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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

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)

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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
Carmen Castaneda-Sceppa et al.
Journal of cellular biochemistry, 109(6), 1109-1117 (2010-01-14)
The sodium-dependent glucose co-transporter (SGLT1) is regulated by protein kinases. The aim of the present study was to examine the role of protein kinase C (PKC) in the regulation of rabbit (rb) SGLT1 activity as determined by alpha-methyl-D-glucopyranoside (AMG) uptake
Tiemin Liu et al.
American journal of physiology. Cell physiology, 295(1), C64-C72 (2008-05-02)
Investigation of the structure/function relationships of the sodium-glucose transporter (SGLT1) is crucial to understanding the cotransporter mechanism. In the present study, we used cysteine-scanning mutagenesis and chemical modification by methanethiosulfonate (MTS) derivatives to test whether predicted transmembrane IV participates in
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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