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O5502

Sigma-Aldrich

S-Octylglutathione

suitable for ligand binding assays

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About This Item

Empirical Formula (Hill Notation):
C18H33N3O6S
CAS Number:
24435-27-6
Molecular Weight:
419.54
MDL number:
MFCD00056737
UNSPSC Code:
12352209
PubChem Substance ID:
24898020

Product Name

S-Octylglutathione,

form

solid

technique(s)

ligand binding assay: suitable

storage temp.

2-8°C

SMILES string

CCCCCCCCSCC(NC(=O)CCC(N)C(O)=O)C(=O)NCC(O)=O

InChI

1S/C18H33N3O6S/c1-2-3-4-5-6-7-10-28-12-14(17(25)20-11-16(23)24)21-15(22)9-8-13(19)18(26)27/h13-14H,2-12,19H2,1H3,(H,20,25)(H,21,22)(H,23,24)(H,26,27)

InChI key

MJWCZWAVSJZQNL-UHFFFAOYSA-N

Biochem/physiol Actions

S-octylglutathione is a competitive inhibitor for glutathione S-transferases.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
092H7800

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M Kurata et al.
Comparative biochemistry and physiology. B, Comparative biochemistry, 103(4), 863-867 (1992-12-01)
1. Phenol compounds (ellagic acid, quercetin and purpurogallin), glutathione analogues (S-hexylglutathione and S-octylglutathione) and a diuretic drug (ethacrynic acid) were compared for their inhibitory effects on glutathione S-transferase (GST), glutathione reductase (GR) and glutathione peroxidase (GSH-Px) in the canine erythrocytes.
G Davidson et al.
Biochemistry, 40(15), 4569-4582 (2001-04-11)
Escherichia coli glyoxalase I (GlxI) is a metalloisomerase that is maximally activated by Ni(2+), unlike other known GlxI enzymes which are active with Zn(2+). The metal is coordinated by two aqua ligands, two histidines (5 and 74), and two glutamates
I Eberhardt et al.
Prostaglandins, 41(2), 185-199 (1991-02-01)
Pituitary cells produce leukotrienes (LTs) and respond to exogenous administration of LTs by releasing gonadotropins. Specific high affinity leukotriene C4 (LTC4) binding has been found in membrane preparations of bovine anterior pituitaries. Unlabelled LTC4 displaced specific [3H]LTC4 binding. Other leukotrienes
E Ortiz-Salmerón et al.
Biochimica et biophysica acta, 1548(1), 106-113 (2001-07-14)
The binding of three competitive glutathione analogue inhibitors (S-alkylglutathione derivatives) to glutathione S-transferase from Schistosoma japonicum, SjGST, has been investigated by isothermal titration microcalorimetry at pH 6.5 over a temperature range of 15--30 degrees C. Calorimetric measurements in various buffer
M A Tirmenstein et al.
Biochimica et biophysica acta, 995(2), 174-180 (1989-04-06)
Glutathione protects isolated rat liver nuclei against lipid peroxidation by inducing a lag period prior to the onset of peroxidation. This GSH-dependent protection was abolished by exposing isolated nuclei to the glutathione S-transferase inhibitor S-octylglutathione. In incubations containing 0.2 mM
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