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Merck

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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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)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP1745
BCCM7627
BCCL6948
BCCL8529
BCCK4248

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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
Sirpa Vuorinen et al.
AAPS PharmSciTech, 10(2), 566-573 (2009-05-12)
Sugar end-capped poly-D,L-lactide (SPDLA) polymers were investigated as a potential release controlling excipient in oral sustained release matrix tablets. The SPDLA polymers were obtained by a catalytic ring-opening polymerization technique using methyl alpha-D-gluco-pyranoside as a multifunctional initiator in the polymerization.
E P Briczinski et al.
Applied and environmental microbiology, 74(22), 6941-6948 (2008-09-16)
Two strains of Bifidobacterium animalis subsp. lactis were indistinguishable by several nucleic acid-based techniques; however, the type strain DSMZ 10140 was glucose utilization positive, while RB 4825, an industrially employed strain, was unable to grow rapidly on glucose as the
Zhenqian Zhu et al.
Rapid communications in mass spectrometry : RCM, 26(11), 1320-1328 (2012-05-05)
Differentiation of underivatized monosaccharides is essential in the structural elucidation of oligosaccharides which are closely involved in many life processes. So far, such differentiation has been usually achieved by electrospray ionization mass spectrometry (ESI-MS). As an alternative to ESI-MS, atmospheric
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