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M5026

Sigma-Aldrich

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:
7216-69-5
Molecular Weight:
356.32
MDL number:
MFCD00079443
UNSPSC Code:
12352201
PubChem Substance ID:
24896968

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 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

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Lot/Batch Number
077F5026

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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 Fernández et al.
Carbohydrate research, 256(2), 223-244 (1994-04-01)
Syntheses of the 3-aminodeoxy (4), 3-deoxy-3-methyl (5), and 3-epi (6) derivatives of methyl beta-lactoside (1) have been achieved from 1 in a straightforward way, and their solution conformations in water and dimethyl sulfoxide analysed through molecular mechanics and dynamics calculations
D Solís et al.
European journal of biochemistry, 214(3), 677-683 (1993-06-15)
The binding of O-methyl and fluorodeoxy derivatives of methyl beta-lactoside to the Ricinus communis toxin (RCA60) and agglutinin (RCA120) was studied in order to determine the donor/acceptor relationships of the hydrogen bonds between the hydroxyl groups of methyl beta-lactoside and
Thomas E Klepach et al.
Acta crystallographica. Section C, Crystal structure communications, 65(Pt 12), o601-o606 (2009-12-08)
Methyl beta-allolactoside [methyl beta-D-galactopyranosyl-(1-->6)-beta-D-glucopyranoside], (II), was crystallized from water as a monohydrate, C(13)H(24)O(11).H(2)O. The betaGalp and betaGlcp residues in (II) assume distorted (4)C(1) chair conformations, with the former more distorted than the latter. Linkage conformation is characterized by phi' (C2(Gal)-C1(Gal)-O1(Gal)-C6(Glc))
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