Methyl lactoside

• CAS: 7216-69-5
• Catalog Number: ACM7216695-1
• Category: Main Products
• Molecular Weight: 356.32
• Molecular Formula: C13H24O11
• Synonyms: Methyl-beta-D-lactoside
• Appearance: White to off-white powder

Case Study

Molecular Recognition Studies Of Methyl Lactoside Analogs

RIVERA-SAGREDO, Alfonso, et al. European journal of biochemistry 197.1 (1991): 217-228.

The binding of methyl β-lactoside and all possible monodeoxy derivatives of methyl β-lactoside to the galactose-specific highly cytotoxic lectin ricin has been studied. The distribution of low-energy conformers of the disaccharide structure has first been determined using molecular mechanics calculations and high-resolution NMR spectroscopy. The observed nuclear Overhauser enhancement and specific deshielding are consistent with a similar distribution of low-energy conformers for all investigated compounds, which can be described by major conformers defined by cp (H1'-C1'-01'-C4), w (C1'-01'-C4-H4) torsion angles of 49" and 5", respectively, with contributions from conformers with angles cp/w 24"/59", 22"/32" and 6"/44". Assuming that the disaccharide binds to the lectin in these preferred conformations, the apparent dissociation constants of the ricin disaccharide complexes have been interpreted in terms of specific polar and nonpolar interactions. In agreement with the X-ray data, the hydroxyl groups at positions 3, 4, and 6 of the P-D-galactopyranose moiety behave as key polar groups in the interaction with ricin.
The coordinates of the constituent glucose and galactose residues were obtained by molecular mechanics calculations and modified as needed for the different derivatives. The methyl groups at the reducing glucose residues were oriented at a 55" cp angle, in accordance with previous findings for several methyl fl-D-pyranosides 1441. For each conformer, energy values were found for the combination of gg and gt for the side chains of the glucose residues, although in one of the conformers (conformer C), their cp/y values differed. The gt orientation of the galactose residues was used for the geometry optimization of 4-8, and the gg and gt orientations of the side chains of the glucose moiety were calculated simultaneously. A new local minimum was detected by this approach.

Custom Q&A

What is the molecular formula of methyl lactoside?

The molecular formula of methyl lactoside is C13H24O11.

What are the synonyms of methyl lactoside?

The synonyms of methyl lactoside are Methyl beta-lactoside, BETA-METHYLLACTOSIDE, and Methyl-beta-lactoside.

What is the molecular weight of methyl lactoside?

The molecular weight of methyl lactoside is 356.32 g/mol.

How is methyl lactoside described?

Methyl lactoside is described as a methyl glycoside comprising methyl beta-D-glucoside having a beta-D-galactosyl residue at the 4-position. It is functionally related to beta-lactose.

What is the IUPAC name of methyl lactoside?

The IUPAC name of methyl lactoside is (2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-methoxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol.

What is the InChI of methyl lactoside?

The InChI of methyl lactoside is 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.

What is the InChIKey of methyl lactoside?

The InChIKey of methyl lactoside is FHNIYFZSHCGBPP-ABBMIVAOSA-N.

What is the CAS number of methyl lactoside?

The CAS number of methyl lactoside is 7216-69-5.

What is the UNII of methyl lactoside?

The UNII of methyl lactoside is 868YEO5270.

What is the formal charge of methyl lactoside?

The formal charge of methyl lactoside is 0.