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About This Item
Empirical Formula (Hill Notation):
C16H29N3O6S
CAS Number:
Molecular Weight:
391.48
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
MDL number:
Beilstein/REAXYS Number:
5629635
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
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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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
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
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
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;
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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