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H6886

S-Hexylglutathione

Name: <I>S</I>-Hexylglutathione
Brand: SIGMA

>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

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Properties

Product Name

S-Hexylglutathione,

assay

>98% (TLC)

Quality Level

200

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

Description

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

0000357051

0000288585

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Characterization of the electrophile binding site and substrate binding mode of the 26-kDa glutathione S-transferase from Schistosoma japonicum.

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)

Nitric oxide-mediated effect of nipradilol, an alpha- and beta-adrenergic blocker, on glutamate neurotoxicity in rat cortical cultures.

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

Structure of an insect epsilon class glutathione S-transferase from the malaria vector Anopheles gambiae provides an explanation for the high DDT-detoxifying activity.

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

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Global Trade Item Number

SKU	GTIN
H6886-100MG	04061833271551
H6886-250MG	04061833271568
H6886-1G	04061833802403
H6886-25MG	04061833271575