S-Phenyl-L-cysteine

Base Information

• Chemical Name: S-Phenyl-L-cysteine
• CAS No.: 34317-61-8
• Molecular Formula: C9H11NO2S
• Molecular Weight: 197.258
• Hs Code.: 29309016
• DSSTox Substance ID: DTXSID20187882
• Nikkaji Number: J481.062G
• ChEMBL ID: CHEMBL63062
• Mol file: 34317-61-8.mol

Synonyms:3-phenylcysteine;beta-phenylcysteine;S-phenylcysteine

Chemical Property of S-Phenyl-L-cysteine

Chemical Property:

• Appearance/Colour: almost white to beige powder
• Vapor Pressure: 7.39E-06mmHg at 25°C
• Melting Point: 200 °C (dec.)(lit.)
• Refractive Index: 1.624
• Boiling Point: 361.498 °C at 760 mmHg
• PKA: 2.04±0.10(Predicted)
• Flash Point: 172.428 °C
• PSA: 88.62000
• Density: 1.29 g/cm³
• LogP: 1.89090
• Storage Temp.: -15°C
• Solubility.: Aqueous Acid (Slightly), Aqueous Base (Slightly)
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 197.05104977
• Heavy Atom Count: 13
• Complexity: 169

Purity/Quality:

98%,99%, ^*data from raw suppliers

S-Phenyl-L-cysteine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Amino Acids and Derivatives
• Canonical SMILES: C1=CC=C(C=C1)SCC(C(=O)O)N
• Isomeric SMILES: C1=CC=C(C=C1)SC[C@@H](C(=O)O)N

Technology Process of S-Phenyl-L-cysteine

There total 16 articles about S-Phenyl-L-cysteine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

D-Serine (312-84-5,83245-15-2) + sodium thiophenolate (930-69-8) → S-phenyl-L-cysteine (34317-61-8)

Guidance literature:

With pyridoxal 5'-phosphate; alanine racemase from Bacillus subtilis; L-tryptophan synthase from Escherichia coli k-12 MG₁₆₅₅; at 40 ℃; for 8h; pH=11; enantioselective reaction; Enzymatic reaction;

DOI:10.1002/ejoc.201901132

Reference yield: 62.0%

(R)-S-phenylcysteine hydrochloride (88347-90-4,119866-16-9,119866-17-0) → S-phenyl-L-cysteine (34317-61-8)

Guidance literature:

With methyloxirane; In ethanol; for 0.666667h; Reflux;

DOI:10.1021/ol203068s

Reference yield: 32.0%

L-serin (56-45-1,83245-15-2) + thiophenol (108-98-5) → S-phenyl-L-cysteine (34317-61-8)

Guidance literature:

With potassium phosphate buffer; Salmonella typhimurium tryptophan synthase; In water; at 37.5 ℃; for 48h;

DOI:10.1021/ja00057a007

upstream raw materials:

benzenediazonium

L-Cysteine

diphenyliodonium chloride

S-(p-bromophenyl)-L-cysteine

Downstream raw materials:

(R)-2-acetamido-3-(phenylthio)propanoic acid

2-(phenylthio)acetaldehyde

2-oxo-propionic acid

thiophenol

Refernces

• 1、 Yu, Jinhai,Li, Jing,Gao, Xia,Zeng, Shuiyun,Zhang, Hongjuan,Liu, Junzhong,Jiao, Qingcai. "Dynamic Kinetic Resolution for Asymmetric Synthesis of L-Noncanonical Amino Acids from D-Ser Using Tryptophan Synthase and Alanine Racemase". . p. 6618 - 6625. Retrieved 2019/11/03.
• 2、 Aydillo, Carlos,Avenoza, Alberto,Busto, Jesus H.,Jimenez-Oses, Gonzalo,Peregrina, Jesus M.,Zurbano, Maria M.. "A biomimetic approach to lanthionines". . p. 334 - 337. Retrieved 2012/03/26.