Classification Term: 168110

葡萄糖胺 (ontology term: 8753b11019d350e16336b4d67ae0a81d)

葡萄糖胺

found 2 associated metabolites at molecular_framework metabolite taxonomy ontology rank level.

Ancestor: 磷酸糖

Child Taxonomies: There is no child term of current ontology term.

Glucosamine 6-phosphate

Phosphoric acid mono-((2R,3S,4R,5R)-5-amino-2,3,4-trihydroxy-6-oxo-hexyl) ester

C6H14NO8P (259.04570140000004)


Glucosamine 6-phosphate (CAS: 3616-42-0) is normally produced in endothelial cells via de novo glucosamine synthesis by the enzyme fructose-6-phosphate amidotransferase and the modulation of this pathway by hyperglycemia and glutamine. Glutamine-fructose-6-phosphate amidotransferase (GFAT) catalyzes the first committed step in the pathway for biosynthesis of hexosamines in mammals.It is a member of the N-terminal nucleophile class of amidotransferases, GFAT transfers the amino group from the L-glutamine amide to D-fructose 6-phosphate, producing glutamic acid and glucosamine 6-phosphate. As glucosamine inhibits endothelial nitric oxide synthesis it has important implications for impaired endothelium-dependent relaxation and vascular dysfunction in diabetes mellitus (PMID:11270676, 11842094). Glucosamine 6-phosphate is normally produced in endothelial cells via the de novo glucosamine synthesis by the enzyme fructose-6-phosphate amidotransferase and the modulation of this pathway by hyperglycemia and glutamine. glutamine-fructose-6-phosphate amidotransferase (GFAT) catalyzes the first committed step in the pathway for biosynthesis of hexosamines in mammals. A member of the N-terminal nucleophile class of amidotransferases, GFAT transfers the amino group from the L-glutamine amide to D-fructose 6-phosphate, producing glutamic acid and glucosamine 6-phosphate. As glucosamine inhibits endothelial nitric oxide synthesis it has important implications for impaired endothelium-dependent relaxation and vascular dysfunction in diabetes mellitus. (PMID 11270676, 11842094) [HMDB] Acquisition and generation of the data is financially supported in part by CREST/JST. KEIO_ID G021; [MS2] KO008968 KEIO_ID G021

   

N-acetyl-d-glucosamine 6-phosphate disodium salt

D-Glucopyranose, 2-(acetylamino)-2-deoxy-, 6-(dihydrogen phosphate), disodium salt

C8H15NNaO9P (323.038211)


Glycogen Metabolism: In mammals, GlcNAc-6-P plays a key role in the synthesis of glycogen, a storage form of glucose in the body. It is formed from glucose-6-phosphate by the enzyme glucosamine-6-phosphate synthase. GlcNAc-6-P is then converted to UDP-N-acetylglucosamine (UDP-GlcNAc), which is essential for the addition of GlcNAc residues to the growing glycogen chain during glycogen synthesis. Pentose Phosphate Pathway (PPP): GlcNAc-6-P can enter the PPP, a metabolic pathway that operates parallel to glycolysis. In the PPP, it is involved in the production of NADPH, which is important for reductive biosynthesis and antioxidant defense, and ribose-5-phosphate, a precursor for nucleotide synthesis. Cell Wall Synthesis in Bacteria and Fungi: In certain bacteria and fungi, GlcNAc-6-P is a precursor for the synthesis of peptidoglycan and chitin, respectively. Peptidoglycan is a major component of the cell wall in bacteria, providing structural support and protection. Chitin, found in the cell walls of fungi and the exoskeletons of arthropods, also plays a structural role. Other Metabolic Roles: GlcNAc-6-P is also involved in the synthesis of other complex carbohydrates and glycoproteins. It serves as a precursor for the synthesis of hyaluronic acid and keratan sulfate, important components of connective tissues and the extracellular matrix. Regulation of Metabolic Pathways: The levels of GlcNAc-6-P can regulate the activity of key enzymes in glucose metabolism. For example, high levels of GlcNAc-6-P can inhibit the enzyme phosphofructokinase-1 (PFK-1), a key regulatory step in glycolysis, thereby modulating the flux of glucose through this pathway. D-Glucopyranose, 2-(acetylamino)-2-deoxy-, 6-(dihydrogen phosphate), disodium salt. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=102029-88-9 (retrieved 2024-08-06) (CAS RN: 102029-88-9). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).