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G4705

L-Glutathione reduced

Name: <SC>L</SC>-Glutathione reduced
Brand: ALDRICH

98%

Synonym(s):

γ-L-Glutamyl-L-cysteinyl-glycine, GSH

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About This Item

Linear Formula:

H₂NCH(CO₂H)CH₂CH₂CONHCH(CH₂SH)CONHCH₂CO₂H

CAS Number:

70-18-8

Molecular Weight:

307.32

EC Number:

200-725-4

UNSPSC Code:

12352103

MDL number:

MFCD00065939

Beilstein/REAXYS Number:

1729812

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Properties

assay

98%

optical activity

[α]25/D −17.0°, c = 2 in H₂O

mp

192-195 °C (dec.) (lit.)

SMILES string

N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O

InChI

1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1

InChI key

RWSXRVCMGQZWBV-WDSKDSINSA-N

Description

Application

Biological antioxidant that has been used with antitumor agents to enhance activity or to reduce side effects.

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.

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Storage Class

13 - Non Combustible Solids

WGK

WGK 2

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)

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