Cystine-glutathione

Base Information

• Chemical Name: Cystine-glutathione
• CAS No.: 13081-14-6
• Molecular Formula: C13H22 N4 O8 S2
• Molecular Weight: 426.472
• Hs Code.: 2930901600
• European Community (EC) Number: 690-474-0
• Wikidata: Q27458801
• Mol file: 13081-14-6.mol

Synonyms:cystine-glutathione;13081-14-6;FT-0627752;J-005880;Q27458801

Chemical Property of Cystine-glutathione

Chemical Property:

• Vapor Pressure: 1.25E-34mmHg at 25°C
• Melting Point: 234(dec.)
• Boiling Point: °Cat760mmHg
• PKA: 2.01±0.10(Predicted)
• Flash Point: °C
• PSA: 272.74000
• Density: g/cm³
• LogP: -0.16020
• Storage Temp.: -20?C Freezer
• Solubility.: Aqueous Base (Slightly), Water (Slightly, Heated)
• XLogP3: -7.7
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 14
• Exact Mass: 426.08790602
• Heavy Atom Count: 27
• Complexity: 562

Purity/Quality:

98%Min ^*data from raw suppliers

L-Cysteine-glutathione disulfide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(=O)NC(CSSCC(C(=O)O)N)C(=O)NCC(=O)O)C(C(=O)O)N
• Uses: L-Cysteine-glutathione disulfide, a glutathione derivative endogenous to mammalian cells, is comprised of the oxidized form of free glutathione tripeptide linked via a disulfide bond to L-cysteine. It has been shown to protect mice against acetaminophen-induced hepatotoxicity.[Cayman Chemical] L-Cysteine-glutathione Disulfide (cas# 13081-14-6) is a compound useful in organic synthesis.

Technology Process of Cystine-glutathione

There total 10 articles about Cystine-glutathione 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: 86.0%

GLUTATHIONE (70-18-8) + S-(phenylsulfonyl)-L-cysteine (97512-83-9) → N5-((R)-3-(((R)-2-amino-2-carboxyethyl)disulfanyl)-1-((carboxymethyl)amino)-1-oxopropan-2-yl)-L-glutamine (13081-14-6)

Guidance literature:

With sodium hydrogencarbonate; In water; 1) 20 deg C, 1 h, 2) 5 deg C, 20 h;

DOI:10.1016/S0040-4039(00)89276-X

Reference yield: 75.0%

L-Cysteine (52-90-4) + S-Phenylsulphonylglutathione (97512-84-0) → N5-((R)-3-(((R)-2-amino-2-carboxyethyl)disulfanyl)-1-((carboxymethyl)amino)-1-oxopropan-2-yl)-L-glutamine (13081-14-6)

Guidance literature:

With sodium hydrogencarbonate; In water; 1) 20 deg C, 1 h, 2) 5 deg C, 20 h;

DOI:10.1016/S0040-4039(00)89276-X

Reference yield:

S-Nitrosoglutathione (57564-91-7) → N5-((R)-3-(((R)-2-amino-2-carboxyethyl)disulfanyl)-1-((carboxymethyl)amino)-1-oxopropan-2-yl)-L-glutamine (13081-14-6)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl

2: 75 percent / NaHCO₃ / H₂O / 1) 20 deg C, 1 h, 2) 5 deg C, 20 h

With hydrogenchloride; sodium hydrogencarbonate; In water;

DOI:10.1016/S0040-4039(00)89276-X

upstream raw materials:

Oxidized glutathione

L-Cysteine

S-Phenylsulphonylglutathione

L-cystine

Downstream raw materials:

L-cystine

GLUTATHIONE

Oxidized glutathione

L-Cysteine

Refernces

• 1、 Sch?fer, Olga,Barz, Matthias. "Of Thiols and Disulfides: Methods for Chemoselective Formation of Asymmetric Disulfides in Synthetic Peptides and Polymers". . p. 12131 - 12142. Retrieved 2018.
• 2、 Alguindigue Nimmo, Susan L.,Lemma, Kelemu,Ashby, Michael T.. "Keactions of cysteine sulfenyl thiocyanate with thiols to give unsymmetrical disulfides". . p. 467 - 471. Retrieved 2008/02/08.