(2S)-2-azaniumyl-5-[[(2R)-3-[[(2R)-2-[[(4S)-4-azaniumyl-4-carboxylatobutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]disulfanyl]-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoate

Base Information

• Chemical Name: (2S)-2-azaniumyl-5-[[(2R)-3-[[(2R)-2-[[(4S)-4-azaniumyl-4-carboxylatobutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]disulfanyl]-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoate
• CAS No.: 27025-41-8
• Molecular Formula: C20H32N6O12S2
• Molecular Weight: 640.693
• Hs Code.: 29309090
• Mol file: 27025-41-8.mol

Synonyms:(2S)-2-azaniumyl-5-[[(2R)-3-[[(2R)-2-[[(4S)-4-azaniumyl-4-carboxylatobutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]disulfanyl]-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoate;1086-40-4;121-24-4

Chemical Property of (2S)-2-azaniumyl-5-[[(2R)-3-[[(2R)-2-[[(4S)-4-azaniumyl-4-carboxylatobutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]disulfanyl]-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoate

Chemical Property:

• Appearance/Colour: White lyophilized powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 178 °C (dec.)(lit.)
• Refractive Index: -105 ° (C=2, H2O)
• Boiling Point: 1196.497 °C at 760 mmHg
• PKA: 2.12, 3.59, 8.75, 9.65(at 25℃)
• Flash Point: 677.417 °C
• PSA: 368.24000
• Density: 1.54 g/cm³
• LogP: -0.91260
• Storage Temp.: 2-8°C
• Solubility.: H2O: soluble
• Water Solubility.: soluble
• XLogP3: -7.8
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 19
• Exact Mass: 612.15196282
• Heavy Atom Count: 40
• Complexity: 868

Purity/Quality:

99% ^*data from raw suppliers

Glutathione Oxidized ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25-36/37/39-27-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CC(=O)NC(CSSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)[O-])[NH3+])C(=O)NCC(=O)O)C(C(=O)[O-])[NH3+]
• Isomeric SMILES: C(CC(=O)N[C@@H](CSSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)[O-])[NH3+])C(=O)NCC(=O)O)[C@@H](C(=O)[O-])[NH3+]
• Description: L-Glutathione oxidized is produced by the oxidation of glutathione. Detoxification of reactive oxygen species is accompanied by production of it. It can be used for the research of sickle cells and erythrocytes.
• Uses: L(-)-Glutathione is a biomarker for fatty liver disease. S,S'-Ethylenebis(glutathione) is a haloethane-glutathione conjugate formed via GSH transferases. S,S'-Ethylenebis(glutathione) formation is used to study the polymorphism in glutathione conjugation ac tivity of human erythrocytes towards ethylene dibromide. L-Glutathione is used as a Acts as hydrogen acceptor in enzymatic determination of NADP and NADPH, it is used to reduced back to glutathione (GSH) via the NADPH-dependent enzyme glutathione reductase. The ratio of GSH to GSSG is often used to gauge the level of oxidative stress in cells, with higher concentrations of GSSG implying more oxidative stress

Technology Process of (2S)-2-azaniumyl-5-[[(2R)-3-[[(2R)-2-[[(4S)-4-azaniumyl-4-carboxylatobutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]disulfanyl]-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoate

There total 94 articles about (2S)-2-azaniumyl-5-[[(2R)-3-[[(2R)-2-[[(4S)-4-azaniumyl-4-carboxylatobutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]disulfanyl]-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoate 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: 100.0%

GLUTATHIONE (70-18-8) → Oxidized glutathione (27025-41-8,121-24-4,87140-29-2)

Guidance literature:

With bis(4-methoxyphenyl)telluride; rose bengal; In water; isopropyl alcohol; at 0 ℃; for 1h; Irradiation;

DOI:10.1021/jo200496r

Reference yield: 97.0%

N,N'--L-cystinyl>bis(glycine) tetra-t-butyl ester (86810-11-9) → Oxidized glutathione (27025-41-8,121-24-4,87140-29-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; Ambient temperature;

DOI:10.1246/bcsj.56.1187

Reference yield: 46.0%

GLUTATHIONE (70-18-8) + 2-amino-5-sulfo-benzoic acid (3577-63-7) + hexadec-1-yn-1-yl trimethylsilane → Oxidized glutathione (27025-41-8,121-24-4,87140-29-2) + C26H45N3O6S + C33H49IN3O11S2(1-)*K(1+) + C33H49IN3O11S2(1-)*Na(1+)

Guidance literature:

2-amino-5-sulfo-benzoic acid; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 1.25h;

With potassium iodide; In water; at 0 - 20 ℃; for 17h;

GLUTATHIONE; hexadec-1-yn-1-yl trimethylsilane; Further stages;

DOI:10.1002/anie.202106458

upstream raw materials:

N,N'-L-cystyl-bis-glycine diethyl ester

N-(4-nitro-benzyloxycarbonyl)-L-glutamic acid

GLUTATHIONE

L-Cysteine

Downstream raw materials:

GLUTATHIONE

(γEC)2

trans-1,2-dithiane-4,5-diol

d(-Cys-Gly)

Refernces

• 1、 Chang, Mengyu,Hou, Zhiyao,Li, Chunxia,Li, Fang,Lin, Jun,Liu, Donglian,Peng, Tieli,Wang, Man,Wang, Ruifeng,Yang, Chunzheng. "Single-Atom Pd Nanozyme for Ferroptosis-Boosted Mild-Temperature Photothermal Therapy". supporting information. p. 12971 - 12979. Retrieved 2021/05/03.
• 2、 Huo, Shuying,Ma, Dongying,Song, Changying,Sun, Jingjing,Wang, Yafang. "Reduction of an asymmetric Pt(IV) prodrug fac-[Pt(dach)Cl3(OC(=O)CH3)] by biological thiol compounds: kinetic and mechanistic characterizations". . p. 623 - 631. Retrieved 2021/11/22.