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M1379

Sigma-Aldrich

Methyl α-D-galactopyranoside

≥99% (TLC)

Synonym(s):

Methyl α-D-galactoside

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About This Item

Empirical Formula (Hill Notation):
C7H14O6
CAS Number:
3396-99-4
Molecular Weight:
194.18
Beilstein:
81570
EC Number:
222-251-7
MDL number:
MFCD00064085
UNSPSC Code:
12352201
PubChem Substance ID:
24896637
NACRES:
NA.25

biological source

bovine milk

Assay

≥99% (TLC)

form

powder or crystals

optical activity

[α]20/D 173 to 180°, c = 1.5% (w/v) in water

technique(s)

thin layer chromatography (TLC): suitable

color

white

mp

116-117 °C (lit.)

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-PZRMXXKTSA-N

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General description

Methyl α-D-galactopyranoside is potent inhibitor against the Debaryomyces hansenii UFV-1 extracellular and intracellular α-galactosidases.

Application

Methyl α-D-galactopyranoside has been used in computational studies of protonated β-d-galactose and its hydrated complex.

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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Hong-bin Xie et al.
The journal of physical chemistry. B, 116(16), 4851-4859 (2012-04-12)
We present an exploration of proton transfer dynamics in a monosaccharide, based upon ab initio molecular dynamic (AIMD) simulations, conducted "on-the-fly", in β-d-galactose-H(+) (βGal-H(+)) and its singly hydrated complex, βGal-H(+)-H2O. Prior structural calculations identify O6 as the preferred protonation site
Pollyanna A Viana et al.
Carbohydrate research, 346(5), 602-605 (2011-02-25)
α-D-Galactopyranosides were synthesized and their inhibitory activities toward the Debaryomyces hansenii UFV-1 extracellular and intracellular α-galactosidases were evaluated. Methyl α-D-galactopyranoside was the most potent inhibitor compared to the others tested, with K(i)(') values of 0.82 and 1.12 mmolL(-1), for extracellular
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
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
Satoru Takahashi et al.
Epilepsy research, 80(1), 18-22 (2008-05-06)
Glucose transporter 1 (GLUT1) deficiency syndrome is caused by a deficit in glucose transport to the brain during the pre- and postnatal periods. Here, we report two cases of GLUT1 deficiency syndrome diagnosed on the basis of clinical features, reduced
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