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M5026

Sigma-Aldrich

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

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C13H24O11
CAS-Nummer:
7216-69-5
Molekulargewicht:
356.32
MDL-Nummer:
MFCD00079443
UNSPSC-Code:
12352201
PubChem Substanz-ID:
24896968

Form

solid

Lagertemp.

−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

InChIKey

FHNIYFZSHCGBPP-ABBMIVAOSA-N

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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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
Xiaosong Hu et al.
Acta crystallographica. Section C, Crystal structure communications, 66(Pt 2), o67-o70 (2010-02-04)
Methyl beta-D-galactopyranosyl-(1-->4)-alpha-D-mannopyranoside methanol 0.375-solvate, C(13)H(24)O(11).0.375CH(3)OH, (I), was crystallized from a methanol-ethanol solvent system in a glycosidic linkage conformation, with varphi' (O5(Gal)-C1(Gal)-O1(Gal)-C4(Man)) = -68.2 (3) degrees and psi' (C1(Gal)-O1(Gal)-C4(Man)-C5(Man)) = -123.9 (2) degrees , where the ring is defined by atoms
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))
D Solís et al.
The Journal of biological chemistry, 271(22), 12744-12748 (1996-05-31)
The detailed comparison of the carbohydrate-binding properties of related galectins from one organism can be facilitated by the application of an array of deliberately tailored methyl beta-lactoside derivatives. Focusing on chicken due to its expression of two galectins as a
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