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L-Glutathione reduced

Catalog No. G4705 Name Sigma Aldrich
CAS Number 70-18-8 Website http://www.sigmaaldrich.com
M. F. C10H17N3O6S Telephone 1-800-521-8956
M. W. 307.32348 Fax
Purity 98% Email
Storage Chembase ID: 29

SYNONYMS

Title
L-还原型谷胱甘肽
IUPAC name
(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-sulfanylethyl]carbamoyl}butanoic acid
IUPAC Traditional name
glutathione
Synonyms
GSH
5-L-谷氨酰-L-半胱氨酰甘氨酸
γ-L-Glutamyl-L-cysteinyl-glycine

DATABASE IDS

MDL Number MFCD00065939
EC Number 200-725-4
CAS Number 70-18-8
Beilstein Number 1729812

PROPERTIES

Linear Formula H2NCH(CO2H)CH2CH2CONHCH(CH2SH)CONHCH2CO2H
Purity 98%
Melting Point 192-195 °C (dec.)(lit.)
Optical Rotation [α]25/D -17.0°, c = 2 in H2O
MSDS Link Download
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
RTECS MC0556000
German water hazard class 2

DETAILS

Description (English)
Amino Acid Sequence
γ-Glu-Cys-Gly
Application
Biological antioxidant1 that has been used with antitumor agents to enhance activity2 or to reduce side effects.3
May be used at 5-10 mM to elute glutathione S-transferase (GST) from glutathione agarose.
Biochem/physiol Actions
Endogenous antioxidant that plays a major role in reducing reactive oxygen species formed during cellular metabolism and the respiratory burst. Glutathione-S-transferase catalyzes the formation of glutathione thioethers with xenobiotics, leukotrienes, and other molecules that have an electrophilic center. Glutathione also forms disulfide bonds with cysteine residues in proteins. Via these mechanisms, it can have the paradoxical effect of reducing the efficacy of anti-cancer agents.
Description (简体中文)
Amino Acid Sequence
γ-Glu-Cys-Gly
Application
可用 5-10mM 浓度的产品从谷胱甘肽琼脂糖中洗提谷胱甘肽 S-转移酶 (GST)。
生物抗氧化剂1,已与抗肿瘤剂共同用于提高活性2或者降低副作用。3
Biochem/physiol Actions
在细胞代谢和突发性呼吸期间形成的活性氧还原中发挥重要作用的内源性抗氧化剂。谷胱甘肽-S-转移酶催化谷胱甘肽硫醚与异生物、白三烯和其他具有亲电中心的分子的形成。谷胱甘肽还与蛋白质中半胱氨酸残基形成二硫键。通过这些机制,它可具有降低抗癌剂效用的奇异效果。

REFERENCES