6489-76-5

Usage

InChI:InChI=1/C9H10N2O3/c10-9(14)11-7(8(12)13)6-4-2-1-3-5-6/h1-5,7H,(H,12,13)(H3,10,11,14)/t7-/m1/s1

Upstream product

• 89-24-7 5-phenylimidazolidine-2,4-dione 
• 25705-52-6 (R)-phenylglycine hydrochloride 
• 590-28-3 potassium cyanate 
• 875-74-1 (R)-phenylglycine 
• 917-61-3 sodium isocyanate 

Downstream Products

• 54193-09-8 HPGly 
• 41807-35-6 (5R)-5-phenyl-2,4-imidazolinedione 
• 875-74-1 (R)-phenylglycine 

Relevant academic research and scientific papers

New hydantoinases from thermophilic microorganisms - Synthesis of enantiomerically pure D-amino acids

A series of 14 D-α-amino acids were prepared in high chemical and optical yields from the corresponding racemic hydantoins by employing two novel hydantoinases from thermophilic microorganisms.

PRACTICAL SYNTHESIS OF OPTICALLY ACTIVE α-HYDRAZINO ACIDS FROM α-AMINO ACIDS

Simple amino acids (1) can be converted in fair to good yield into hydrazino acids (3) of like configuration by using KOCl instead of NaOCl to promote the Shestakov rearrangement of the intermediate hydantoic acids (2).

Mechanism of Asymmetric Production of D-Amino Acids from the Corresponding Hydantoins by Pseudomonas sp.

The mechanism of asymmetric production of D-amino acids from the corresponding hydantoins by Pseudomonas sp.AJ-11220 was examined by investigating the properties of the enzymes involved in the hydrolysis of DL-5-substituted hydantoins.The enzymatic production of D-amino acids from the corresponding hydantoins by Pseudomonas sp.AJ-11220 involved the following two successive reactions; the D-isomer specific hydrolysis, i.e., the ring opening of D-5-substituted hydantoins to D-form N-carbamyl amino acids by an enzyme, D-hydantoin hydrolase (D-HYD hydrolase), followed by the D-isomer specific hydrolysis, i.e., the cleavage of N-carbamyl-D-amino acids to D-amino acids by an enzyme, N-carbamyl-D-amino acid hydrolase (D-NCA hydrolase).L-5-Substituted hydantoins not hydrolyzed by D-HYD hydrolase were converted to D-form 5-substituted hydantoins through spontaneous racemization under the enzymatic reaction conditions.It was proposed that almost all of the DL-5-substituted hydantoins were stoichiometrically and directly converted to the corresponding D-amino acids through the successive reactions of D-HYD hydrolase and D-NCA hydrolase in parallel with the spontaneous racemization of L-5-substituted hydantoins to those of DL-form.