Glycylcysteine

Base Information

• Chemical Name: Glycylcysteine
• CAS No.: 57281-78-4
• Molecular Formula: C5H10N2O3S
• Molecular Weight: 178.212
• DSSTox Substance ID: DTXSID30428632
• Nikkaji Number: J1.001.322D
• Wikidata: Q27144214
• Metabolomics Workbench ID: 78800
• Mol file: 57281-78-4.mol

Synonyms:glycylcysteine;57281-78-4;H-Gly-Cys-OH;Gly-Cys;Glycyl-Cysteine;glycyl-L-cysteine;(2R)-2-[(2-aminoacetyl)amino]-3-sulfanylpropanoic acid;(R)-2-(2-Aminoacetamido)-3-mercaptopropanoic acid;Gly-L-Cys;SCHEMBL358953;CHEBI:73890;DTXSID30428632;Gc;MFCD00672396;AKOS006271691;(R)-2-(2-Aminoacetamido)-3-mercaptopropanoicacid;Q27144214;(2R)-2-(2-AMINOACETAMIDO)-3-SULFANYLPROPANOIC ACID

Chemical Property of Glycylcysteine

Chemical Property:

• PSA: 131.22000
• LogP: -0.46450
• Storage Temp.: -15°C
• XLogP3: -3.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 178.04121336
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

H-Gly-Cys-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(=O)O)NC(=O)CN)S
• Isomeric SMILES: C([C@@H](C(=O)O)NC(=O)CN)S
• Recent ClinicalTrials: Cadonilimab Plus Regorafenib and Gem-Cis Chemotherapy in Advanced Biliary Tract Cancer

Technology Process of Glycylcysteine

There total 5 articles about Glycylcysteine 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:

N-phthaloylglycine chloride (6780-38-7) + l-cysteine hydrochloride (52-89-1) → (R)-2-(2-Amino-acetylamino)-3-mercapto-propionic acid (57281-78-4)

Guidance literature:

With 1,4-dioxane; water; magnesium oxide; at 5 ℃; durch Kochen des gebildeten Phthalimidoacetyl-Derivats mit Hydrazinhydrat in Aethanol und Behandlung des Reaktionsprodukts mit Na₂S₂O₄ in wss. NaHCO₃-Loesung;

DOI:10.1021/ja01173a095

Reference yield:

N.N'-bis-(N-benzyloxycarbonyl-glycyl)-L-cystine (102215-19-0) → (R)-2-(2-Amino-acetylamino)-3-mercapto-propionic acid (57281-78-4)

Guidance literature:

With ammonia; sodium;

Reference yield:

→ (R)-2-(2-Amino-acetylamino)-3-mercapto-propionic acid (57281-78-4)

Guidance literature:

With sulfuric acid; zinc; Reinigung ueber das Kupfer(I)-Salz;

upstream raw materials:

N-phthaloylglycine chloride

l-cysteine hydrochloride

N.N'-bis-(N-benzyloxycarbonyl-glycyl)-L-cystine

S-benzyl-N-(N-benzyloxycarbonyl-glycyl)-L-cysteine benzyl ester

Downstream raw materials:

N,N'-bis-glycyl-L-cystine

L-Cysteine

glycine

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