(5-acetamido-3,4,6-trihydroxyoxan-2-yl)methyl dihydrogen phosphate, CAS No. 102029-88-9

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102029-88-9

Catalog No. EBD70651

CAS 102029-88-9

Name (5-acetamido-3,4,6-trihydroxyoxan-2-yl)methyl dihydrogen phosphate

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Basic Information

Synonyms: N-ACETYL-D-GLUCOSAMINE6-PHOSPHATEDISODIUMSALT N-ACETYL-D-GLUCOSAMINE6-PHOSPHATEDISODIUM [(2S,3R,4R,5R)-5-acetamido-3,4,6-trihydroxy-oxan-2-yl]methoxyphosphonicacid N-Acetyl-D-Glucosamine6-Phosphate 2-(acetylamino)-2-deoxy-6-O-phosphonohexopyranose 2-(acetylamino)-2-deoxy-6-O-phosphono-D-glucopyranose (5-acetamido-3,4,6-trihydroxy-tetrahydropyran-2-yl)methyldihydrogenphosphate (5-acetamido-3,4,6-trihydroxyoxan-2-yl)methyldihydrogenphosphate

Molecular Formula: C8H15NNaO9P

Molecular Weight: 323.17

MDL Number: MFCD22124942

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides Medicinal Chemistry > Pharmaceutical Excipients > Novel and Functional Excipients

Product Description:

N-Acetyl-D-glucosamine 6-phosphate sodium salt is a phosphorylated derivative of N-acetylglucosamine (GlcNAc). It is a key intermediate in the biosynthesis of UDP-N-acetylglucosamine (UDP-GlcNAc), a crucial nucleotide sugar that serves as a substrate for the synthesis of glycoproteins, proteoglycans, and chitin. The phosphate group at the 6-position is a defining structural feature for its role in metabolic pathways. This compound is primarily used in biochemical and life science research to study carbohydrate metabolism, enzyme kinetics (e.g., for GlcNAc kinases and phosphotransferases), and glycosylation pathways. It serves as a critical precursor in the synthesis of complex carbohydrates and glycoconjugates. Its role extends to investigations in cell biology related to nutrient sensing and signaling via the hexosamine biosynthesis pathway. Beyond research, derivatives of N-acetylglucosamine and its phosphorylated forms have been explored for potential applications in wound healing, osteoarthritis treatment, and as functional ingredients in cosmetics and nutraceuticals due to their involvement in extracellular matrix formation and hydration.

Physical Properties

Density: 1.7 g/cm3