A STUDY OF THE USE OF NH4I FOR THE REDUCTION OF METHIONINE SULFOXIDE IN PEPTIDES CONTAINING CYSTEINE AND CYSTINE

Authors
NICOLAS E VILASECA M GIRALT E
Citation
E. Nicolas et al., A STUDY OF THE USE OF NH4I FOR THE REDUCTION OF METHIONINE SULFOXIDE IN PEPTIDES CONTAINING CYSTEINE AND CYSTINE, Tetrahedron, 51(19), 1995, pp. 5701-5710
Citations number
44
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
19
Year of publication
1995
Pages
5701 - 5710
Database
ISI
SICI code
0040-4020(1995)51:19<5701:ASOTUO>2.0.ZU;2-M
Abstract
Methionine sulfoxide reduction by NH4I has been studied in some disulf ide containing peptides. In general, this reagent has proved to be eff ective in neat TFA at 0 degrees C, with the obtention of the unprotect ed peptides in more than 99% yields and without reduction of the disul fide bridge bond. The use of Me(2)S as an additive resulted in faster reactions and disulfide scrambling was not observed. Whereas the Acm g roup proved to be stable to the reaction conditions, unprotected cyste ine containing peptides afforded the corresponding parallel dimers.