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H6886

Sigma-Aldrich

S-Hexylglutathione

>98% (TLC), suitable for ligand binding assays

Synonym(s):

S-Hexyl-L-glutathione reduced

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About This Item

Empirical Formula (Hill Notation):
C16H29N3O6S
CAS Number:
24425-56-7
Molecular Weight:
391.48
Beilstein/REAXYS Number:
5629635
MDL number:
MFCD00056735
UNSPSC Code:
12352209
PubChem Substance ID:
329815236
NACRES:
NA.26

product name

S-Hexylglutathione,

assay

>98% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

mp

200-202 °C

storage temp.

2-8°C

SMILES string

CCCCCCSC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O

InChI

1S/C16H29N3O6S/c1-2-3-4-5-8-26-10-12(15(23)18-9-14(21)22)19-13(20)7-6-11(17)16(24)25/h11-12H,2-10,17H2,1H3,(H,18,23)(H,19,20)(H,21,22)(H,24,25)/t11-,12-/m0/s1

InChI key

HXJDWCWJDCOHDG-RYUDHWBXSA-N

Related Categories

Amino Acid Sequence

S-Hexyl-Glu-Cys-Gly

Application

Ligand useful for affinity chromatography of glutathione-S-transferase and glutathione peroxidase.

Biochem/physiol Actions

S-Hexylglutathione may be used as an affinity chromatography ligand of glutathione-S-transferase and glutathione peroxidase. S-Hexylglutathione is also used as an inhibitor to study the specificity and kinetics of enzymes such as mitochondrial membrane-bound glutathione transferase(s) (mtMGST1).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Rosa M F Cardoso et al.
Proteins, 51(1), 137-146 (2003-02-22)
The 26-kDa glutathione S-transferase from Schistosoma japonicum (Sj26GST), a helminth worm that causes schistosomiasis, catalyzes the conjugation of glutathione with toxic secondary products of membrane lipid peroxidation. Crystal structures of Sj26GST in complex with glutathione sulfonate (Sj26GSTSLF), S-hexyl glutathione (Sj26GSTHEX)
Ryota Taguchi et al.
European journal of pharmacology, 535(1-3), 86-94 (2006-03-07)
Nipradilol (3,4-dihydro-8-(2-hydroxy-3-isopropylamino)propoxy-3-nitroxy-2H-1-benzopyran) is used clinically as an anti-glaucoma ophthalmic solution in Japan, and was recently reported to suppress N-methyl-d-aspartate-induced retinal damage in rats. Here we investigated cytotoxic and cytoprotective actions of nipradilol on primary cultures of rat cortical neurons. Treatment
Markus Perbandt et al.
The Journal of biological chemistry, 279(2), 1336-1342 (2003-09-16)
The parasite Plasmodium falciparum causes malaria tropica, the most prevailing parasitic disease worldwide, with 300-500 million infections and 1.5-2.7 million deaths/year. The emergence of strains resistant to drugs used for prophylaxis and treatment and no vaccine available makes the structural
Yujun Wang et al.
Journal of structural biology, 164(2), 228-235 (2008-09-10)
Glutathione S-transferases (GSTs), a major family of detoxifying enzymes, play a pivotal role in insecticide resistance in insects. In the malaria vector Anopheles gambiae, insect-specific epsilon class GSTs are associated with resistance to the organochlorine insecticide DDT [1,1,1-trichloro-2,2-bis-(p-chlorophenyl)ethane]. Five of
M Ridderström et al.
The Biochemical journal, 328 ( Pt 1), 231-235 (1998-01-10)
Met-157 in the active site of human glyoxalase I was changed by site-directed mutagenesis into alanine, glutamine or histidine in order to evaluate its possible role in catalysis. The glyoxalase I mutants were expressed in Escherichia coli and purified on
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