Exploration of the "traceless" reductive ligation of S-nitrosothiols
- PMID: 19128195
- DOI: 10.1021/ol802663q
Exploration of the "traceless" reductive ligation of S-nitrosothiols
Abstract
The first "traceless" reductive ligation of S-nitrosothiols using phosphine ester/thioester conjugates is reported. Experiments also show that stable thioimidate compounds could be formed in the reaction between S-nitrosothiols and some phosphine-thioester substrates.
Similar articles
-
An unexpected Bis-ligation of S-nitrosothiols.J Am Chem Soc. 2009 Mar 25;131(11):3854-5. doi: 10.1021/ja900370y. J Am Chem Soc. 2009. PMID: 19256495
-
Reductive ligation mediated one-step disulfide formation of S-nitrosothiols.Org Lett. 2010 Sep 17;12(18):4208-11. doi: 10.1021/ol101863s. Org Lett. 2010. PMID: 20731371 Free PMC article.
-
Proline-based phosphoramidite reagents for the reductive ligation of S-nitrosothiols.J Antibiot (Tokyo). 2016 Apr;69(4):313-318. doi: 10.1038/ja.2015.144. Epub 2016 Jan 13. J Antibiot (Tokyo). 2016. PMID: 26758493 Free PMC article.
-
Measurement of circulating nitrite and S-nitrosothiols by reductive chemiluminescence.J Chromatogr B Analyt Technol Biomed Life Sci. 2007 May 15;851(1-2):93-105. doi: 10.1016/j.jchromb.2006.12.012. Epub 2007 Jan 5. J Chromatogr B Analyt Technol Biomed Life Sci. 2007. PMID: 17208057 Review.
-
Novel method for measuring S-nitrosothiols using hydrogen sulfide.Methods Enzymol. 2008;441:161-72. doi: 10.1016/S0076-6879(08)01209-3. Methods Enzymol. 2008. PMID: 18554534 Review.
Cited by
-
Strategies for profiling native S-nitrosylation.Biopolymers. 2014 Feb;101(2):173-9. doi: 10.1002/bip.22342. Biopolymers. 2014. PMID: 23828013 Free PMC article. Review.
-
Covalent Chemical Tools for Profiling Post-Translational Modifications.Front Chem. 2022 Jul 4;10:868773. doi: 10.3389/fchem.2022.868773. eCollection 2022. Front Chem. 2022. PMID: 35860626 Free PMC article. Review.
-
A clickable probe for versatile characterization of S-nitrosothiols.Redox Biol. 2020 Oct;37:101707. doi: 10.1016/j.redox.2020.101707. Epub 2020 Sep 1. Redox Biol. 2020. PMID: 32916549 Free PMC article.
-
Phosphine Mediated Conjugation of S-Nitrosothiols and Aldehydes.Tetrahedron Lett. 2015 May 20;56(21):2741-2743. doi: 10.1016/j.tetlet.2015.04.017. Tetrahedron Lett. 2015. PMID: 26089576 Free PMC article.
-
Chemical methods to detect S-nitrosation.Curr Opin Chem Biol. 2011 Feb;15(1):32-7. doi: 10.1016/j.cbpa.2010.10.006. Epub 2010 Oct 29. Curr Opin Chem Biol. 2011. PMID: 21036657 Free PMC article. Review.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources