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| 5-THIO-D-GLUCOSE Basic information |
| Product Name: | 5-THIO-D-GLUCOSE | | Synonyms: | 5-Thio-α-D-glucopyranose;α-D-Glucothiopyranose;5-Thio-D-glucose,predominantly &-anomer;5-Thio-D-glucose, alpha-anomer;5-Thio-D-glucose ,98%;NSC 204984;5-Thio-D-glucose, ≥98.0% (HPLC);(2R,3R,4S,5R)-2,3,4,6-Tetrahydroxy-5-mercaptohexanal | | CAS: | 20408-97-3 | | MF: | C6H12O5S | | MW: | 196.22 | | EINECS: | 243-798-8 | | Product Categories: | 13C & 2H Sugars;Carbohydrates & Derivatives;Sulfur & Selenium Compounds;Biochemicals and Reagents;Carbohydrates;Monosaccharide | | Mol File: | 20408-97-3.mol |
| 5-THIO-D-GLUCOSE Chemical Properties |
| Melting point | 135-138 °C(lit.) | | Boiling point | 303.11°C (rough estimate) | | density | 1.271 (estimate) | | refractive index | 1.5060 (estimate) | | storage temp. | 2-8°C | | solubility | Soluble in Water (up to 15 mg/ml) | | form | Powder | | pka | 9.11±0.10(Predicted) | | color | White | | optical activity | [α]/D 220.0±5.0°, c = 1 in 0.1 M HCl | | Water Solubility | Miscible with water. | | Merck | 13,9408 | | BRN | 1865193 | | Stability: | Stable for 2 years as supplied. Solutions in distilled water may be stored at -20°C for up to 2 months. | | CAS DataBase Reference | 20408-97-3 | | EPA Substance Registry System | D-Glucose, 5-thio- (20408-97-3) |
| 5-THIO-D-GLUCOSE Usage And Synthesis |
| Description | 5-Thio-D-glucose (20408-97-3) is a potent competitive inhibitor of the cellular transport of glucose and glucose-mediated insulin release.1 May be used to induce a state of glucose deprivation in laboratory animals.2 Stimulates feeding in rat models.3? Induces Alzheimer-like changes in frontal cortex and hippocampus in rats.4? Elevates renal TGF-b1 at a dose that does not prevent streptozotocin diabetes in rats.5 | | Uses | 5-Thio-D-glucose (cas# 20408-97-3) is a compound useful in organic synthesis. | | References | Wang et al. (1995) Glucose transporter 2 expression: prevention of streptozotocin-induced reduction in beta-cells with 5-thio-D-glucose; Clin. Endocrinol. Diabetes, 103 83 Suppl.2
Shah et al. (2019), Recurrent glucose deprivation leads to the preferential use of lactate by neurons in the ventromedial hypothalamus; J. Physiol. Endocrinol. Metab., 316 E948
Li et al. (2014), Stimulation of feeding by three different glucose-sensing mechanisms requires hindbrain catecholamine neurons; J. Physiol. Regul. Integr. Comp. Physiol., 306 R257
Salkovic-Petrisic et al. (2006), Alzheimer-like changes in protein kinase B and glycogen synthase kinase-3 in rat frontal cortex and hippocampus after damage to the insulin signaling pathway; J. Neurochem., 96 1005
Lane et al. (2000), 5-thio-D-glucose elevates renal transforming growth factor beta-1 at a dose that does not prevent streptozotocin diabetes in rats; Endocrinology, 141 3337 |
| 5-THIO-D-GLUCOSE Preparation Products And Raw materials |
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