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Merck
CN

M1379

Methyl α-D-galactopyranoside

≥99% (TLC)

Synonym(s):

Methyl α-D-galactoside

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About This Item

Empirical Formula (Hill Notation):
C7H14O6
CAS Number:
3396-99-4
Molecular Weight:
194.18
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
24896637
EC Number:
222-251-7
Beilstein/REAXYS Number:
81570
MDL number:
MFCD00064085

Key Documents

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Product Name

Methyl α-D-galactopyranoside, ≥99% (TLC)

InChI key

HOVAGTYPODGVJG-PZRMXXKTSA-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

biological source

bovine milk

assay

≥99% (TLC)

form

powder or crystals

optical activity

[α]20/D 173 to 180°, c = 1.5% (w/v) in water

technique(s)

thin layer chromatography (TLC): suitable

color

white

mp

116-117 °C (lit.)

solubility

water: 50 mg/mL, clear, colorless

storage temp.

2-8°C

Quality Level

200

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General description

Methyl α-D-galactopyranoside is potent inhibitor against the Debaryomyces hansenii UFV-1 extracellular and intracellular α-galactosidases.

Application

Methyl α-D-galactopyranoside has been used in computational studies of protonated β-d-galactose and its hydrated complex.

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7531
BCBV1828
BCCJ5132
BCBX8793
BCBR4592V

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Pollyanna A Viana et al.
Carbohydrate research, 346(5), 602-605 (2011-02-25)
α-D-Galactopyranosides were synthesized and their inhibitory activities toward the Debaryomyces hansenii UFV-1 extracellular and intracellular α-galactosidases were evaluated. Methyl α-D-galactopyranoside was the most potent inhibitor compared to the others tested, with K(i)(') values of 0.82 and 1.12 mmolL(-1), for extracellular
Hong-bin Xie et al.
The journal of physical chemistry. B, 116(16), 4851-4859 (2012-04-12)
We present an exploration of proton transfer dynamics in a monosaccharide, based upon ab initio molecular dynamic (AIMD) simulations, conducted "on-the-fly", in β-d-galactose-H(+) (βGal-H(+)) and its singly hydrated complex, βGal-H(+)-H2O. Prior structural calculations identify O6 as the preferred protonation site
Improved synthesis of the 2-, 3-, and 4-deoxy derivatives from methyl beta-D-galactopyranoside.
T H Lin et al.
Carbohydrate research, 188, 228-238 (1989-06-01)
M Mayer et al.
Journal of the American Chemical Society, 123(25), 6108-6117 (2001-06-21)
A protocol based on saturation transfer difference (STD) NMR spectra was developed to characterize the binding interactions at an atom level, termed group epitope mapping (GEM). As an example we chose the well-studied system of galactose binding to the 120-kDa
Z A Popper et al.
Phytochemistry, 57(5), 711-719 (2001-06-09)
Acid hydrolysis of cell wall-rich material from young leaves of the lycophyte Selaginella apoda (L.) Spring yielded substantial amounts of 3-O-methyl-D-galactose (1) in addition to the usual major monosaccharides (glucose, galactose, arabinose, xylose and galacturonic acid). The yield of 1
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