Performance comparison of two cascade reaction models in fluorescence off-on detection of hydrogen sulfide

Tanmoy Saha; Dnyaneshwar Kand; Pinaki Talukdar

doi:10.1039/c4ra13086c

Performance comparison of two cascade reaction models in fluorescence off-on detection of hydrogen sulfide

Tanmoy Saha, Dnyaneshwar Kand, Pinaki Talukdar^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

Abstract

Comparative studies on the performances of two cascade reaction based fluorescent H₂S probes are reported. These probes were also designed to address the solubility issues of existing probes. The Reso-N₃ probe favors the H₂S mediated azide-to-amine reduction followed by a cyclization to release the resorufin fluorophore. Reso-Br undergoes a bromide-to-thiol nucleophilic substitution followed by a similar cyclization releasing the same fluorophore. Reso-N₃ exhibited lower background fluorescence and better H₂S sensing behavior in water compared to Reso-Br. Reso-Br underwent hydrolysis in aqueous buffer conditions (pH = 7.4) while, Reso-N₃ was quite stable. Reso-N₃ displayed high selectivity and sensitivity towards H₂S. Live cell imaging of the species by the probe was also established.

Original language	English
Pages (from-to)	1438-1446
Number of pages	9
Journal	RSC Advances
Volume	5
Issue number	2
DOIs	https://doi.org/10.1039/c4ra13086c
State	Published - 2015
Externally published	Yes

Access to Document

10.1039/c4ra13086c

Cite this

@article{2370d111d2a14e97bfdba69f9be97f26,

title = "Performance comparison of two cascade reaction models in fluorescence off-on detection of hydrogen sulfide",

abstract = "Comparative studies on the performances of two cascade reaction based fluorescent H2S probes are reported. These probes were also designed to address the solubility issues of existing probes. The Reso-N3 probe favors the H2S mediated azide-to-amine reduction followed by a cyclization to release the resorufin fluorophore. Reso-Br undergoes a bromide-to-thiol nucleophilic substitution followed by a similar cyclization releasing the same fluorophore. Reso-N3 exhibited lower background fluorescence and better H2S sensing behavior in water compared to Reso-Br. Reso-Br underwent hydrolysis in aqueous buffer conditions (pH = 7.4) while, Reso-N3 was quite stable. Reso-N3 displayed high selectivity and sensitivity towards H2S. Live cell imaging of the species by the probe was also established.",

author = "Tanmoy Saha and Dnyaneshwar Kand and Pinaki Talukdar",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2015.",

year = "2015",

doi = "10.1039/c4ra13086c",

language = "אנגלית",

volume = "5",

pages = "1438--1446",

journal = "RSC Advances",

issn = "2046-2069",

publisher = "Royal Society of Chemistry",

number = "2",

}

TY - JOUR

T1 - Performance comparison of two cascade reaction models in fluorescence off-on detection of hydrogen sulfide

AU - Saha, Tanmoy

AU - Kand, Dnyaneshwar

AU - Talukdar, Pinaki

N1 - Publisher Copyright: © The Royal Society of Chemistry 2015.

PY - 2015

Y1 - 2015

N2 - Comparative studies on the performances of two cascade reaction based fluorescent H2S probes are reported. These probes were also designed to address the solubility issues of existing probes. The Reso-N3 probe favors the H2S mediated azide-to-amine reduction followed by a cyclization to release the resorufin fluorophore. Reso-Br undergoes a bromide-to-thiol nucleophilic substitution followed by a similar cyclization releasing the same fluorophore. Reso-N3 exhibited lower background fluorescence and better H2S sensing behavior in water compared to Reso-Br. Reso-Br underwent hydrolysis in aqueous buffer conditions (pH = 7.4) while, Reso-N3 was quite stable. Reso-N3 displayed high selectivity and sensitivity towards H2S. Live cell imaging of the species by the probe was also established.

AB - Comparative studies on the performances of two cascade reaction based fluorescent H2S probes are reported. These probes were also designed to address the solubility issues of existing probes. The Reso-N3 probe favors the H2S mediated azide-to-amine reduction followed by a cyclization to release the resorufin fluorophore. Reso-Br undergoes a bromide-to-thiol nucleophilic substitution followed by a similar cyclization releasing the same fluorophore. Reso-N3 exhibited lower background fluorescence and better H2S sensing behavior in water compared to Reso-Br. Reso-Br underwent hydrolysis in aqueous buffer conditions (pH = 7.4) while, Reso-N3 was quite stable. Reso-N3 displayed high selectivity and sensitivity towards H2S. Live cell imaging of the species by the probe was also established.

UR - http://www.scopus.com/inward/record.url?scp=84916613611&partnerID=8YFLogxK

U2 - 10.1039/c4ra13086c

DO - 10.1039/c4ra13086c

M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???

AN - SCOPUS:84916613611

SN - 2046-2069

VL - 5

SP - 1438

EP - 1446

JO - RSC Advances

JF - RSC Advances

IS - 2

ER -

Performance comparison of two cascade reaction models in fluorescence off-on detection of hydrogen sulfide

Abstract

Access to Document

Other files and links

Fingerprint

Cite this