CAS 7216-73-1

Methyl cellobioside

Description:

Methyl cellobioside is a disaccharide derivative of cellulose, specifically a methylated form of cellobiose. It is characterized by its molecular structure, which consists of two glucose units linked by a β-1,4-glycosidic bond, with a methoxy group (-OCH3) attached to one of the hydroxyl groups. This modification enhances its solubility in organic solvents compared to its parent compound, making it useful in various applications, including as a surfactant or emulsifier in food and pharmaceutical industries. Methyl cellobioside is typically a white to off-white powder and is soluble in water and some organic solvents. Its properties can vary based on the degree of methylation and the source of cellulose used for its synthesis. Additionally, it exhibits non-toxic characteristics, which makes it suitable for use in biocompatible applications. As with many cellulose derivatives, it may also possess functional properties such as thickening, stabilizing, and film-forming abilities, contributing to its versatility in industrial formulations.

Formula: C₁₃H₂₄O₁₁

InChI: 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: InChIKey=FHNIYFZSHCGBPP-VJNWNIOVSA-N

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

Synonyms:

• Cellobioside, methyl
• Glucopyranoside, methyl 4-O-β-<span class="text-smallcaps">D</smallcap>-glucopyranosyl-, β-<smallcap>D</span>-
• Methyl 4-O-beta-D-glucopyranosyl-beta-D-glucopyranoside
• Methyl 4-O-β-<span class="text-smallcaps">D</smallcap>-glucopyranosyl-β-<smallcap>D</span>-glucopyranoside
• Methyl beta-cellobioside
• Methyl cellobioside
• Methyl β-<span class="text-smallcaps">D</span>-cellobioside
• Methyl β-cellobioside
• β-<span class="text-smallcaps">D</smallcap>-Glucopyranoside, methyl 4-O-β-<smallcap>D</span>-glucopyranosyl-
• Methyl 4-O-β-D-glucopyranosyl-β-D-glucopyranoside
• Glucopyranoside, methyl 4-O-β-D-glucopyranosyl-, β-D-

Methyl b-D-cellobioside

CAS: 7216-73-1

Methyl β-D-cellobioside is the β-configured glycosylation product of cellobiose and methanol. It is a cellobiose mimetic without the reactive (reducing) properties of the cellobiose aldehyde/hemiacetal. As a highly water soluble, non-reducing mimetic of cellobiose (the repeating disaccharide of cellulose), methyl β-D-cellobioside has been applied as inhibitor of binding events involving cellulose-binding domains (CBD) in proteins, for instance as part of the eluent in the related affinity chromatography. It is also a substrate for various β-glucosidases and glycosyltransferases, and the scaffold is a useful starting material for the chemical synthesis of inhibitors of the latter types of enzymes.

Formula: C₁₃H₂₄O₁₁

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 356.32 g/mol

Ref: 3D-OM158903