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

Kuljeet Kaur; Patrick Enders; Yumeng Zhu; Abigail F. Bratton; Chadwick R. Powell; Khosrow Kashfi; John B. Matson

doi:10.1039/D1CC01309B

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

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

Kuljeet Kaur,

^ab Patrick Enders,

^ac Yumeng Zhu,

^a Abigail F. Bratton,

^a Chadwick R. Powell,^a Khosrow Kashfi

^d and John B. Matson

*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry, Virginia Tech Center for Drug Discovery, and Macromolecules Innovation Institute, Virginia Tech, Blacksburg, VA, USA
E-mail: jbmatson@vt.edu

^b Institut des Matériaux and Institut des Sciences et Ingénierie Chimiques, Laboratoire des Polymères, École Polytechnique Fédérale de Lausanne (EPFL), Lausanne CH-1015, Switzerland

^c Institute of Chemistry, Rostock University, Albert-Einstein-Str. 3a, Rostock 18059, Germany

^d Department of Molecular, Cellular, and Biomedical Sciences, City University of New York School of Medicine, New York, NY, USA

Abstract

A library of N-thiocarboxyanhydrides (NTAs) derived from natural amino acids with benign byproducts and controlled H₂S-release kinetics is reported. Minimal acute in vitro toxicity was observed in multiple cell lines, while longer-term toxicity in cancer cells was observed, with slow-releasing donors exhibiting the greatest cytotoxic effects.

Download options Please wait...

Supplementary files

Supplementary information PDF (1603K)

Article information

DOI: https://doi.org/10.1039/D1CC01309B
Article type: Communication
Submitted: 10 Mar 2021
Accepted: 22 Apr 2021
First published: 06 May 2021

Download Citation

Chem. Commun., 2021,57, 5522-5525

Permissions

Request permissions

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

K. Kaur, P. Enders, Y. Zhu, A. F. Bratton, C. R. Powell, K. Kashfi and J. B. Matson, Chem. Commun., 2021, 57, 5522 DOI: 10.1039/D1CC01309B

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Social activity

Fetching data from CrossRef.
This may take some time to load.

Chemical Communications