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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biological source

synthetic

Quality Level

200

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

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-VOQCIKJUSA-N

Related Categories

Biochemicals

Carbohydrates for Biochemical Research

Cell Culture Supplements & Reagents

Chemical Biology

Chemistry & Biochemicals

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This Item	P6501	F8150	M8146
Sigma-Aldrich M0285 Methyl-β-D-galactopyranoside	Sigma-Aldrich P6501 Phenyl-β-D-galactopyranoside	Sigma-Aldrich F8150 D-(+)-Fucose	Sigma-Aldrich M8146 Methyl-β-D-thiogalactoside
technique(s) gas chromatography (GC): suitable	technique(s) -	technique(s) gas chromatography (GC): suitable	technique(s) thin layer chromatography (TLC): suitable
biological source synthetic	biological source -	biological source synthetic	biological source synthetic
assay ≥98% (GC)	assay ≥98% (TLC)	assay ≥97% (GC)	assay ≥98% (TLC)
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200
solubility water: 50 mg/mL, clear, colorless	solubility -	solubility H₂O: 100 mg/mL, clear to slightly hazy, colorless to faintly yellow	solubility water: 50 mg/mL, clear, colorless
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

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

1-O-Acetyl-beta-D-galactopyranose: a novel substrate for the transglycosylation reaction catalyzed by the beta-galactosidase from Penicillium sp.

Alexander I Zinin et al.

Carbohydrate research, 337(7), 635-642 (2002-03-23)

1-O-Acetyl-beta-D-galactopyranose (AcGal), a new substrate for beta-galactosidase, was synthesized in a stereoselective manner by the trichloroacetimidate procedure. Kinetic parameters (K(M) and k(cat)) for the hydrolysis of 1-O-acetyl-beta-D-galactopyranose catalyzed by the beta-D-galactosidase from Penicillium sp. were compared with similar characteristics for

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Global Trade Item Number

SKU	GTIN
M0285-10G	04061832391434
M0285-5G	04061832391441
M0285-1G	04061833992968

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