496930-11-1Relevant academic research and scientific papers
The facile synthesis of a series of tryptophan derivatives
Blaser, Georg,Sanderson, John M.,Batsanov, Andrei S.,Howard, Judith A.K.
, p. 2795 - 2798 (2008/09/19)
This study reports a facile method for the synthesis of a variety of 5- and 6-substituted tryptophan derivatives that are difficult to prepare using alternative enzymatic approaches. Acylation of an activated amino acid, derived from serine in situ, is coupled with an enzymatic resolution step to furnish enantiopure analogues bearing a range of electron withdrawing and releasing substituents. Isolation of a dehydroalanine derivative as a by-product from some reactions provides some insights into the likely mechanism of the reaction.
Convenient synthesis of 7′ and 6′-bromo-D-tryptophan and their derivatives by enzymatic optical resolution using D-aminoacylase
Konda-Yamada, Yaeko,Okada, Chiharu,Yoshida, Kiminari,Umeda, Yasuyuki,Arima, Shiho,Sato, Noriko,Kai, Toshitsugu,Takayanagi, Hiroaki,Harigaya, Yoshihiro
, p. 7851 - 7861 (2007/10/03)
Compounds 7′ and 6′-bromo-D-tryptophan (1 and 2) which are important derivatives for the synthesis of the chloropeptin and kistamycin A, respectively, were conveniently synthesized by optical resolution from N-acetyl-7′ and 6′-bromo-DL-tryptophan ((RS)-5 and (RS)-14) using D-aminoacylase.
