M0285

Methyl-β-D-galactopyranoside

Name: Methyl-β-<SC>D</SC>-galactopyranoside
Brand: SIGMA

Synonym(s):

Methyl β-D-galactoside

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About This Item

Empirical Formula (Hill Notation):

C₇H₁₄O₆

CAS Number:

1824-94-8

Molecular Weight:

194.18

UNSPSC Code:

12352201

NACRES:

NA.25

PubChem Substance ID:

24896547

EC Number:

217-361-7

Beilstein/REAXYS Number:

81569

MDL number:

MFCD00064357

Key Documents

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InChI key

HOVAGTYPODGVJG-VOQCIKJUSA-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

synthetic

assay

≥98% (GC)

form

powder

technique(s)

gas chromatography (GC): suitable

color

white to faint yellow

mp

176-179 °C

solubility

water: 50 mg/mL, clear, colorless

storage temp.

2-8°C

Quality Level

200

Related Categories

Biochemicals

Carbohydrates for Biochemical Research

Cell Culture Supplements & Reagents

Chemical Biology

Chemistry & Biochemicals

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Show Differences

1 of 4

This Item	M0779	B4252	F8150
Sigma-Aldrich M0285 Methyl-β-D-galactopyranoside	Sigma-Aldrich M0779 Methyl β-D-glucopyranoside	Sigma-Aldrich B4252 5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside	Sigma-Aldrich F8150 D-(+)-Fucose
technique(s) gas chromatography (GC): suitable	technique(s) HPLC: suitable, gas chromatography (GC): suitable	technique(s) -	technique(s) gas chromatography (GC): suitable
biological source synthetic	biological source -	biological source -	biological source synthetic
assay ≥98% (GC)	assay ≥99% (HPLC and GC)	assay ≥98%	assay ≥97% (GC)
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200
solubility water: 50 mg/mL, clear, colorless	solubility water: 100 mg/mL, clear, colorless	solubility DMF: methanol (1:1): 50 mg/mL	solubility H₂O: 100 mg/mL, clear to slightly hazy, colorless to faintly yellow
form powder	form powder	form powder	form powder

General description

A β-D-galactopyranoside having a methyl substituent at the anomeric position.

Biochem/physiol Actions

Methyl galactoside is a hexose involved in the metabolism of 2-deoxygalactose.

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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Group epitope mapping by saturation transfer difference NMR to identify segments of a ligand in direct contact with a protein receptor.

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

Sugar recognition by a glucose/galactose receptor. Evaluation of binding energetics from molecular dynamics simulations.

J Aqvist et al.

The Journal of biological chemistry, 270(17), 9978-9981 (1995-04-28)

A new theoretical method for free energy calculations is used to compute the absolute binding constants for beta-D-glucose and methyl-beta-D-galactoside to the periplasmic glucose/galactose receptor from Salmonella typhimurium. The computer simulation results agree well with available experimental data and make

3-O-methyl-D-galactose residues in lycophyte primary cell walls.

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

Structural elucidation of a 3-O-methyl-D-galactose-containing neutral polysaccharide from the fruiting bodies of Phellinus igniarius.

Yan Yang et al.

Carbohydrate research, 342(8), 1063-1070 (2007-03-16)

PIP60-1, a novel heteropolysaccharide isolated from fruiting bodies of the medicinal fungus, Phellinus igniarius, has a molecular weight of 1.71 x 10(4)Da and is composed of L-fucose, D-glucose, D-mannose, D-galactose and 3-O-Me-D-galactose in a ratio of 1:1:1:2:1. A structural investigation

Primary structure determination of seven novel N-linked carbohydrate chains derived from hemocyanin of Lymnaea stagnalis. 3-O-methyl-D-galactose and N-acetyl-D-galactosamine as constituents of xylose-containing N-linked oligosaccharides in an animal glycoprotein.

J A Van Kuik et al.

European journal of biochemistry, 169(2), 399-411 (1987-12-01)

Hemocyanin from the freshwater snail Lymnaea stagnalis is a high-molecular-mass copper-containing glyco-protein which functions as oxygen carrier in the hemolymph. To release the carbohydrate chains, the protein was digested by pronase followed by hydrazinolysis and reduction. The oligosaccharide-alditols were purified

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