Literature DB >> 30062897

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

Peter Štacko1, Lucie Muchová2, Libor Vítek2, Petr Klán1.   

Abstract

The synthesis and photochemical properties of H2S-releasing BODIPY thiocarbamate photocage scaffolds activatable by visible-to-NIR (up to 700 nm) light to release carbonyl sulfide (COS), which is transformed to H2S using either isolated or natural carbonic anhydrase, is reported. The excellent uncaging cross section and high H2S release yields in in vitro experiments, including live-cell imaging, suggest that these photocages can serve as a platform for the bio-orthogonal phototriggered release within the tissue-transparent window.

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Year:  2018        PMID: 30062897     DOI: 10.1021/acs.orglett.8b02043

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  14 in total

1.  H2S donors with optical responses.

Authors:  Michael D Pluth; Yu Zhao; Matthew M Cerda
Journal:  Methods Enzymol       Date:  2020-06-15       Impact factor: 1.600

2.  Visible-to-NIR-Light Activated Release: From Small Molecules to Nanomaterials.

Authors:  Roy Weinstain; Tomáš Slanina; Dnyaneshwar Kand; Petr Klán
Journal:  Chem Rev       Date:  2020-10-30       Impact factor: 60.622

3.  Development of Acid-Mediated H2S/COS Donors That Respond to a Specific pH Window.

Authors:  Annie K Gilbert; Yu Zhao; Claire E Otteson; Michael D Pluth
Journal:  J Org Chem       Date:  2019-09-18       Impact factor: 4.354

Review 4.  Activatable Small-Molecule Hydrogen Sulfide Donors.

Authors:  Carolyn M Levinn; Matthew M Cerda; Michael D Pluth
Journal:  Antioxid Redox Signal       Date:  2019-10-29       Impact factor: 8.401

Review 5.  Development and Application of Carbonyl Sulfide-Based Donors for H2S Delivery.

Authors:  Carolyn M Levinn; Matthew M Cerda; Michael D Pluth
Journal:  Acc Chem Res       Date:  2019-08-07       Impact factor: 22.384

6.  Spatiotemporal Control of Biology: Synthetic Photochemistry Toolbox with Far-Red and Near-Infrared Light.

Authors:  Shang Jia; Ellen M Sletten
Journal:  ACS Chem Biol       Date:  2021-09-13       Impact factor: 5.100

7.  Cyclic Sulfenyl Thiocarbamates Release Carbonyl Sulfide and Hydrogen Sulfide Independently in Thiol-Promoted Pathways.

Authors:  Yu Zhao; Andrea K Steiger; Michael D Pluth
Journal:  J Am Chem Soc       Date:  2019-08-14       Impact factor: 15.419

8.  N-Methylation of Self-Immolative Thiocarbamates Provides Insights into the Mechanism of Carbonyl Sulfide Release.

Authors:  Carolyn M Levinn; Jenna L Mancuso; Rachel E Lutz; Haley M Smith; Christopher H Hendon; Michael D Pluth
Journal:  J Org Chem       Date:  2021-04-05       Impact factor: 4.354

9.  Amino acid-based H2S donors: N-thiocarboxyanhydrides that release H2S with innocuous byproducts.

Authors:  Kuljeet Kaur; Patrick Enders; Yumeng Zhu; Abigail F Bratton; Chadwick R Powell; Khosrow Kashfi; John B Matson
Journal:  Chem Commun (Camb)       Date:  2021-06-03       Impact factor: 6.065

Review 10.  Moving Past Quinone-Methides: Recent Advances Toward Minimizing Electrophilic Byproducts from COS/H2S Donors.

Authors:  Michael D Pluth
Journal:  Curr Top Med Chem       Date:  2021       Impact factor: 3.570

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