CAS 155168-05-1

2-O-α-D-Galactopyranosyl-1-deoxynojirimycin

Description:

2-O-α-D-Galactopyranosyl-1-deoxynojirimycin, identified by its CAS number 155168-05-1, is a glycosylated derivative of deoxynojirimycin, which is a naturally occurring alkaloid. This compound features a galactopyranosyl group linked to the nitrogen of the deoxynojirimycin structure, enhancing its biological activity. It is primarily recognized for its potential as an inhibitor of glycosidases, particularly in the context of antiviral and antidiabetic research. The presence of the galactopyranosyl moiety may influence its solubility and bioavailability, making it a subject of interest in medicinal chemistry. Additionally, its structural characteristics suggest that it may exhibit specific interactions with carbohydrate-binding proteins, which could be leveraged in therapeutic applications. The compound is typically studied in the context of its pharmacological properties, including its efficacy in modulating enzyme activity and its potential role in the treatment of diseases associated with glycosylation abnormalities. Overall, 2-O-α-D-Galactopyranosyl-1-deoxynojirimycin represents a significant area of research in the field of glycoscience and drug development.

Formula: C₁₂H₂₃NO₉

InChI: InChI=1S/C12H23NO9/c14-2-4-7(16)8(17)5(1-13-4)21-12-11(20)10(19)9(18)6(3-15)22-12/h4-20H,1-3H2/t4-,5+,6-,7-,8-,9+,10+,11-,12+/m1/s1

InChI key: InChIKey=CQLSQWAVFSEMIE-QZNPSGCDSA-N

SMILES: O([C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)NC2

Synonyms:

• α-D-Galactopyranoside, 4,5-dihydroxy-6-(hydroxymethyl)-3-piperidinyl, [3S-(3α,4β,5α,6β)]-
• α-Homogalactonojirimycin
• 2-O-α-D-Galactopyranosyl-1-deoxynojirimycin
• α-D-Galactopyranoside, (3S,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-piperidinyl
• (3S,4S,5R,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-piperidinyl α-D-galactopyranoside

2-O-α-D-Galactopyranosyl-1-deoxynojirimycin

CAS: 155168-05-1

2-O-a-D-Galactopyranosyl-1-deoxynojirimycin is a monosaccharide derivative of deoxynojirimycin. It is synthesized by the methylation of the natural product, followed by the addition of a click modification and the fluorination of one sugar. This compound has been shown to have anti-inflammatory properties, as well as inhibitory effects on bacterial growth.

Formula: C₁₂H₂₃NO₉

Purity: 90%

Color and Shape: Powder

Molecular weight: 325.31 g/mol

Ref: 3D-MG03577