CAS 29493-59-2

N-[(2R)-4-(β-D-Glucopyranosyloxy)-2-hydroxy-3,3-dimethyl-1-oxobutyl]-β-alanine

Description:

N-[(2R)-4-(β-D-Glucopyranosyloxy)-2-hydroxy-3,3-dimethyl-1-oxobutyl]-β-alanine, with the CAS number 29493-59-2, is a complex organic compound characterized by its structural features that include a β-alanine moiety and a glucopyranosyl group. This compound exhibits properties typical of amino acids and glycosides, suggesting potential solubility in water due to the presence of the hydrophilic glucopyranosyl unit. The presence of hydroxyl groups contributes to its reactivity and potential for hydrogen bonding, which may influence its biological activity and interactions with other molecules. The stereochemistry indicated by the (2R) configuration suggests specific spatial arrangements that can affect the compound's function in biological systems. Additionally, the presence of a dimethyl group and a ketone functional group may impart unique chemical reactivity, making it of interest in various biochemical applications, including potential roles in metabolic pathways or as a building block in synthetic chemistry. Overall, this compound's structural complexity and functional groups suggest diverse applications in pharmaceuticals and biochemistry.

Formula: C₁₅H₂₇NO₁₀

InChI: InChI=1S/C15H27NO10/c1-15(2,12(23)13(24)16-4-3-8(18)19)6-25-14-11(22)10(21)9(20)7(5-17)26-14/h7,9-12,14,17,20-23H,3-6H2,1-2H3,(H,16,24)(H,18,19)/t7-,9-,10+,11-,12+,14-/m1/s1

InChI key: InChIKey=GMURXYJSTRMISD-BGWRNRDFSA-N

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

Synonyms:

• β-Alanine, N-[(2R)-4-(β-D-glucopyranosyloxy)-2-hydroxy-3,3-dimethyl-1-oxobutyl]-
• β-Alanine, N-[4-(β-D-glucopyranosyloxy)-2-hydroxy-3,3-dimethylbutyryl]-, D-
• N-[(2R)-4-(β-D-Glucopyranosyloxy)-2-hydroxy-3,3-dimethyl-1-oxobutyl]-β-alanine
• 4′-O-(β-D-Glucopyranosyl)-D-pantothenic acid
• β-Alanine, N-[4-(β-D-glucopyranosyloxy)-2-hydroxy-3,3-dimethyl-1-oxobutyl]-, (R)-

4'-O-(b-D-Glucopyranosyl)-D-pantothenic acid

CAS: 29493-59-2

4'-O-(b-D-Glucopyranosyl)-D-pantothenic acid is a glycosylated, fluorinated, and methylated complex carbohydrate. It has been synthesized by Click chemistry. 4'-O-(b-D-Glucopyranosyl)-D-pantothenic acid has been shown to be a potent inhibitor of the production of proinflammatory cytokines in mouse macrophages. This compound also inhibits the synthesis of bacterial cell wall polysaccharides by inhibiting glycosyltransferases and depolymerizing the sugar backbone.

Formula: C₁₅H₂₇NO₁₀

Purity: Min. 95%

Molecular weight: 381.38 g/mol

Ref: 3D-MG71476