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20408-97-3,MFCD00148892
Catalog No.:AA007150

20408-97-3 | 5-THIO-D-GLUCOSE

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10mg
95+%
in stock  
$83.00   $58.00
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1g
≥98.0% (HPLC)
in stock  
$7,724.00   $5,407.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA007150
Chemical Name:
5-THIO-D-GLUCOSE
CAS Number:
20408-97-3
Molecular Formula:
C6H12O5S
Molecular Weight:
196.2215
MDL Number:
MFCD00148892
SMILES:
OC[C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)S
Properties
Computed Properties
 
Complexity:
142  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
5  
Rotatable Bond Count:
5  
XLogP3:
-2  

Downstream Synthesis Route
20408-97-3    76-83-5   
5-deoxy-5-thio-6-O-triphenylmethylglucopyranose 

[1]Morii,Yasuharu;Matsuda,Hiroko;Ohara,Keiichiro;Hashimoto,Masaru;Miyairi,Kazuo;Okuno,Toshikatsu[BioorganicandMedicinalChemistry,2005,vol.13,#17,p.5113-5144]

20408-97-3    98-88-4   
1,2,3,6-tetra-O-benzoyl-5-deoxy-5-thio-D-glucopyranose 
 
1,2,3,6-tetra-O-benzoyl-5-deoxy-5-thio-D-glucopyranose 

[1]Morii,Yasuharu;Matsuda,Hiroko;Ohara,Keiichiro;Hashimoto,Masaru;Miyairi,Kazuo;Okuno,Toshikatsu[BioorganicandMedicinalChemistry,2005,vol.13,#17,p.5113-5144]

20408-97-3   
4-O-3',4',6'-tri-O-acetyl-5'-deoxy-5'-thio-α-D-glucopyranosyl-1,2,3,6-tetra-O-benzoyl-5-deoxy-5-thio-α-D-glucopyranose 

[1]Morii,Yasuharu;Matsuda,Hiroko;Ohara,Keiichiro;Hashimoto,Masaru;Miyairi,Kazuo;Okuno,Toshikatsu[BioorganicandMedicinalChemistry,2005,vol.13,#17,p.5113-5144]

Literature

Title: New classes of carborane-appended 5-thio-D-glucopyranose derivatives.

Journal: Dalton transactions (Cambridge, England : 2003) 20120807

Title: Development and validation of a liquid chromatography-tandem mass spectrometric method for the quantification of 5-thio-d-glucose in rat and human plasma.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20120215

Title: Relationship among brain and blood glucose levels and spontaneous and glucoprivic feeding.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20090527

Title: Localized glucoprivation of hindbrain sites elicits corticosterone and glucagon secretion.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20070501

Title: Brain antioxidant capacity in rat models of betacytotoxic-induced experimental sporadic Alzheimer's disease and diabetes mellitus.

Journal: Journal of neural transmission. Supplementum 20070101

Title: Ontogeny of ingestive behavior.

Journal: Developmental psychobiology 20060701

Title: Mammalian target of rapamycin promotes vincristine resistance through multiple mechanisms independent of maintained glycolytic rate.

Journal: Molecular cancer research : MCR 20051101

Title: Septopreoptic mu opioid receptor mediation of hindbrain glucoprivic inhibition of reproductive neuroendocrine function in the female rat.

Journal: Endocrinology 20041101

Title: Third ventricular alloxan reversibly impairs glucose counterregulatory responses.

Journal: Diabetes 20040501

Title: Hypothalamus-brain stem circuitry responsible for vagal efferent signaling to the pancreas evoked by hypoglycemia in rat.

Journal: Journal of neurophysiology 20040401

Title: Differential target molecules for toxicity induced by streptozotocin and alloxan in pancreatic islets of mice in vitro.

Journal: Experimental and clinical endocrinology & diabetes : official journal, German Society of Endocrinology [and] German Diabetes Association 20040101

Title: Caudal hindbrain glucoprivation enhances gamma-aminobutyric acid release in discrete septopreoptic structures in the steroid-primed ovariectomized rat brain: role of mu opioid receptors.

Journal: Neuroendocrinology 20040101

Title: Thiosugar nucleosides. Synthesis and biological activity of 1,3,4-thiadiazole, thiazoline and thiourea derivatives of 5-thio-D-glucose.

Journal: Nucleosides, nucleotides & nucleic acids 20040101

Title: alpha-Selective glycosylation with 5-thioglucopyranosyl donors; synthesis of an isomaltotetraoside mimic composed of 5-thioglucopyranose units.

Journal: Bioorganic & medicinal chemistry letters 20030324

Title: Effects of repetitive hypoglycemia on neuroendocrine response and brain tyrosine hydroxylase activity in the rat.

Journal: Stress (Amsterdam, Netherlands) 20020901

Title: Molecular target structures in alloxan-induced diabetes in mice.

Journal: Life sciences 20020823

Title: Detection of two distinct transporter systems for 2-deoxyglucose uptake by the opportunistic pathogen Pneumocystis carinii.

Journal: Biochimica et biophysica acta 20011201

Title: Co-consumption of sugars or ethanol and glucose in a Saccharomyces cerevisiae strain deleted in the HXK2 gene.

Journal: Yeast (Chichester, England) 20010801

Title: GLUT2 in pancreatic islets: crucial target molecule in diabetes induced with multiple low doses of streptozotocin in mice.

Journal: Diabetes 19980101

Title: Effects of thioglucoses on sensitivity to insulin hypoglycemic convulsions.

Journal: The Journal of pharmacology and experimental therapeutics 19860501

Title: Thioglucose interactions with a 'gold thioglucose-lesioned glucostat'.

Journal: The Journal of pharmacology and experimental therapeutics 19850901

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