hlFk6IV8G3knkgXeAqNo1u43Mcu82TUSBG_ERU0c7jkdQCEPW7V7oPvz3yo_keeYDYhKIM_6JHG27nfuMiGarp4joy8U03Adge_kwmwaZfgQ9UPr6
link.rule.ids 230,315,730,783,787,867,888,2109,2772,27088,27092,27936,27937,53804,53806,57066,57090,57116,57140
linkProvider National Library of Medicine
linkToHtml http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV3Nb9MwFLfGOIwL34hufAQJJHZIGsdOnBxZxdTCOoHWod2sPNsZFW0Spe1h_PU8OwlaOCDBJZJjW0n0e34feT8_E_KWhsBMjpFqKnjmc8ETPwOV-CYROjYcIQ_tRuH5eTK95J-u4qs9Evd7YRxpX8EyKFfroFx-d9zKeq3GPU9s_GU-Sa2TIsLxHXIX12vIbwXp7tdKgmFE1Ccl0YiNc7Wp1uY6D6iym1HtETaMO9MfWaukNgOr5Ir3DzzOIV_ylgE6fUC-9a_e8k5-BLstBOrnH1Ud__nbHpL7nUvqfWi7H5E9Uz4mB5P-JLgnZGHJIKsb78KS3a169PJSY2vVKkvvol42VX2DVs8_QaOo3cCq8dAf9iZVXZvm_Wx27H3d5S0zyQnDU3J5-nExmfrdaQx-zkWy9VUigDNIFefMHk9GQYgY1TZGspoz1FUAWQEMYlGkWqMblGXonDEWAgVd4IxnZL-sSvOceJxnhhqmVMFxqgYw2J-lwFJRKLyOyDvERHaraSNdojyisodRdjCOyHGPmqzb4hx_GXtiYf09zpbVdjeq5lp2AMhM58C50IIq4DE2qFAmT1wJI5poNiJveqGQiIHNreSlqXYbGcU2IxtmKT5IDKRl8MRhD8qAK-jdYX743zNfk4PpYn4mz2bnn4_IvcjybkLuR-IF2d82O_MSHactvHLL5Bcyphny
linkToPdf http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1Lb9QwELagSMCFN2J5BgkkesjTjp0c6cKqC7QqaitVXKyM7ZQVu0mU3T2UX8_YSdCGA4deIjm2lUTfeB7x5xlC3sURUFNgpJoJlvtMMO7noLhvuNCpYQh5ZA8KHx3zw3P25SK92Cn15Uj7ChZBtVwF1eKn41Y2KxUOPLHw5GiaWSdFRGGjy_AmuYVrNuI7gbr7vcIxlEiGjUk0ZGGh1vXKXBZBrOyBVFvGhjJn_hNrmdR6ZJlcAv-R1znmTO4Yodl98mN4_Y578ivYbiBQv__J7Hit73tA7vWuqfexG_KQ3DDVI3JnOlSEe0zOLClkeeWdWtK7VZNeUWlsLTul6Z02i7ZurtD6-QdoHLUbWLce-sXetG4a036Yz_e979uiYyg5oXhCzmefz6aHfl-VwS-Y4BtfcQGMQqYYo7ZMWQxCpKi-MaLVjKLOAshLoJCKMtMa3aE8RyeN0ghi0CXOeEr2qroyz4jHWG5iQ5UqGU7VAAb78wxoJkqF1wl5j7jIflWtpdswT2I5QCl7KCdkf0BONl2Sjv-MPbDQ_h1n02u7G3V7KXsQZK4LYExoEStgKTZioUzBXSqjmGs6IW8HwZCIgd1jKSpTb9cySe3ObJRn-CAxkpjRE8c9KAcusXeP-_Nrz3xDbp98mslv8-OvL8jdxNJvIuYn4iXZ27Rb8wr9pw28divlD_Y5HHI
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+Sensitive+and+Selective+Spiropyran-Based+Sensor+for+Copper%28II%29+Quantification&rft.jtitle=ACS+omega&rft.au=Trevino%2C+Kimberly+M.&rft.au=Tautges%2C+Brandon+K.&rft.au=Kapre%2C+Rohan&rft.au=Franco+Jr%2C+Francisco+C.&rft.date=2021-04-27&rft.issn=2470-1343&rft.eissn=2470-1343&rft.volume=6&rft.issue=16&rft.spage=10776&rft.epage=10789&rft_id=info:doi/10.1021%2Facsomega.1c00392&rft.externalDBID=n%2Fa&rft.externalDocID=10_1021_acsomega_1c00392
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=2470-1343&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=2470-1343&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=2470-1343&client=summon