(2S)-2-amino-4-{[(1R)-2-{[(2R)-2-[(4S)-4-amino-4-carboxybutanamido]-2-[(carboxymethyl)carbamoyl]ethyl]disulfanyl}-1-[(carboxymethyl)carbamoyl]ethyl]carbamoyl}butanoic acid

• ChemBase编号: 127585
• 分子式: C20H32N6O12S2
• 平均质量: 612.63108
• 单一同位素质量: 612.15196249
• SMILES: 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
• Canonical SMILES: O=C(N[C@H](C(=O)NCC(=O)O)CSSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)CC[C@@H](C(=O)O)N
• InChI: 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
• InChIKey: YPZRWBKMTBYPTK-BJDJZHNGSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-amino-4-{[(1R)-2-{[(2R)-2-[(4S)-4-amino-4-carboxybutanamido]-2-[(carboxymethyl)carbamoyl]ethyl]disulfanyl}-1-[(carboxymethyl)carbamoyl]ethyl]carbamoyl}butanoic acid
• IUPAC传统名: glutathione disulfide
• 别名: L-谷胱甘肽（氧化型）; (-)-谷胱甘肽（氧化型）; 氧化谷胱甘肽; L-谷胱甘肽（氧化型）; L-Glutathione oxidized; Glutathiol; (-)-Glutathione, oxidized; Glutathione disulfide; GSSG; L-Glutathione oxidized; N,N'-[Dithiobis[1-[(carboxymethyl)carbamoyl]ethylene]]diglutamine; Glutathione Disulphide; Glutathione Oxidized; Glutathione-S-S-glutathione; Glutathione-SSG; Glutathone Disulfide; Oxidized L-Glutathione; Oxidized Glutathione; Oxiglutatione

登记号

• CAS号: 27025-41-8
• EC号: 248-170-7
• MDL号: MFCD00063106
• Beilstein号: 1718700
• PubChem SID: 24873118; 24895174; 24895265; 24873116; 24895168; 24849044; 162221904
• PubChem CID: 65359
• CHEMBL: 1372
• Chemspider ID: 58835
• 维基百科标题: Glutathione_disulfide

理论计算性质

• Acid pKa: 1.438368
• 质子受体: 14
• 质子供体: 10
• LogD (pH = 5.5): -13.715199
• LogD (pH = 7.4): -16.599508
• Log P: -10.109055
• 摩尔折射率: 136.6544 cm^3
• 极化性: 54.28691 Å^3
• 极化表面积: 317.64 Å^2
• 可自由旋转的化学键: 21
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: H2O: soluble; H2O: soluble0.1 M at 20 °C, clear, colorless; H2O: soluble10 mg/mL, clear, colorless; Water
• 外观: lyophilized powder; powder; White Solid
• 熔点: 178 °C (dec.)(lit.); 180-182°C
• 比旋光度: [α]20/D -100±4°, c = 2% in H2O; [α]20/D -100±7°, c = 2% in H2O; [α]20/D -92.0 to -106.0°, c = 2% in H2O

安全信息

• 保存条件: Refrigerator
• 德国WGK号: 2
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ~98%; ≥95% (HPLC); ≥98%; ≥98% (HPLC); ≥99.0% (sum of enantiomers, HPLC)
• 燃烧残渣: ≤0.5%
• 杂质: ≤0.005% Phosphorus (P); ≤0.1% Insoluble matter; ≤6% ethanol; ≤6% water; ≤6% water (Karl Fischer); Ethanol, free
• 痕量阳离子: Al: ≤0.0005%; Ca: ≤0.001%; Ca: ≤50 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤0.0005%; Cu: ≤5 mg/kg; Fe: ≤0.0005%; Fe: ≤5 mg/kg; K: ≤0.005%; K: ≤50 mg/kg; Mg: ≤0.0005%; Mg: ≤10 mg/kg; Mn: ≤5 mg/kg; Na: ≤0.005%; Na: ≤500 mg/kg; NH4+: ≤0.05%; Ni: ≤5 mg/kg; Pb: ≤0.001%; Pb: ≤5 mg/kg; Zn: ≤0.0005%; Zn: ≤5 mg/kg
• 痕量阴离子: chloride (Cl-): ≤0.05%; sulfate (SO42-): ≤0.05%
• 提纯方法: crystallization
• 产品质量级别: PREMIUM
• 线性分子式: [HO2CCH(NH2)CH2CH2CONHCH(CONHCH2CO2H)CH2S-]2
• Empirical Formula (Hill Notation): C20H32N6O12S2

详细说明

Sigma Aldrich - G4376

Amino Acid Sequence
Glu-Cys-Gly, Glu-Cys-Gly [Disulfide bridge: 2a-2b]

Sigma Aldrich - 49740

Amino Acid Sequence
Glu-Cys-Gly, Glu-Cys-Gly [Disulfide bridge: 2a-2b]
Other Notes
Review1

Sigma Aldrich - G4501

Amino Acid Sequence
Glu-Cys-Gly, Glu-Cys-Gly [Disulfide bridge: 2a-2b]

Sigma Aldrich - G9027

Amino Acid Sequence
Glu-Cys-Gly, Glu-Cys-Gly [Disulfide bridge: 2a-2b]

Sigma Aldrich - 49741

Amino Acid Sequence
Glu-Cys-Gly, Glu-Cys-Gly [Disulfide bridge: 2a-2b]

Sigma Aldrich - G6654

Amino Acid Sequence
Glu-Cys-Gly, Glu-Cys-Gly [Disulfide bridge: 2a-2b]

Sigma Aldrich - 150568

包装
5 g in glass bottle
500 mg in glass bottle
Application
酶法测定 NADP 和 NADPH 中的氢受体。1
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 150568.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - G597970

A biomarker for fatty liver disease.

参考文献

• Tsou, P.-S., et al.: J. Pharmacol. Exp. Ther., 329, 649 (2009)
• Yu, Y-C., et al.: J. Neurosci. Res., 87, 1884 (2009)