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Merck
CN

M5026

Methyl 4-O-β-D-galactopyranosyl-β-D-glucopyranoside

Synonym(s):

β-D-Gal-[1→4]-β-D-Glc-1→OMe, Methyl β-lactoside

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About This Item

Empirical Formula (Hill Notation):
C13H24O11
CAS Number:
Molecular Weight:
356.32
UNSPSC Code:
12352201
PubChem Substance ID:
MDL number:
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form

solid

storage temp.

−20°C

SMILES string

[H][C@]1(O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)O[C@H]2[C@H](O)[C@@H](O)[C@H](OC)O[C@@H]2CO

InChI

1S/C13H24O11/c1-21-12-10(20)8(18)11(5(3-15)23-12)24-13-9(19)7(17)6(16)4(2-14)22-13/h4-20H,2-3H2,1H3/t4-,5-,6+,7+,8-,9-,10-,11-,12-,13+/m1/s1

InChI key

FHNIYFZSHCGBPP-ABBMIVAOSA-N

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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M A Ali et al.
Carbohydrate research, 216, 271-287 (1991-09-02)
Treatment of methyl beta-lactoside with triphenylphosphine-carbon tetrabromide in pyridine gave the 3',6'-anhydro-6-bromo-6-deoxy derivative, from which 6-thio derivatives were prepared, and methyl 3',4'-O-isopropylidene-beta-lactoside gave the 6,6'-dibromo-6,6'-dideoxy derivative. A dibromide was prepared also from methyl 4',6'-O-benzylidene-beta-lactoside by bromination with Ph3P-CBr4, acetylation, and
J L Asensio et al.
European journal of biochemistry, 233(2), 618-630 (1995-10-15)
The conformation in solution of methyl beta-galactopyranosyl-(1-->4)-alpha-glucopyranoside (methyl alpha-lactoside) and methyl beta-galactopyranosyl-(1-->6)-beta-glucopyranoside (methyl beta-allolactoside) has been studied through NMR spectroscopy and molecular mechanics calculations. NOE measurements both in the laboratory and rotating frames, have been interpreted in terms of an
P Fernandez et al.
Carbohydrate research, 271(1), 31-42 (1995-07-10)
Milk lactose is hydrolysed to D-galactose and D-glucose in the small intestine of mammals by the lactase-phlorizin hydrolase complex (LPH, EC 3.2.1.23-62). Lactase activity has broad substrate selectivity and several glycosides are substrates. Recently, using the monodeoxy derivatives of methyl
P Fernández et al.
Carbohydrate research, 254, 61-79 (1994-02-17)
The synthesis of all the possible monomethyl ethers of methyl beta-lactoside (1) has been performed from 1 in a straightforward way, making use of the different reactivity of the hydroxyl groups in alkylation and stannylation reactions. In addition, the deoxyfluoro
Qingfeng Pan et al.
Acta crystallographica. Section C, Crystal structure communications, 62(Pt 2), o82-o85 (2006-02-04)
Methyl beta-L-lactoside, C13H24O11, (II), is described by glycosidic torsion angles phi (O5Gal-C1Gal-O4Glc-C4Glc) and psi (C1Gal-O1Gal-C4Glc-C5Glc) of 93.89 (13) and -127.43 (13) degrees , respectively, where the ring atom numbering conforms to the convention in which C1 is the anomeric C

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