Literature DB >> 28489258

Triggered and Tunable Hydrogen Sulfide Release from Photogenerated Thiobenzaldehydes.

Zeyun Xiao1, Thomas Bonnard2, Aida Shakouri-Motlagh1, Ross A L Wylie1, Joe Collins1, Jonathan White3, Daniel E Heath1, Christoph E Hagemeyer2, Luke A Connal1.   

Abstract

Hydrogen sulfide (H2 S) has been identified as an important cell-signaling mediator and has a number of biological functions, such as vascular smooth muscle relaxation, neurotransmission, and regulation of inflammation. A facile and versatile approach for H2 S production initiated by light irradiation and controlled by reaction with an amine or an amino acid was developed. The donor was synthesized in a one-pot reaction, and simple crystallization led to a yield of approximately 90 %. The synthetic strategy is scalable and versatile, and the H2 S donors can be expressed ina number of different molecular and macromolecular forms, including crystalline small-molecule compounds, water-soluble polymers, polystyrene films, and hydrogels. The H2 S donors based on polystyrene film and hydrogel were used as cell-culture scaffolds. The H2 S donor based on water-soluble polymer was applied in photocontrolled inhibition of P-selectin expression on human platelets and subsequent regulation of platelet aggregation. This study provides the simplest controllable H2 S source to study its biological functions. The developed materials are also new therapeutic platforms to deliver H2 S, as there is no accumulation of toxic byproducts, and the donor materials from polystyrene films and hydrogels can be readily removed after releasing H2 S.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  gels; hydrogen sulfide; photochemistry; polymers; thioaldehydes

Year:  2017        PMID: 28489258     DOI: 10.1002/chem.201701206

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  18 in total

1.  Self-Immolative Prodrugs: Effective Tools for the Controlled Release of Sulfur Signaling Species.

Authors:  Kearsley M Dillon; Chadwick R Powell; John B Matson
Journal:  Synlett       Date:  2019-01-09       Impact factor: 2.454

2.  Characterization and Biological Activity of a Hydrogen Sulfide-Releasing Red Light-Activated Ruthenium(II) Complex.

Authors:  Joshua J Woods; Jian Cao; Alexander R Lippert; Justin J Wilson
Journal:  J Am Chem Soc       Date:  2018-09-19       Impact factor: 15.419

Review 3.  The Benefits of Macromolecular/Supramolecular Approaches in Hydrogen Sulfide Delivery: A Review of Polymeric and Self-Assembled Hydrogen Sulfide Donors.

Authors:  Kuljeet Kaur; Ryan J Carrazzone; John B Matson
Journal:  Antioxid Redox Signal       Date:  2020-01-10       Impact factor: 8.401

4.  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

5.  Functional N-Substituted N-Thiocarboxyanhydrides as Modular Tools for Constructing H2S Donor Conjugates.

Authors:  Chadwick R Powell; Kuljeet Kaur; Kearsley M Dillon; Mingjun Zhou; Mohammed Alaboalirat; John B Matson
Journal:  ACS Chem Biol       Date:  2019-06-10       Impact factor: 5.100

Review 6.  A review of hydrogen sulfide (H2S) donors: Chemistry and potential therapeutic applications.

Authors:  Chadwick R Powell; Kearsley M Dillon; John B Matson
Journal:  Biochem Pharmacol       Date:  2017-11-23       Impact factor: 5.858

Review 7.  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

8.  Hydrogen sulfide-releasing peptide hydrogel limits the development of intimal hyperplasia in human vein segments.

Authors:  Alban Longchamp; Kuljeet Kaur; Diane Macabrey; Celine Dubuis; Jean-Marc Corpataux; Sébastien Déglise; John B Matson; Florent Allagnat
Journal:  Acta Biomater       Date:  2019-07-26       Impact factor: 8.947

9.  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

Review 10.  The evolving landscape for cellular nitric oxide and hydrogen sulfide delivery systems: A new era of customized medications.

Authors:  Kearsley M Dillon; Ryan J Carrazzone; John B Matson; Khosrow Kashfi
Journal:  Biochem Pharmacol       Date:  2020-03-26       Impact factor: 5.858

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.