D-氨基葡萄糖 6-磷酸, D-Glucosamine 6-phosphate

D-Glucosamine 6-phosphate, the natural form of glucosamine, is a monosaccharide produced during hexosamine biosynthesis pathway by the enzyme glucosamine-6-phosphate deaminase from the two substrates fructose 6-phosphate and glutamine.

Glucosamine 6-phosphate, also known as GLCN-6-p or glucose-6-phosphoric acid, belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. Glucosamine 6-phosphate is soluble (in water) and a moderately acidic compound (based on its pKa). Within the cell, glucosamine 6-phosphate is primarily located in the cytoplasm and lysosome. Glucosamine 6-phosphate exists in all eukaryotes, ranging from yeast to humans. Glucosamine 6-phosphate participates in a number of enzymatic reactions. In particular, Glucosamine 6-phosphate and L-glutamic acid can be biosynthesized from fructose 6-phosphate and L-glutamine; which is mediated by the enzyme glutamine--fructose-6-phosphate aminotransferase. Furthermore, Acetyl-CoA and glucosamine 6-phosphate can be converted into N-acetyl-D-glucosamine 6-phosphate; which is mediated by the enzyme glucosamine 6-phosphate N-acetyltransferase. Furthermore, Glucosamine 6-phosphate and acetic acid can be biosynthesized from N-acetyl-D-glucosamine 6-phosphate; which is mediated by the enzyme putative N-acetylglucosamine-6-phosphate deacetylase. Finally, Glucosamine 6-phosphate can be converted into N-acetyl-D-glucosamine 6-phosphate; which is catalyzed by the enzyme glucosamine 6-phosphate N-acetyltransferase. In humans, glucosamine 6-phosphate is involved in the amino sugar metabolism pathway, the glutamate metabolism pathway, and the homocarnosinosis pathway. Glucosamine 6-phosphate is also involved in several metabolic disorders, some of which include the salla disease/infantile sialic Acid storage disease pathway, the g(m2)-gangliosidosis: variant b, tay-sachs disease pathway, the hyperinsulinism-hyperammonemia syndrome pathway, and the tay-sachs disease pathway.

Alpha-D-glucosamine 6-phosphate is a 2-amino-2-deoxy-D-glucopyranose 6-phosphate that has an alpha-configuration at the anomeric position. It has a role as a human metabolite and a Saccharomyces cerevisiae metabolite. It derives from an alpha-D-glucosamine. It is a conjugate acid of an alpha-D-glucosamine 6-phosphate(1-).

D-Glucosamine 6-phosphate is a non-essential amino acid that belongs to the group of nucleotide sugar phosphates. It is a metabolite of the sugar D-glucose and it plays an important role in the energy metabolism of bacteria, plants, and animals. It has been shown to have anti-cancer effects on prostate cancer cells. D-Glucosamine 6-phosphate inhibits methyltransferase activity by binding to the enzyme's active site. This inhibition prevents DNA synthesis, leading to cell death. The structural analysis has been done using NMR spectroscopy on d-arabinose as a model substrate.

CAS:3616-42-0

MDL No.:MFCD00067382

M.F.:C6H14NO8P

M.W.:259.15