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M0285

Sigma-Aldrich

Methyl-β-D-galactopyranoside

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
Beilstein:
81569
EC Number:
217-361-7
MDL number:
MFCD00064357
UNSPSC Code:
12352201
PubChem Substance ID:
24896547
NACRES:
NA.25

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

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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;
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
N Declerck et al.
Protein engineering, 7(8), 997-1004 (1994-08-01)
The L-arabinose binding protein (ABP) of Escherichia coli naturally binds L-arabinose and D-galactose with very high affinity and, with reduced affinity, a variety of other sugars that differ only at the C5 position of the pyranose ring. However, there are
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
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