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M4879

Sigma-Aldrich

3O-Methyl-D-Glucopyranose

≥98% (GC)

Synonym(e):

3-O-Methyl-α-D-glucopyranose, 3-O-Methylglucose

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About This Item

Empirische Formel (Hill-System):
C7H14O6
CAS-Nummer:
13224-94-7
Molekulargewicht:
194.18
EG-Nummer:
236-197-7
MDL-Nummer:
MFCD00063266
UNSPSC-Code:
12352201
PubChem Substanz-ID:
24896954
NACRES:
NA.25

Qualitätsniveau

200

Assay

≥98% (GC)

Form

powder

Optische Aktivität

[α]25/D 55 to 57 °, c = 1% (w/v) in water + trace NH4OH

Methode(n)

gas chromatography (GC): suitable

mp (Schmelzpunkt)

167-169 °C (lit.)

Löslichkeit

water: 50 mg/mL, clear to slightly hazy, colorless

SMILES String

CO[C@@H]1[C@@H](O)[C@@H](O)O[C@H](CO)[C@H]1O

InChI

1S/C7H14O6/c1-12-6-4(9)3(2-8)13-7(11)5(6)10/h3-11H,2H2,1H3/t3-,4-,5-,6+,7+/m1/s1

InChIKey

SCBBSJMAPKXHAH-OVHBTUCOSA-N

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Allgemeine Beschreibung

3-O-Methyl-D-glucopyranose is a passive carrier-mediated transported glucose analogue.

Anwendung

Varying concentrations of 3-O-methyl-D-glucopyranose were used to measure responses of jejunal and ileal short circuit currents to determine maximal transport capacity and carrier affinity in a study to assess intestinal glucose transport in rats with diabetes mellitus. It has also been used in a study to investigate nonmetabolizable glucose analogues and ornithine decarboxylase expression in LLC-PK1 cells.

Sonstige Hinweise

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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R N Fedorak et al.
Canadian journal of physiology and pharmacology, 69(8), 1143-1148 (1991-08-01)
Chronic diabetes enhances intestinal absorption of glucose and induces hyperphagia. We examined the enhanced intestinal absorption of glucose in ad libitum-fed rats with streptozocin-induced diabetes mellitus and compared these results with those obtained from pair-fed diabetic animals. Maximal transport capacity
Anna E Di Bartolomeo et al.
Critical care (London, England), 16(5), R167-R167 (2012-09-19)
Studies in the critically ill that evaluate intragastric and post-pyloric delivery of nutrient have yielded conflicting data. A limitation of these studies is that the influence in the route of feeding on glucose absorption and glycaemia has not been determined.
Asaf Miller et al.
Critical care and resuscitation : journal of the Australasian Academy of Critical Care Medicine, 19(1), 37-42 (2017-02-22)
To evaluate the effect of exogenous glucagonlike peptide-1 (GLP-1) on small intestinal glucose absorption and blood glucose concentrations during critical illness. A prospective, blinded, placebo-controlled, cross-over, randomised trial in a mixed medical-surgical adult intensive care unit, with 12 mechanically ventilated
D W Lundgren et al.
The American journal of physiology, 259(4 Pt 1), C647-C653 (1990-10-01)
This report examines the effect of nonmetabolizable glucose analogues on ornithine decarboxylase (ODC) activity in LLC-PK1 cells. The addition of Na(+)-dependent cotransported glucose analogues, 1-O-methyl-alpha-D-glucopyranoside (alpha-MDG) and 1-O-methyl-beta-D-glucopyranoside, to Earle's balanced salt solution minus glucose (EBSS-G) increased ODC activity five-
Christoffer Martinussen et al.
American journal of physiology. Endocrinology and metabolism, 318(6), E956-E964 (2020-03-18)
Enhanced meal-related enteroendocrine secretion, particularly of glucagon-like peptide-1 (GLP-1), contributes to weight-loss and improved glycemia after Roux-en-Y gastric bypass (RYGB). Dietary glucose drives GLP-1 and glucose-dependent insulinotropic polypeptide (GIP) secretion postoperatively. Understanding how glucose triggers incretin secretion following RYGB could
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