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:
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
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 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
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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
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
Catherine A Ibarra et al.
The Journal of biological chemistry, 278(21), 19257-19265 (2003-03-15)
The pKa of the catalytic Tyr-9 in glutathione S-transferase (GST) A1-1 is lowered from 10.3 to approximately 8.1 in the apoenzyme and approximately 9.0 with a GSH conjugate bound at the active site. However, a clear functional role for the
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
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