- 同
- GSSG
- 同
- GSSG
WordNet
- combined with or having undergone a chemical reaction with oxygen; "the oxidized form of iodine" (同)oxidised
- add oxygen to or combine with oxygen (同)oxidise, oxidate
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/06/03 06:44:54」(JST)
[Wiki en表示]
Glutathione disulfide
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Names |
IUPAC name
(2S)-2-amino-5-[[(2R)-3-[(2R)-2-[[(4S)-4-amino-5-hydroxy-5-oxopentanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]disulfanyl-1- (carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
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Identifiers |
Abbreviations |
GSSG |
CAS Registry Number
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27025-41-8 Y |
ChEMBL |
ChEMBL1372 N |
ChemSpider |
58835 N |
InChI
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InChI=1S/C20H32N6O12S2/c21-9(19(35)36)1-3-13(27)25-11(17(33)23-5-15(29)30)7-39-40-8-12(18(34)24-6-16(31)32)26-14(28)4-2-10(22)20(37)38/h9-12H,1-8,21-22H2,(H,23,33)(H,24,34)(H,25,27)(H,26,28)(H,29,30)(H,31,32)(H,35,36)(H,37,38)/t9-,10-,11-,12-/m0/s1 N
Key: YPZRWBKMTBYPTK-BJDJZHNGSA-N N
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InChI=1/C20H32N6O12S2/c21-9(19(35)36)1-3-13(27)25-11(17(33)23-5-15(29)30)7-39-40-8-12(18(34)24-6-16(31)32)26-14(28)4-2-10(22)20(37)38/h9-12H,1-8,21-22H2,(H,23,33)(H,24,34)(H,25,27)(H,26,28)(H,29,30)(H,31,32)(H,35,36)(H,37,38)/t9-,10-,11-,12-/m0/s1
Key: YPZRWBKMTBYPTK-BJDJZHNGBD
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Jmol-3D images |
Image |
PubChem |
65359
11215652 |
SMILES
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C(CC(=O)N[C@@H](CSSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)C(=O)NCC(=O)O)[C@@H](C(=O)O)N
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Properties |
Chemical formula
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C20H32N6O12S2 |
Molar mass |
612.631 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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N verify (what is: Y/N?) |
Infobox references |
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Glutathione disulfide (GSSG) is a disulfide derived from two glutathione molecules.[1]
In living cells, glutathione disulfide is reduced into two molecules of glutathione with reducing equivalents from the coenzyme NADPH. This reaction is catalyzed by the enzyme glutathione reductase.[2] Antioxidant enzymes, such as glutathione peroxidases and peroxiredoxins, generate glutathione disulfide during the reduction of peroxides such as hydrogen peroxide (H2O2) and organic hydroperoxides (ROOH):[3]
- 2 GSH + ROOH → GSSG + ROH + H2O
Other enzymes, such as glutaredoxins, generate glutathione disulfide through thiol-disulfide exchange with protein disulfide bonds or other low molecular mass compounds, such as coenzyme A disulfide or dehydroascorbic acid.[4]
- 2 GSH + R-S-S-R → GSSG + 2 RSH
See also
- Glutathione-ascorbate cycle
- NOV-002
- NOV-205
- Antioxidants
References
- ^ Meister A, Anderson M (1983). "Glutathione". Annu Rev Biochem 52: 711–60. doi:10.1146/annurev.bi.52.070183.003431. PMID 6137189.
- ^ Deneke SM, Fanburg BL (October 1989). "Regulation of cellular glutathione". Am. J. Physiol. 257 (4 Pt 1): L163–73. PMID 2572174.
- ^ Meister A (1988). "Glutathione metabolism and its selective modification" (PDF). J Biol Chem 263 (33): 17205–8. PMID 3053703.
- ^ Holmgren A, Johansson C, Berndt C, Lönn ME, Hudemann C, Lillig CH (December 2005). "Thiol redox control via thioredoxin and glutaredoxin systems". Biochem. Soc. Trans. 33 (Pt 6): 1375–7. doi:10.1042/BST20051375. PMID 16246122.
UpToDate Contents
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English Journal
- Water electrolyte promoted oxidation of functional thiol groups.
- Lauwers K1, Breynaert E2, Rombouts I3, Delcour JA3, Kirschhock CE1.
- Food chemistry.Food Chem.2016 Apr 15;197 Pt B:1235-9. doi: 10.1016/j.foodchem.2015.11.075. Epub 2015 Nov 14.
- The formation of disulfide bonds is of the utmost importance for a wide range of food products with gluten or globular proteins as functional agents. Here, the impact of mineral electrolyte composition of aqueous solutions on thiol oxidation kinetics was studied, using glutathione (GSH) and cysteine
- PMID 26675862
- Protective effects of five allium derived organosulfur compounds against mutation and oxidation.
- Chiu CK1, Chen TY2, Lin JH3, Wang CY3, Wang BS4.
- Food chemistry.Food Chem.2016 Apr 15;197(Pt A):829-35. doi: 10.1016/j.foodchem.2015.11.064. Epub 2015 Nov 14.
- In this study, we examined the ability of five allium-derived organosulfur compounds to protect cells against mutation and oxidation. The compounds tested were 1-propylmercaptan (PM), dimethyl disulfide (DMDS), diallyl disulfide (DADS), propyl disulfide (PDS), and 2,5-dimethylthiophene (DMT). Our re
- PMID 26617023
- Redox agents and N-ethylmaleimide affect protein polymerization during laboratory scale dry pasta production and cooking.
- Bruneel C1, Buggenhout J2, Lagrain B2, Brijs K2, Delcour JA2.
- Food chemistry.Food Chem.2016 Apr 1;196:646-53. doi: 10.1016/j.foodchem.2015.09.105. Epub 2015 Oct 8.
- Durum wheat (Triticum durum Desf.) semolina gluten proteins consist of monomeric gliadin and polymeric glutenin and determine the quality of pasta products made therefrom. During pasta drying, glutenin starts polymerizing already below 60°C (65% relative humidity (RH)), whereas gliadin only is inco
- PMID 26593538
Japanese Journal
- Temporal Changes in Glutaredoxin 1 and Protein S-Glutathionylation in Allergic Airway Inflammation
- 高温加熱加工・調理で小麦製品等に生じるリスク:─発がん物質アクリルアミド─
- Selective Thiol Detection in Authentic Biological Samples with the Use of Screen-printed Electrodes
Related Links
- Sigma-Aldrich offers Aldrich-150568, (−)-Glutathione, oxidized for your research needs. Find product specific information including CAS, MSDS, protocols and references. ... Application Hydrogen acceptor in the enzymic ...
- oxidized glutathione n. The form of glutathione that acts in cells as a hydrogen acceptor and forms disulfide linkages.
Related Pictures
★リンクテーブル★
[★]
グルタチオンジスルフィド
- 関
- glutathione disulfide、oxidized glutathione
[★]
グルタチオンジスルフィド
- 関
- GSSG、oxidized glutathione
[★]
- 関
- oxidation、oxidised、oxidizable、oxidization
[★]
- 関
- oxidized form