Disease relevance of D-PHENYLGLYCINE

• Crystallization and preliminary X-ray crystallographic analysis of d-phenylglycine aminotransferase from Pseudomonas stutzeri ST201 [1].
• Synthetic peptides were microencapsulated into liposomes, cycled with a disulfide bond or modified with d-phenylglycine (d-phg) at the N-terminal, and their antihypertensive effects as orally administered (0.18 mM/kg body weight) to spontaneously hypertensive rats (SHR) were measured [2].
• Antibacterial and antifungal activity of N-phthaloylamino acid hydroxamates [C6H4(CO)2N-X-CONHOH, X=amino acid residues of glycine, beta-alanine or D-phenylglycine], was examined against 44 strains of Gram-positive and Gram-negative bacteria, and 10 species of yeasts [3].

High impact information on D-PHENYLGLYCINE

• The crystal structures of the native enzyme, both unliganded and in complex with the hydrolysis product D-phenylglycine are reported, as well as the structures of an inactive mutant (S205A) complexed with the substrate ampicillin, and an active site mutant (Y206A) with an increased tendency to catalyze antibiotic production rather than hydrolysis [4].
• The nitrile hydratase (from R. rhodochrous MAWE)-catalyzed hydration of D-phenylglycine nitrile to the corresponding amide was combined with the penicillin G acylase (penicillin amidohydrolase, E.C. 3.5.1.11)-catalyzed acylation of 7-ADCA with the in situ-formed amide to afford a two-step, one-pot synthesis of cephalexin [5].
• Reproducibility of the separation of astaxanthin stereoisomers on Pirkle covalent L-leucine and D-phenylglycine columns [6].

Biological context of D-PHENYLGLYCINE

• Penicillin G acylase (PGA) is exploited for producing pure D-phenylglycine from a racemate mixture, via an acylation reaction onto a cosubstrate, the ester methyl-4-hydroxyphenyl acetate [7].

Associations of D-PHENYLGLYCINE with other chemical compounds

• Immobilized Candida antarctica lipase B (Novozym 435)-catalyzed enantioselective hydrolysis of D,L-phenylglycine methyl ester to enatiopure D-phenylglycine was successfully conducted in the systems with ionic liquids (ILs) [8].

References