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Merck
CN

M0285

Methyl-β-D-galactopyranoside

Synonym(s):

Methyl β-D-galactoside

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About This Item

Empirical Formula (Hill Notation):
C7H14O6
CAS Number:
Molecular Weight:
194.18
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
217-361-7
Beilstein/REAXYS Number:
81569
MDL number:
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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

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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)

Regulatory Information

涉药品监管产品
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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
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
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
Feng Yang et al.
Carbohydrate research, 337(6), 485-491 (2002-03-14)
Oligosaccharide derivatives from sanqi, a Chinese herbal medicine derived from Panax notoginseng, methyl beta-D-galactopyranosyl-(1-->3)-[alpha-L-arabinofuranosyl-(1-->6)]-alpha-D-galactopyranoside, diosgenyl beta-D-galactopyranosyl-(1-->3)-[alpha-L-arabinofuranosyl-(1-->6)]-alpha-D-galactopyranoside, and methyl beta-D-galactopyranosyl-(1-->3)-[alpha-L-arabinofuranosyl-(1-->6)]-alpha-D-galactopyranosyl-(1-->4)-beta-D-galactopyranosyl-(1-->3)-[alpha-L-arabinofuranosyl-(1-->6)]-alpha-D-galactopyranoside, were synthesized under standard glycosylation conditions. An unexpected alpha-(1-->4) linkage was formed predominantly in the presence of neighboring participation group during
María del Carmen Fernández-Alonso et al.
Journal of the American Chemical Society, 127(20), 7379-7386 (2005-05-19)
The existence of stabilizing carbohydrate-aromatic interactions is demonstrated from both the theoretical and experimental viewpoints. The geometry of experimentally based galactose-lectin complexes has been properly accounted for by using a MP2/6-31G(d,p) level of theory and by considering a counterpoise correction

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