Molecule: N-acetylneuraminate

A ketoaldonate that is the conjugate base of N-acetylneuraminic acid, obtained by deprotonation of the carboxy group.
Synonyms for N-acetylneuraminate :
N-acetylneuraminate
sialate
Molecular Formula: C11H18NO9
Molecular wt: 308.26196 g/mole
Charge: -1
SMILES: [H][C@]1(OC(O)(C[C@H](O)[C@H]1NC(C)=O)C([O-])=O)[C@H](O)[C@H](O)CO
InChIKey: SQVRNKJHWKZAKO-LUWBGTNYSA-M
InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/p-1/t5-,6+,7+,8+,9+,11?/m0/s1
CHEBI:35418
Sample reactions for this molecule:
NEU2 cleaves GM3 to form LacCer (cytosol)
NEU1,4 hydrolyze PSAP(195-273):GM3:PE
NEU3 cleaves GM3 to form LacCer (plasma membrane)
CMAS transfers CMP from CTP to Neu5Ac, forming CMP-Neu5Ac
NANP dephosphorylates Neu5Ac-9-P to Neu5Ac
NEU3 hydrolyzes Neu5Ac from glycoconjugates
NEU1 hydrolyses Neu5Ac from glycoconjugates
Cytosolic Neu5Ac translocates to nucleus
Cytosolic Neu5Ac translocates to nucleus
NEU2 hydrolyzes Neu5Ac from glycoconjugates