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Suppression of racemization during peptide syntheses

โœ Scribed by Thomas H. Applewhite; Jane S. Nelson


Publisher
Elsevier Science
Year
1964
Tongue
French
Weight
301 KB
Volume
5
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


Current interest (1.2,3) in the base-catalyzed racemiaation of activated derivatives of N-protected amino acids and the continuing importance of this problem prompts us to report results of studies on the suppression of racemieation during the use of the mixed cerboxylic-carbonic anhydride method (4) in peptide syntheses.

Initially, we adopted Neuberger's suggestion (5) that the mixed anhydrides could directly undergo base-catalyzed racemiaation. Based on this assumption, the major reactions involved in systems using ethyl chloroformate and triethylamine are as follows:


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Racemization during use of polymeric sup
โœ D.R. Lauren; R.E. Williams ๐Ÿ“‚ Article ๐Ÿ“… 1972 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 192 KB

Recently, a great deal of interest has been shown in the use of polymeric reagents for the automation of peptide synthesis using a solid-phase reaction system. The resin reported by Merrlfield has already been widely used (1,2), and several newer resins seem to have even more potential, since they w