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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
Regulatory Information
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A M Altizer et al.
Physiology & behavior, 65(4-5), 685-690 (1999-03-12)
Previous research has shown that glucoprivic and lipoprivic metabolic challenges selectively augment the performance of appetitive responses conditioned to carbohydrate- and fat-associated cues, respectively. The present experiment investigated whether intracerebroventricular (i.c.v.) infusion of neuropeptide Y (NPY) has a similar selective
D P Figlewicz et al.
Stress (Amsterdam, Netherlands), 5(3), 217-226 (2002-08-21)
Hypoglycemia-associated autonomic failure (HAAF) is a syndrome of acute adaptation to a metabolic stressor, in which neuroendocrine responses to repetitive hypoglycemic bouts are blunted. The CNS mechanisms that contribute to HAAF are unknown. In the present study, we modeled HAAF
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
L M Raamsdonk et al.
Yeast (Chichester, England), 18(11), 1023-1033 (2001-08-02)
In previous studies it was shown that deletion of the HXK2 gene in Saccharomyces cerevisiae yields a strain that hardly produces ethanol and grows almost exclusively oxidatively in the presence of abundant glucose. This paper reports on physiological studies on
Ambrose A Dunn-Meynell et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 29(21), 7015-7022 (2009-05-29)
Although several studies implicate small declines in blood glucose levels as stimulus for spontaneous meal initiation, no mechanism is known for how these dips might initiate feeding. To assess the role of ventromedial hypothalamus (VMH) (arcuate plus ventromedial nucleus) glucosensing
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