Molecule: CMP-N-acetyl-beta-neuraminate(2-)

Dianion of CMP-N-acetyl-beta-neuraminate arising from deprotonation of carboxylic acid and phosphate functions; major species at pH 7.3.
Synonyms for CMP-N-acetyl-beta-neuraminate(2-) :
CMP-N-acetyl-beta-neuraminate
CMP-N-acetyl-beta-neuraminate dianion
Molecular Formula: C20H29N4O16P
Molecular wt: 612.43520 g/mole
Charge: -2
SMILES: [H][C@]1(O[C@](C[C@H](O)[C@H]1NC(C)=O)(OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1ccc(N)nc1=O)C([O-])=O)[C@H](O)[C@H](O)CO
InChIKey: TXCIAUNLDRJGJZ-BILDWYJOSA-L
InChI=1S/C20H31N4O16P/c1-7(26)22-12-8(27)4-20(18(32)33,39-16(12)13(29)9(28)5-25)40-41(35,36)37-6-10-14(30)15(31)17(38-10)24-3-2-11(21)23-19(24)34/h2-3,8-10,12-17,25,27-31H,4-6H2,1H3,(H,22,26)(H,32,33)(H,35,36)(H2,21,23,34)/p-2/t8-,9+,10+,12+,13+,14+,15+,16+,17+,20+/m0/s1
CHEBI:57812
Sample reactions for this molecule:
Sialylation of Pre-NOTCH
The keratan chain can be capped by N-acetylneuraminic acid
Defective ST3GAL3 does not transfer SA to keratan
ST8SIA1-6 transfer Neu5Ac to terminal Neu5Ac residues
ST6GALNAC1-6 transfer Neu5Ac to terminal GalNAc (alpha-2,6 link)
CMAS transfers CMP from CTP to Neu5Ac, forming CMP-Neu5Ac
ST3GAL1-6 transfer Neu5Ac to terminal Gal (alpha-2,3 link)
Nuclear CMP-Neu5Ac translocates to cytosol
Nuclear CMP-Neu5Ac translocates to cytosol
ST6GAL1,2 transfer Neu5Ac to terminal Gal (alpha-2,6 link)