title: Synthesis of novel N-acetylneuraminic acid derivatives as substrates for rapid detection of influenza virus neuraminidase.
abstract: Two novel N-acetylneuraminic acid derivatives, luciferyl N-acetylneuraminic acid (1) and luciferyl 4,7-di-O-methyl-N-acetylneuraminic acid (2), were designed and synthesized as substrates for the rapid detection of influenza virus neuraminidase. The sensitivity and specificity of the assays with compound 1 or 2 as the substrate for detection of neuraminidases from influenza virus (H1N1 and H5N1) and bacteria (A. ureafaciens and C. perfringens) were evaluated. Compound 1 was sensitive to neuraminidases from both influenza virus and bacteria. Bioluminescent assays with this compound with H1N1 and H5N1 neuraminidases were approximately 20- and 16-fold more sensitive, respectively, than the fluorescent method with the commercial substrate 4-MUNANA. In contrast, compound 2 was only sensitive to the neuraminidases from influenza virus, showing approximately 10- and 8-fold greater sensitivity than 4-MUNANA for the detection of H1N1 and H5N1 neuraminidases, respectively. The data showed that compound 2 could be used in assays for detection of an influenza viral neuraminidase.
authors.affiliation: School of Life Sciences, Northeast Normal University, Changchun 130024, PR China.
authors.forename: Wei
authors.initials: W
authors.lastname: Yang
authors.forename: Xiaoyu
authors.initials: X
authors.lastname: Liu
authors.forename: Xiaoxia
authors.initials: X
authors.lastname: Peng
authors.forename: Pei
authors.initials: P
authors.lastname: Li
authors.forename: Tianxin
authors.initials: T
authors.lastname: Wang
authors.forename: Guihua
authors.initials: G
authors.lastname: Tai
authors.forename: X
authors.initials: X
authors.lastname: James Li
authors.forename: Yifa
authors.initials: Y
authors.lastname: Zhou
mesh_terms: D060326:Chemistry Techniques, Synthetic; D053118:Influenza A Virus, H1N1 Subtype / Q000201:enzymology*; D053124:Influenza A Virus, H5N1 Subtype / Q000201:enzymology*; D019158:N-Acetylneuraminic Acid / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000378:metabolism*; D009439:Neuraminidase / Q000378:metabolism*; D013379:Substrate Specificity; D013997:Time Factors
chemical_list: D009439:Neuraminidase; D019158:N-Acetylneuraminic Acid