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可见光触发的羰基硫解笼以释放硫化氢 (HS)。

Visible-Light-Triggered Uncaging of Carbonyl Sulfide for Hydrogen Sulfide (HS) Release.

机构信息

Department of Chemistry, Indian Institute of Science Education and Research Pune , Dr. Homi Bhabha Road, Pashan, Pune 411 008, Maharashtra, India.

Department of Molecular Reproduction, Development and Genetics, Indian Institute of Science , Bangalore, Karnataka, India.

出版信息

Org Lett. 2017 Sep 15;19(18):4822-4825. doi: 10.1021/acs.orglett.7b02259. Epub 2017 Sep 5.


DOI:10.1021/acs.orglett.7b02259
PMID:28872885
Abstract

Generation of hydrogen sulfide (HS) is challenging and few methods are capable of localized delivery of this gas. Here, a boron dipyrromethene-based carbamothioate (BDP-HS) that is uncaged by visible light of 470 nm to generate carbonyl sulfide (COS), which is rapidly hydrolyzed to HS in the presence of carbonic anhydrase, a widely prevalent enzyme, is reported.

摘要

生成硫化氢(HS)具有挑战性,很少有方法能够实现这种气体的局部输送。在这里,报道了一种基于硼二吡咯甲川的碳酰胺硫代(BDP-HS),它可以在 470nm 的可见光下解笼以生成碳酰硫(COS),在碳酸酐酶(一种广泛存在的酶)存在下,COS 迅速水解生成 HS。

相似文献

[1]
Visible-Light-Triggered Uncaging of Carbonyl Sulfide for Hydrogen Sulfide (HS) Release.

Org Lett. 2017-9-5

[2]
Visible to NIR Light Photoactivation of Hydrogen Sulfide for Biological Targeting.

Org Lett. 2018-7-31

[3]
Esterase Activated Carbonyl Sulfide/Hydrogen Sulfide (HS) Donors.

Org Lett. 2016-12-20

[4]
Cysteine-activated hydrogen sulfide (HS) delivery through caged carbonyl sulfide (COS) donor motifs.

Chem Commun (Camb). 2018-5-10

[5]
Light-Activated COS/HS Donation from Photocaged Thiocarbamates.

Org Lett. 2017-4-17

[6]
Bio-orthogonal "click-and-release" donation of caged carbonyl sulfide (COS) and hydrogen sulfide (HS).

Chem Commun (Camb). 2017-1-24

[7]
Kinetic Insights into Hydrogen Sulfide Delivery from Caged-Carbonyl Sulfide Isomeric Donor Platforms.

J Am Chem Soc. 2017-11-15

[8]
Esterase-Triggered Self-Immolative Thiocarbamates Provide Insights into COS Cytotoxicity.

ACS Chem Biol. 2019-1-17

[9]
Reactive oxygen species-triggered off-on fluorescence donor for imaging hydrogen sulfide delivery in living cells.

Chem Sci. 2019-7-10

[10]
Self-Immolative Thiocarbamates Provide Access to Triggered H2S Donors and Analyte Replacement Fluorescent Probes.

J Am Chem Soc. 2016-6-3

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