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88635

Sigma-Aldrich

5-Thio-D-glucose

≥98.0% (HPLC)

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About This Item

Formula empirica (notazione di Hill):
C6H12O5S
Numero CAS:
Peso molecolare:
196.22
Beilstein:
1865193
Numero CE:
Numero MDL:
Codice UNSPSC:
12352201
ID PubChem:
NACRES:
NA.25

Saggio

≥98.0% (HPLC)

Forma fisica

powder

Attività ottica

[α]/D 220.0±5.0°, c = 1 in 0.1 M HCl

Colore

white to off-white

Punto di fusione

135-138 °C (lit.)

Stringa SMILE

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
KNWYARBAEIMVMZ-DVKNGEFBSA-N

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Applicazioni

5-Thio-D-glucose (Glc-5S), a thiosugar hexokinase inhibitor, is used to control/reduce the rate of glycolysis in vivo.

Azioni biochim/fisiol

Potent, competitive inhibitor of the cellular transport of D-glucose and of D-glucose mediated insulin release. Inhibitor of spermatogenesis.

Altre note

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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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)
The pancreatic beta-cell recognition of insulin secretagogues. 3. Effects of substituting sulphur for oxygen in the D-glucose molecule.
B Hellman et al.
Biochemical pharmacology, 22(1), 29-35 (1973-01-01)
I Tahirovic et al.
Journal of neural transmission. Supplementum, (72)(72), 235-240 (2007-11-07)
It is believed that oxidative stress plays a central role in the pathogenesis of metabolic diseases like diabetes mellitus (DM) and its complications (like peripheral neuropathy) as well as in neurodegenerative disorders like sporadic Alzheimer's disease (sAD). Representative experimental models
Shayne F Andrew et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 292(5), R1792-R1798 (2007-01-16)
Glucose is required for brain energy metabolism. Decerebration, aqueduct occlusion, and cannula mapping studies have established that glucose-sensing cells capable of eliciting feeding and adrenal medullary responses to glucoprivation are localized in the hindbrain. Glucoprivation also evokes corticosterone and glucagon

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