N-Glycolylneuraminic Acid

N-Glycolylneuraminic acid (Neu5Gc) is a sialic acid that is found in non-human primate tissues. It is not endogenously produced in humans due to a mutation in the gene that encodes CMP-Neu5Ac hydroxylase, the enzyme that hydrolyzes N-acetylneuraminic acid to form Neu5Gc, but accumulates in human cells after exogenous ingestion from dietary sources such as red meat and dairy products. Neu5Gc accumulates in human tumors, including retinoblastomas, melanomas, colon carcinomas, and breast cancer, and Neu5Gc uptake is enhanced under hypoxic conditions.Formal Name: N-(2-hydroxyacetyl)-neuraminic acid. CAS Number: 1113-83-3. Synonyms: Neu5Gc, N-glycolyl-Neuraminic Acid. Molecular Formula: C11H19NO10. Formula Weight: 325.3. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: PBS (pH 7.2): 10 mg/ml. SMILES: OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](NC(CO)=O)[C@@H](O)CC(C(O)=O)=O. InChi Code: InChI=1S/C11H19NO10/c13-2-6(17)9(19)10(20)8(12-7(18)3-14)4(15)1-5(16)11(21)22/h4,6,8-10,13-15,17,19-20H,1-3H2,(H,12,18)(H,21,22)/t4-,6+,8+,9+,10+/m0/s1. InChi Key: SUHQNCLNRUAGOO-KQCZLNONSA-N.