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Merck
CN

M0779

Methyl β-D-glucopyranoside

≥99% (HPLC and GC)

Synonym(s):

Methyl β-D-glucoside

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About This Item

Empirical Formula (Hill Notation):
C7H14O6
CAS Number:
709-50-2
Molecular Weight:
194.18
NACRES:
NA.25
PubChem Substance ID:
24896570
UNSPSC Code:
12352201
EC Number:
211-909-9
MDL number:
MFCD00006602

Key Documents

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Product Name

Methyl β-D-glucopyranoside, ≥99% (HPLC and GC)

InChI key

HOVAGTYPODGVJG-XUUWZHRGSA-N

InChI

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

SMILES string

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

assay

≥99% (HPLC and GC)

form

powder

optical activity

[α]/D -36 to -34 °, c = 4% (w/v) in water

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

<11.5% water

color

white

mp

111-113  °C

solubility

water: 100 mg/mL, clear, colorless

Quality Level

200

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Application

Methyl β-D-glucopyranoside has been used in a study to assess alternansucrase acceptor reactions with methyl hexopyranosides. It has also been used in a study to investigate the specificity of yeast Saccharomyces cerevisiae in removing carbohydrates by fermentation.

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7627
BCCL6948
BCCL8529
BCCK4248
BCCJ8382

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Gregory L Côté et al.
Carbohydrate research, 338(19), 1961-1967 (2003-09-23)
Alternansucrase (EC 2.4.1.140, sucrose: (1-->6), (1-->3)-alpha-D-glucan 6(3)-alpha-D-glucosyltransferase) is a D-glucansucrase that synthesizes an alternating alpha-(1-->3), (1-->6)-linked D-glucan from sucrose. It also synthesizes oligosaccharides via D-glucopyranosyl transfer to various acceptor sugars. We have studied the acceptor products arising from methyl glycosides
Seung-Heon Yoon et al.
Carbohydrate research, 338(10), 1127-1132 (2003-04-23)
The specificity of Saccharomyces cerevisiae yeast on the removal of carbohydrates by fermentation was studied. The common monosaccharides, D-glucose, D-fructose, D-mannose, and D-galactose were completely removed; D-glucuronic acid and D-ribose were partially removed; but D-xylose, D-rhamnose, and L-sorbose were not
Maxime G Blanchard et al.
American journal of physiology. Cell physiology, 295(5), C1464-C1472 (2008-10-03)
The ion-trap technique is an experimental approach allowing measurement of changes in ionic concentrations within a restricted space (the trap) comprised of a large-diameter ion-selective electrode apposed to a voltage-clamped Xenopus laevis oocyte. The technique is demonstrated with oocytes expressing
Donald D F Loo et al.
The Journal of membrane biology, 223(2), 87-106 (2008-07-02)
Drugs are transported by cotransporters with widely different turnover rates. We have examined the underlying mechanism using, as a model system, glucose and indican (indoxyl-beta-D-glucopyranoside) transport by human Na+/glucose cotransporter (hSGLT1). Indican is transported by hSGLT1 at 10% of the
Carmen Castaneda-Sceppa et al.
Journal of physiology and biochemistry, 66(2), 105-115 (2010-04-30)
The present study explored whether calcitriol plays a role in the regulation of sodium-dependent glucose transporter protein 1 (SGLT1) activity. For this purpose, alpha-methyl glucoside (AMG) uptake in stable transfected Chinese hamster ovary (CHO-G6D3) cells expressing rabbit SGLT1 (rbSGLT1) was
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