Arabinose-5-phosphate oxime vs its methylenephosphonate mimetic as high energy intermediate of the glucosamine-6P synthase catalyzed reaction
摘要:
Arabinose-5-phosphate oxime (1) was found to be the most potent competitive inhibitor of the glucosamine-6P synthase sugar si re to date. Stereoselective syn thesis of the hydrolytically stable methylenephosphonate analogue (2) gave, in 9% yield from D-arabinose, a compound exhibiting a 25 fold weaker inhibitory activity. (C) 1998 Elsevier Science Ltd. All rights reserved.
Towards new inhibitors of D-alanine:D-alanine ligase: The synthesis of 3-amino butenylphosphonic and aminophosphonamidic acids.
作者:Y. Vo-Quang、A.M. Gravey、R. Simonneau、L. Vo-Quang、A.M. Lacoste、F. Le Goffic
DOI:10.1016/s0040-4039(00)61837-3
日期:1987.1
The condensation of sodium salt of tetraethyl methylenediphosphonate with N-Cbz alaninal followed by the standard acidolytic removal of protecting groups provides an efficient method for the synthesis of 3-aminobutenylphosphonic acid E ; N-Cbz-aminophosphonamidic acid was prepared from diphenyl 1-amino ethylphosphonic acid through methyl phosphochloridate alanine methylestercondensation in the presence