S-benzyl-L-cysteine zwitterion

Base Information

• Chemical Name: S-benzyl-L-cysteine zwitterion
• CAS No.: 3054-01-1
• Molecular Formula: C10H13NO2S
• Molecular Weight: 211.285
• Hs Code.: 29309090
• Metabolomics Workbench ID: 148975
• Mol file: 3054-01-1.mol

Synonyms:S-benzyl-L-Cys;S-benzyl-L-cysteine zwitterion;CHEBI:145803;A820426;(2R)-2-azaniumyl-3-benzylsulfanyl-propanoate;S-Benzyl-L-cysteine

Chemical Property of S-benzyl-L-cysteine zwitterion

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 1.59E-05mmHg at 25°C
• Melting Point: 214 °C (dec.)(lit.)
• Refractive Index: 29 ° (C=1, 1mol/L NaOH)
• Boiling Point: 379.2 °C at 760 mmHg
• PKA: 2.10±0.10(Predicted)
• Flash Point: 183.2 °C
• PSA: 88.62000
• Density: 1.258 g/cm³
• LogP: 2.03200
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: almost transparency in 1mol/L NaOH
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 211.06669983
• Heavy Atom Count: 14
• Complexity: 176

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Statements: 36/37/38
• Safety Statements: 22-24/25-28-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CSCC(C(=O)[O-])[NH3+]
• Isomeric SMILES: C1=CC=C(C=C1)CSC[C@@H](C(=O)[O-])[NH3+]

Technology Process of S-benzyl-L-cysteine zwitterion

There total 29 articles about S-benzyl-L-cysteine zwitterion 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: 94.0%

L-Cysteine (52-90-4) + benzyl bromide (100-39-0) → S-benzyl-L-cysteine (3054-01-1,25988-62-9)

Guidance literature:

With sodium hydroxide; In ethanol;

DOI:10.1039/b306124h DOI:10.1039/b404205k

Reference yield: 91.0%

l-cysteine hydrochloride (52-89-1) + benzyl chloride (100-44-7) → S-benzyl-L-cysteine (3054-01-1,25988-62-9)

Guidance literature:

With N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; at 50 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.08.097

Reference yield: 89.0%

L-serin (56-45-1,83245-15-2) + phenylmethanethiol (100-53-8) → S-benzyl-L-cysteine (3054-01-1,25988-62-9)

Guidance literature:

With potassium phosphate buffer; pyridoxal 5'-phosphate; at 30 ℃; for 12h; α₂β₂ complex of tryptophan synthase from Escherichia coli;

upstream raw materials:

L-cystine

N-acetyl-S-benzyl-L-cysteine

L-Cysteine

benzyl bromide

Downstream raw materials:

N-acetyl-S-benzyl-L-cysteine

S-benzyl-N,N-phthaloyl-L-cysteine

(2R)-3-benzylsulfanyl-2-tert-butoxycarbonylamino-propionic acid

N-(carbobenzoxyglycyl)-S-benzyl-L-cysteine

Refernces

• 1、 Jung, Sascha,Fuchs, Natalie,Johe, Patrick,Wagner, Annika,Diehl, Erika,Yuliani, Tri,Zimmer, Collin,Barthels, Fabian,Zimmermann, Robert A.,Klein, Philipp,Waigel, Waldemar,Meyr, Jessica,Opatz, Till,Tenzer, Stefan,Distler, Ute,R?der, Hans-Joachim,Kersten, Christian,Engels, Bernd,Hellmich, Ute A.,Klein, Jochen,Schirmeister, Tanja. "Fluorovinylsulfones and -Sulfonates as Potent Covalent Reversible Inhibitors of the Trypanosomal Cysteine Protease Rhodesain: Structure-Activity Relationship, Inhibition Mechanism, Metabolism, and in Vivo Studies". . p. 12322 - 12358. Retrieved 2021/09/02.
• 2、 Bi, Jingjie,Wang, Wenqing,Du, Junxi,Chen, Kun,Cheng, Kui. "Structure-activity relationship study and biological evaluation of SAC-Garlic acid conjugates as novel anti-inflammatory agents". . p. 233 - 245. Retrieved 2019/07/02.