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M0779

Sigma-Aldrich

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
EC Number:
211-909-9
MDL number:
MFCD00006602
UNSPSC Code:
12352201
PubChem Substance ID:
24896570
NACRES:
NA.25

Quality Level

200

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

SMILES string

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

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

InChI key

HOVAGTYPODGVJG-XUUWZHRGSA-N

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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 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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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
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
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
Emily B Golden et al.
Biochimica et biophysica acta, 1794(11), 1643-1647 (2009-08-05)
Sweet almond beta-glucosidase is a retaining, family 1, glycohydrolase, catalyzing the highly efficient hydrolysis of a variety of glycosides. For example, the enzyme-catalyzed hydrolysis of methyl beta-D-glucopyranoside is approximately 4 x 10(15)-times faster than the spontaneous hydrolysis at 25 degrees
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