GSSG

Base Information

• Chemical Name: GSSG
• CAS No.: 121-24-4
• Molecular Formula: C₂₀H₃₂N₆O₁₂S₂
• Molecular Weight: 612.639
• Mol file: 121-24-4.mol

Synonyms:L-GLUTATHIONE OXIDISED;L-GLUTATHIONE OXIDIZED;L-GLUTATHIONE (OXIDIZED FORM);CYCLIC(GAMMA-GLU-CYS-GLY);CYCLIC(GAMMA-GLU-CYS-GLY)2;GSSC;GSSG;(-)-GLUTATHIONE, OXIDIZED

Chemical Property of GSSG

Chemical Property:

• Melting Point: 178 °C (dec.)(lit.)
• PSA: 368.24000
• LogP: -0.91260
• Storage Temp.: 2-8°C
• Solubility.: H2O: soluble

Purity/Quality:

99% up, ^*data from raw suppliers

L-Glutathione oxidized ≥98% (HPLC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of GSSG

There total 119 articles about GSSG 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:

GLUTATHIONE

glutathion

5,5'-dithiobis-(2-nitrobenzoic acid)

2-(4-Amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethanethiol anion

Downstream raw materials:

(γEC)2

N-(N-γ-L-glutamyl-L-β-sulfoalanyl)glycine

N-L-γ-glutamyl-L-cysteine

GLUTATHIONE

Refernces

• 1、 Liang, Dong,Wu, Haixia,Wong, Ming Wah,Huang, Dejian. "Diallyl Trisulfide Is a Fast H2S Donor, but Diallyl Disulfide Is a Slow One: The Reaction Pathways and Intermediates of Glutathione with Polysulfides". . p. 4196 - 4199. Retrieved 2015.
• 2、 Chiang, Bing-Yu,Chen, Tzu-Chieh,Pai, Chien-Hua,Chou, Chi-Chi,Chen, Hsuan-He,Ko, Tzu-Ping,Hsu, Wen-Hung,Chang, Chun-Yang,Wu, Whei-Fen,Wang, Andrew H.-J.,Lin, Chun-Hung. "Protein S-thiolation by glutathionylspermidine (Gsp): The role of Escherichia coli Gsp synthetase/amidase in redox regulation". . p. 25345 - 25353. Retrieved 2010.
• 3、 Ruzanov,Fisher,Eremin,Antonov,Fedorova,Stepanova,Belyaev,Simanova. "Catalytic properties of oligonuclear cobalt acetate complexes in oxidation of glutathione with hydrogen peroxide". . p. 904 - 905. Retrieved 2008.
• 4、 Ouchi, Aya,Nakano, Masahiko,Nagaoka, Shin-Ichi,Mukai, Kazuo. "Kinetic study of the antioxidant activity of pyrroloquinolinequinol (PQQH2, a reduced form of pyrroloquinolinequinone) in micellar solution". . p. 450 - 456. Retrieved 2009.
• 5、 Tossounian, Maria-Armineh,Wahni, Khadija,Van Molle, Inge,Vertommen, Didier,Astolfi Rosado, Leonardo,Messens, Joris. "Redox-regulated methionine oxidation of Arabidopsis thaliana glutathione transferase Phi9 induces H-site flexibility". . . Retrieved 2018.
• 6、 Yu, Zhipeng,Ohulchanskyy, Tymish Y.,An, Peng,Prasad, Paras N.,Lin, Qing. "Fluorogenic, two-photon-triggered photoclick chemistry in live mammalian cells". . p. 16766 - 16769. Retrieved 2013.
• 7、 Nepravishta, Ridvan,Sabelli, Renato,Iorio, Egidio,Micheli, Laura,Paci, Maurizio,Melino, Sonia. "Oxidative species and S-glutathionyl conjugates in the apoptosis induction by allyl thiosulfate". . p. 154 - 167. Retrieved 2012.
• 8、 de Paiva, Raphael E. F.,Du, Zhifeng,Nakahata, Douglas H.,Lima, Frederico A.,Corbi, Pedro P.,Farrell, Nicholas P.. "Gold-Catalyzed C–S Aryl-Group Transfer in Zinc Finger Proteins". . . Retrieved 2018.
• 9、 Stíbal, David,Therrien, Bruno,Giannini, Federico,Paul, Lydia E. H.,Furrer, Julien,Süss-Fink, Georg. "Monothiolato-bridged dinuclear arene ruthenium complexes: The missing link in the reaction of arene ruthenium dichloride dimers with thiols". . p. 5925 - 5931. Retrieved 2014.
• 10、 Perez-Benito, Joaquin F.,Lamrhari, Driss,Arias, Conchita. "Three Rate Constants from a Single Kinetic Experiment: Formation, Decomposition, and Reactivity of the Chromium(VI)-Glutathione Thioester Intermediate". . p. 12621 - 12629. Retrieved 1994.