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88635

Sigma-Aldrich

5-Thio-D-glucose

≥98.0% (HPLC)

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About This Item

Fórmula empírica (notación de Hill):
C6H12O5S
Número de CAS:
20408-97-3
Peso molecular:
196.22
Beilstein/REAXYS Number:
1865193
EC Number:
243-798-8
MDL number:
MFCD00006663
UNSPSC Code:
12352201
PubChem Substance ID:
57653273
NACRES:
NA.25

Quality Level

100

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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Categorías relacionadas

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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
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
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)
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
B He et al.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.), 217(2), 168-172 (1998-02-06)
5-Thioglucose (5-TG) has been shown to increase food intake after acute administration. To determine the longer-term effects of 5-TG on feeding and body composition, thirty-four female Sprague-Dawley rats were cannulated into the fourth ventricle and infused with artificial CSF and
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