59360-03-1Relevant academic research and scientific papers
Synthesis of N-phosphoryl amino acids using bis(9-fluorenylmethyl)phosphite
Wu, Lisa Y.,Berkman, Clifford E.
, p. 5301 - 5303 (2005)
Bis(9-fluorenylmethyl)phosphite (BFMP) was found to be an effective reagent for the N-phosphorylation of various amino acid methyl esters. BFMP was prepared from N,N-diisopropyl phosphoramidous dichloride in a one-pot two-step reaction and was obtained as a crystalline solid. N-Phosphorylation of the methyl esters of seven representative amino acids with BFMP was high-yielding and generally resulted in crystalline products. Complete deprotection of both the 9-fluorenylmethylphosphosphate esters and the amino acid methyl esters was accomplished concomitantly with LiOH to give N-phosphoryl amino acids.
Inhibition of glutamate carboxypeptidase by phosphoryl and thiophosphoryl derivatives of glutamic and 2-hydroxyglutaric acid
Lu, Haiyan,Ng, Rudy J.,Shieh, Charlene C.,Martinez, Alicia R.,Berkman, Clifford E.
, p. 17 - 32 (2007/10/03)
Representative phosphoryl and thiophosphoryl derivatives of (S)-glutamic or (S)-2-hydroxyglutaric acid were synthesized and evaluated for their inhibitory potency against the glutamate carboxypeptidase, carboxypeptidase G (CPG). It was observed that the inhibition of CPG was highly sensitive to the individual phosphorus ligands. The most potent inhibitors were the dibasic phosphoryl and thiophosphoryl derivatives of glutamic acid and the monobasic thiophosporyl derivatives of 2-hydroxyglutaric acid.
