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:
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
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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Peter Capek
Carbohydrate research, 343(8), 1390-1393 (2008-04-25)
An arabinogalactan with a high content of 3-O-methyl-D-galactose residues has been isolated from the aerial parts of sage (Salvia officinalis L.). Structural studies of the polymer indicated a beta-1,6-D-galactopyranose backbone in which at least one-third of D-galactopyranosyl residues carries methoxyl
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
M E Winkler et al.
Journal of inorganic biochemistry, 14(3), 223-235 (1981-06-01)
Alcohol substrate binding to the copper-containing enzyme galactose oxidase (GOase) has been studied by kinetic competition against cyanide and fluoride, 13C nmr relaxation, and esr competition experiments. The 13C nmr spectra of the substrate beta-O-methyl-D-galactopyranoside (beta-O-me-gal) show no apparent paramagnetic
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
Joel S Griffitts et al.
Science (New York, N.Y.), 307(5711), 922-925 (2005-02-12)
The development of pest resistance threatens the effectiveness of Bacillus thuringiensis (Bt) toxins used in transgenic and organic farming. Here, we demonstrate that (i) the major mechanism for Bt toxin resistance in Caenorhabditis elegans entails a loss of glycolipid carbohydrates;
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