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Merck
CN

H6886

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
NACRES:
NA.26
PubChem Substance ID:
329815236
UNSPSC Code:
12352209
MDL number:
MFCD00056735
Beilstein/REAXYS Number:
5629635

Key Documents

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Product Name

S-Hexylglutathione,

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

SMILES string

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

InChI key

HXJDWCWJDCOHDG-RYUDHWBXSA-N

assay

>98% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

mp

200-202 °C

storage temp.

2-8°C

Quality Level

200

Related Categories

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000432218
0000432218
0000357051
0000357051
0000288585

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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
Emilee E Colón-Lorenzo et al.
Frontiers in pharmacology, 11, 246-246 (2020-04-08)
Plasmodium falciparum parasites are increasingly drug-resistant, requiring the search for novel antimalarials with distinct modes of action. Enzymes in the glutathione pathway, including glutathione S-transferase (GST), show promise as novel antimalarial targets. This study aims to better understand the biological
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
M Bäck et al.
British journal of pharmacology, 133(7), 1134-1144 (2001-08-07)
Contractions of guinea-pig tracheal preparations to cysteinyl-leukotrienes (LTC(4), LTD(4) and LTE(4)) were characterized in organ baths, and cysteinyl-leukotriene metabolism was studied using radiolabelled agonists and RP-HPLC separation. In the presence of S-hexyl GSH (100 microM) the metabolism of [(3)H]-LTC(4) into
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
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