CAS 13000-25-4

2-Amino-2-deoxy-4-O-β-D-galactopyranosyl-D-glucose

Description:

2-Amino-2-deoxy-4-O-β-D-galactopyranosyl-D-glucose, also known as galactosylated glucosamine, is a derivative of glucose that features an amino group and a galactose moiety. This compound is characterized by its structural complexity, which includes a pyranose ring and specific stereochemistry that influences its biological activity. It is typically a white to off-white crystalline powder, soluble in water due to the presence of hydroxyl groups, which enhances its interaction with polar solvents. The amino group contributes to its potential as a substrate in various biochemical pathways, while the galactose unit may facilitate interactions with specific receptors or enzymes. This compound is of interest in biochemical research, particularly in studies related to glycosylation processes, cell signaling, and potential therapeutic applications. Its CAS number, 13000-25-4, serves as a unique identifier in chemical databases, aiding in the identification and study of its properties and applications in various fields, including biochemistry and pharmacology.

Formula: C₁₂H₂₃NO₁₀

InChI: InChI=1/C12H23NO10/c13-4(1-14)7(18)11(5(17)2-15)23-12-10(21)9(20)8(19)6(3-16)22-12/h1,4-12,15-21H,2-3,13H2/t4-,5+,6+,7+,8-,9-,10+,11+,12-/m0/s1

InChI key: InChIKey=LAVNEPYDFKGEOD-JVCRWLNRSA-N

SMILES: O([C@@H]([C@@H]([C@H](C=O)N)O)[C@@H](CO)O)[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O

Synonyms:

• (2R,3R,4R,5R)-2-amino-3,5,6-trihydroxy-4-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-hexanal
• 2-Amino-2-deoxy-4-O-β-<span class="text-smallcaps">D</smallcap>-galactopyranosyl-<smallcap>D</span>-glucose
• 4-O-B-D-Galactopyranosyl-D-Glucosamine
• <span class="text-smallcaps">D</smallcap>-Glucose, 2-amino-2-deoxy-4-O-β-<smallcap>D</span>-galactopyranosyl-
• D-Glucose, 2-amino-2-deoxy-4-O-β-D-galactopyranosyl-
• 2-Amino-2-deoxy-4-O-β-D-galactopyranosyl-D-glucose
• Lactosamine
• D-Glucose, 2-amino-2-deoxy-4-o-beta-D-galactopyranosyl-
• N-Allyloxycarbonyl Peracetyl &beta
• (2R,3R,4S,5R)-2-amino-3,5,6-trihydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanal
• 2-Amino-2-deoxy-4-o-beta-D-galactopyranosyl-D-glucose
• Lactosamine (>85%)

4-O-b-D-Galactopyranosyl-D-glucosamine

CAS: 13000-25-4

Ref: 7W-GC9258

Lactosamine (>85%)

Controlled Product

CAS: 13000-25-4

Applications Lactosamine forms the backbone of several cell surface glycans such as sialylated glycans or keratin sulfates. Also, it is a basic structural element of Lewis type, and human milk oligosaccharides.
References Karoly, A., et al.: Tetrahedron Lett., 57, 2595-2597 (2016)

Formula: C₁₂H₂₃NO₁₀

Purity: >85%

Color and Shape: Neat

Molecular weight: 341.31

Ref: TR-L113920

4-O-(b-D-Galactopyranosyl)-D-glucosamine

CAS: 13000-25-4

4-O-(b-D-Galactopyranosyl)-D-glucosamine is a sugar that is found in the human body. It has been shown to have anti-cancer properties and is being studied as a potential therapeutic agent for squamous cell carcinoma. Basic structural analysis of 4-O-(b-D-Galactopyranosyl)-D-glucosamine has been performed on methyl glycosides, oligosaccharides, and bovine serum albumin. The sugar can be used to inhibit transcriptional regulation through its interactions with DNA. 4-O-(b-D-Galactopyranosyl)-D-glucosamine has also been found to inhibit the activities of enzymes involved in methyl glycoside synthesis, which may be related to its effects on cancer cells.

Formula: C₁₂H₂₃NO₁₀

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 341.31 g/mol

Ref: 3D-OG12059