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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:
Molecular Weight:
391.48
Beilstein:
5629635
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
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

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 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

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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Y Hathout et al.
Chemical research in toxicology, 9(6), 1044-1049 (1996-09-01)
Interaction of chlorambucil and the glutathione-depleted human placenta pi class glutathione S-transferase (pi GST) results in the formation of a complex between the drug and the protein at physiological pH. This complex is not formed in the presence of glutathione
Markus Perbandt et al.
The Journal of biological chemistry, 280(13), 12630-12636 (2005-01-11)
Onchocerciasis is a debilitating parasitic disease caused by the filarial worm Onchocerca volvulus. Similar to other helminth parasites, O. volvulus is capable of evading the host's immune responses by a variety of defense mechanisms, including the detoxification activities of the
Liqing Chen et al.
Acta crystallographica. Section D, Biological crystallography, 59(Pt 12), 2211-2217 (2003-12-04)
Glutathione S-transferases (GSTs) are a major family of detoxification enzymes which possess a wide range of substrate specificities. Most organisms possess many GSTs belonging to multiple classes. Interest in GSTs in insects is focused on their role in insecticide resistance;
J M Stevens et al.
Biochemistry, 37(44), 15534-15541 (1998-11-04)
Solvent-induced equilibrium unfolding of a homodimeric class sigma glutathione transferase (GSTS1-1, EC 2.5.1.18) was characterized by tryptophan fluorescence, anisotropy, enzyme activity, 8-anilino-1-naphthalenesulfonate (ANS) binding, and circular dichroism. Urea induces a triphasic unfolding transition with evidence for two well-populated thermodynamically stable
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)

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