Thiol Catalysis of Selenosulfide Bond Cleavage by a Triarylphosphine.
J Org Chem
; 87(14): 9426-9430, 2022 07 15.
Article
in En
| MEDLINE
| ID: mdl-35763672
ABSTRACT
The arylthiol 4-mercaptophenylacetic acid (MPAA) is a powerful catalyst of selenosulfide bond reduction by the triarylphosphine 3,3',3â³-phosphanetriyltris(benzenesulfonic acid) trisodium salt (TPPTS). Both reagents are water-soluble at neutral pH and are particularly adapted for working with unprotected peptidic substrates. Contrary to trialkylphosphines such as tris(2-carboxyethyl)phosphine hydrochloride (TCEP), TPPTS has the advantage of not inducing deselenization reactions. We believe that the work reported here will be of value for those manipulating selenosulfide bonds in peptidic or protein molecules.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Phosphines
/
Sulfhydryl Compounds
Language:
En
Journal:
J Org Chem
Year:
2022
Document type:
Article
Affiliation country: