ACTIVATION OF DIKETOPIPERAZINE FORMATION BY ALKYLAMMONIUM CARBOXYLATESALTS AND APROTIC DIPOLAR PROTOPHOBIC SOLVENTS

Citation
S. Capasso et L. Mazzarella, ACTIVATION OF DIKETOPIPERAZINE FORMATION BY ALKYLAMMONIUM CARBOXYLATESALTS AND APROTIC DIPOLAR PROTOPHOBIC SOLVENTS, Peptides, 19(2), 1998, pp. 389-391
Citations number
12
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Biology
Journal title
Peptides → ACNP
ISSN journal
0196-9781
Volume
19
Issue
2
Year of publication
1998
Pages
389 - 391
Database
ISI
SICI code
0196-9781(1998)19:2<389:AODFBA>2.0.ZU;2-H
Abstract
Diketopiperazine formation from the N-terminal residues of a peptide c hain is accelerated by aprotic dipolar protophobic solvents and cataly zed in organic solvents by alkylammonium carboxylate salts. The t(1/2) for the first-order reaction of H-Ala-Pro-NH2 . TFA falls from 20 d i n methanol to 3.6 min in acetonitrile containing 0.02 mol dm(-3) triet hylammonium acetate; for H-Ala-Ala-NH2 . TFA in the same reaction medi a t(1/2) falls from an unmeasurably long time to 1.3 d. (C) 1998 Elsev ier Science Inc.