5437-52-5

Basic information

• Product Name: S-PHENYL-L-CYSTEINE
• Synonyms: 2-Amino-3-phenylsulfanyl-propionic Acid;S-Phenyl-DL-cysteine-d2
• CAS NO: 5437-52-5
• Molecular Formula: C₉H₁₁NO₂S
• Molecular Weight: 197.25
• Product Categories: Amino Acids 13C, 2H, 15N;Amino Acids & Derivatives;Sulfur & Selenium Compounds
• Mol File: 5437-52-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 198-2000C
• Appearance: /
• CAS DataBase Reference: S-PHENYL-L-CYSTEINE(CAS DataBase Reference)
• NIST Chemistry Reference: S-PHENYL-L-CYSTEINE(5437-52-5)
• EPA Substance Registry System: S-PHENYL-L-CYSTEINE(5437-52-5)

Safety Data

• Hazardous Substances Data: 5437-52-5(Hazardous Substances Data)

Upstream product

• 20640-68-0 2-acetylamino-3(phenylthio)propionic acid 
• 19538-71-7 N-acetyl-S-benzyl-D,L-cysteine 
• 7664-93-9 sulfuric acid 
• 4775-80-8 (R)-2-acetamido-3-(phenylthio)propanoic acid 
• 42801-75-2 α-Chlor-β-(phenylthio)propansaeure-methylester 
• 108-98-5 thiophenol 
• 931-59-9 benzenesulfenyl chloride 
• 111248-38-5 phenylthioacetaldehyde cyanohydrin acetate 
• 56-45-1 L-serin 
• 930-69-8 sodium thiophenolate 

Downstream Products

• 108-98-5 thiophenol 
• 7554-99-6 S-phenyl-DL-cysteine S,S-dioxide 
• 98996-48-6 S-phenyl-DL-cysteine S-oxide 

Relevant articles and documents

Dynamic Kinetic Resolution for Asymmetric Synthesis of L-Noncanonical Amino Acids from D-Ser Using Tryptophan Synthase and Alanine Racemase

L-Ser is often used to synthesize some significant l-noncanonical α-amino acids(l-ncAAs), which are the prevalent intermediates and precursors for functional synthetic compounds. In this study, threonine aldolase from Escherichia coli k-12 MG1655 has been used to synthesize l-Ser. In contrast to the maximum catalytic capacity (20 g/L) for l-threonine aldolase(LTA), d-Ser was synthesized with high yield (240 g/L) from cheap Gly and paraformaldehyde using d-threonine aldolase (DTA) from Arthrobacter sp ATCC. In order to fully utilize d-Ser and expand the resource of l-Ser, a dynamic kinetic resolution system was constructed to convert d/dl-Ser to l-Ser through combining alanine racemase (Alr) from Bacillus subtilis with l-tryptophan synthase (TrpS) from Escherichia coli k-12 MG1655, and l-ncAAs including l-Trp and l-Cys derivatives were synthesized with excellent enantioselectivity and in high yields. The results indicated l-ncAAs could be efficiently synthesized from d-Ser using this original and green dynamic kinetic resolution system, and the reliable l-Ser resource has been established from simple and achiral substrates.

A Formylcarbonium Ion Synthon. Synthesis of 3-Thio-Substituted 2-Amino Acids and Thio-Substituted Enamines from 2-Acyloxyacrylonitriles

The utilization of 2-acyloxy-3-phenylthiopropionitriles (2) which were prepared by the Michael addition of thiophenol to 2-acyloxyacrylonitriles (CH2=C(CN)OCOR), as a formylcarbonium ion synthon, was demonstrated by the transformation of 2 into S-phenylcysteine and 2-phenylthio enamines.