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M4879

Sigma-Aldrich

3-O-Methyl-D-glucopyranose

≥98% (GC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C7H14O6
CAS Number:
13224-94-7
Molecular Weight:
194.18
EC Number:
236-197-7
MDL number:
MFCD00063266
UNSPSC Code:
12352201
PubChem Substance ID:
24896954
NACRES:
NA.25

Quality Level

200

Assay

≥98% (GC)

form

powder

optical activity

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

technique(s)

gas chromatography (GC): suitable

mp

167-169 °C (lit.)

solubility

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

InChI key

SCBBSJMAPKXHAH-OVHBTUCOSA-N

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General description

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

Application

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.

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Nam Q Nguyen et al.
Obesity surgery, 26(1), 77-84 (2015-05-20)
The aim was to determine the effects of fat and protein preloads on pouch emptying (PE), caecal arrival time (CAT), glucose absorption, blood glucose (BSL), gut hormones, haemodynamics and gastrointestinal (GI) symptoms in subjects who had undergone Roux-en-Y gastric bypass
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
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