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MilliporeSigma

M1379

Sigma-Aldrich

Methyl α-D-galactopyranoside

≥99% (TLC)

Sinónimos:

Methyl α-D-galactoside

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About This Item

Fórmula empírica (notación de Hill):
C7H14O6
Número de CAS:
Peso molecular:
194.18
Beilstein/REAXYS Number:
81570
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

biological source

bovine milk

Quality Level

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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;
J W Dallinga et al.
Biological mass spectrometry, 23(12), 764-770 (1994-12-01)
The fast atom bombardment collision-induced dissociation mass spectra of the [M-H]- ions of the 2-, 3-, 4- and 6-deoxy derivatives from methyl beta-D-galactopyranoside and some related compounds have been recorded. The fragmentation reactions of these quasimolecular ions and of OD-labelled

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