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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:
3396-99-4
Peso molecular:
194.18
Beilstein/REAXYS Number:
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

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
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
Alexander I Zinin et al.
Carbohydrate research, 337(7), 635-642 (2002-03-23)
1-O-Acetyl-beta-D-galactopyranose (AcGal), a new substrate for beta-galactosidase, was synthesized in a stereoselective manner by the trichloroacetimidate procedure. Kinetic parameters (K(M) and k(cat)) for the hydrolysis of 1-O-acetyl-beta-D-galactopyranose catalyzed by the beta-D-galactosidase from Penicillium sp. were compared with similar characteristics for
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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