کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5226901 1383589 2009 7 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
The use of a cysteinyl prolyl ester (CPE) autoactivating unit in peptide ligation reactions
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
The use of a cysteinyl prolyl ester (CPE) autoactivating unit in peptide ligation reactions
چکیده انگلیسی

A peptide containing a cysteinyl prolyl ester (CPE) moiety at the C-terminus (CPE peptide) is spontaneously transformed into a diketopiperazine thioester via an intramolecular N-S acyl shift reaction, followed by diketopiperazine formation. The CPE peptide can be ligated with a Cys-peptide in a one-pot procedure. The peptide diketopiperazine thioester can also be transformed into a peptide thioester by intermolecular thiol-thioester exchange with external thiol compounds such as sodium mercaptoethanesulfonate. Since CPE peptides can be prepared by standard Fmoc solid-phase synthesis, it is a versatile alternative to the peptide thioester, providing a flexible ligation strategy that promises to be useful in polypeptide synthesis.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 65, Issue 19, 9 May 2009, Pages 3871-3877
نویسندگان
, ,