Molecule: UDP-N-acetyl-alpha-D-glucosamine(2-)

Dianion of UDP-N-acetyl-alpha-D-glucosamine arising from deprotonation of both free diphosphate OH groups; major species at pH 7.3.
Synonyms for UDP-N-acetyl-alpha-D-glucosamine(2-) :
UDP-N-acetyl-alpha-D-glucosamine
UDP-N-acetyl-alpha-D-glucosamine dianion
Molecular Formula: C17H25N3O17P2
Molecular wt: 605.33780 g/mole
Charge: -2
SMILES: CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1ccc(=O)[nH]c1=O
InChIKey: LFTYTUAZOPRMMI-CFRASDGPSA-L
InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/p-2/t7-,8-,10-,11-,12-,13-,14-,15-,16-/m1/s1
CHEBI:57705
Sample reactions for this molecule:
phosphatidylinositol + UDP-N-acetyl-D-glucosamine -> N-acetylglucosaminyl-PI + UDP
SLC35D1 hexamer transports UDP-GlcA, UDP-GlcNAc from cytosol to endoplasmic reticulum lumen
SLC35D1 hexamer transports UDP-GlcA, UDP-GlcNAc from cytosol to endoplasmic reticulum lumen
SLC35D1 hexamer transports UDP-GlcA, UDP-GlcNAc from cytosol to endoplasmic reticulum lumen
SLC35D1 hexamer transports UDP-GlcA, UDP-GlcNAc from cytosol to endoplasmic reticulum lumen
Glycosylation of Pre-NOTCH by FRINGE
EXT1:EXT2 transfer GlcNAc to the heparan chain
EXT1:EXT2 transfers GlcNAc to the terminal GlcA residue
B3GNT1,2,3,4,7 add GlcNAc to form Keratan-PG
Defective EXT2 (in EXT1:EXT2) does not transfer GlcNAc to the heparan chain