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About This Item
Empirical Formula (Hill Notation):
C6H12O5S
CAS Number:
Molecular Weight:
196.22
Beilstein:
1865193
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25
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Quality Level
Assay
≥98.0% (HPLC)
form
powder
optical activity
[α]/D 220.0±5.0°, c = 1 in 0.1 M HCl
color
white to off-white
mp
135-138 °C (lit.)
SMILES string
OC[C@H]1S[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O
InChI
1S/C6H12O5S/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1
InChI key
KNWYARBAEIMVMZ-DVKNGEFBSA-N
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Application
5-Thio-D-glucose (Glc-5S), a thiosugar hexokinase inhibitor, is used to control/reduce the rate of glycolysis in vivo.
Biochem/physiol Actions
Potent, competitive inhibitor of the cellular transport of D-glucose and of D-glucose mediated insulin release. Inhibitor of spermatogenesis.
Other Notes
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
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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Role of the binuclear manganese(II) site in xylose isomerase.
R Bogumil et al.
Metal ions in biological systems, 37, 365-405 (2000-02-29)
K D Brady et al.
The Journal of heredity, 72(5), 347-350 (1981-09-01)
5-thio-D-glucose at 40 mg/kg body weight was administered daily by intraperitoneal injections to male C3H mice. The animals were studied via direct counts of the spermatogenic cells in histologic sections of the testes. These revealed the selective loss or injury
S Ritter et al.
Brain research, 856(1-2), 37-47 (2000-03-10)
Feeding and blood glucose responses to local injection of nanoliter volumes of 5-thio-D-glucose (5TG), a potent antimetabolic glucose analogue, were studied at 142 hindbrain and 61 hypothalamic cannula sites. A site was considered positive if 5TG elicited at least 1.5
Xiaoyin Wu et al.
Journal of neurophysiology, 91(4), 1734-1747 (2003-12-03)
Circulating glucose levels significantly affect vagal neural activity, which is important in the regulation of pancreatic functions. Little is known about the mechanisms involved. This study investigates the neural pathways responsible for hypoglycemia-induced vagal efferent signaling to the pancreas and
Studies on oxidative phosphorylation. XVI. Sulfhydryl involvement in the energy-transfer pathway.
C K Kurup et al.
Biochemistry, 7(12), 4483-4491 (1968-12-01)
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