ACTIVE ESTERS IN THE FORMATION OF ESTER BONDS BETWEEN AMINO ACIDS AND POLYMERIC SUPPORTS
- 12 January 2009
- journal article
- research article
- Published by Wiley in International Journal of Peptide and Protein Research
- Vol. 10 (5) , 375-379
- https://doi.org/10.1111/j.1399-3011.1977.tb02810.x
Abstract
The imidazole catalyzed transesterification of active esters was used for the formation of the ester bond between the carboxyl group of protected amino acids and the hydroxyl group of a polymeric support applied in solid phase peptide synthesis. Anchoring of the C-terminal residue to the hydroxymethyl polymer proceeded smoothly and provided a high degree of incorporation. No racemization was observed in the imidazole-catalyzed alcoholysis. The procedure could be performed with various active esters such as esters of o- and p-nitrophenol, 2,4,5-tricholorophenol, pentachlorophenol and N-hydroxysuccinimide.Keywords
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