Use of Oxyma as pH modulatory agent to be used in the prevention of base-driven side reactions and its effect on 2-chlorotrityl chloride resin.

Authors :: Subirós-Funosas R
El-Faham A
Albericio F
Source :: Biopolymers [Biopolymers] 2012; Vol. 98 (2), pp. 89-97. Date of Electronic Publication: 2011 Aug 31.
Publication Year :: 2012
Abstract: The presence of low pKa N-hydroxylamines is beneficial in peptide chemistry as they reduce some base-mediated side reactions. Here we evaluated the applicability and buffering capacity of Ethyl 2-cyano-2-(hydroxyimino) acetate (Oxyma) in the prevention of aspartimide/piperidide formation and Pro-based overcoupling and compared it with the performance of HOBt and HOAt. In addition, the compatibility of these additives with the highly acid-labile 2-chlorotrityl chloride resin is examined.<br /> (Copyright © 2011 Wiley Periodicals, Inc.)

Subjects :: Aspartic Acid analogs & derivatives
Aspartic Acid chemistry
Hydrogen-Ion Concentration
Molecular Structure
Hydroxylamines chemistry
Peptides chemical synthesis
Peptides chemistry
Pregnadienes chemistry
Trityl Compounds chemistry

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