SYNTHESIS OF STEREOSPECIFICALLY LABELED D-PROP-2-YNYLGLYCINE AND INVESTIGATION OF THE ACTION OF D-AMINO-ACID OXIDASE

Authors
CHURCH NJ YOUNG DW
Citation
Nj. Church et Dw. Young, SYNTHESIS OF STEREOSPECIFICALLY LABELED D-PROP-2-YNYLGLYCINE AND INVESTIGATION OF THE ACTION OF D-AMINO-ACID OXIDASE, Journal of the Chemical Society, Chemical Communications, (8), 1994, pp. 943-944
Citations number
8
Categorie Soggetti
Chemistry
Journal title
Journal of the Chemical Society, Chemical Communications → ACNP
ISSN journal
00224936
Issue
8
Year of publication
1994
Pages
943 - 944
Database
ISI
SICI code
0022-4936(1994):8<943:SOSLDA>2.0.ZU;2-2
Abstract
Stereospecifically deuteriated samples of D-prop-2-ynylglycine 1 are s ynthesised by reaction of the labelled aziridines 13 with a carbon nuc leophile followed by deprotection; incubation of these samples with D- amino acid oxidase indicates that, in formation of the lactone 5, depr otonation at C-3 is non-stereospecific, strongly supporting non-enzyma tic deprotonation as a key step in the formation of this compound.