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dc.contributor.authorGao, Xiang
dc.contributor.authorDeng, Honggui
dc.contributor.authorTang, Guo
dc.contributor.author唐果
dc.contributor.authorLiu, Yan
dc.contributor.authorXu, Pengxiang
dc.contributor.authorZhao, Yufen
dc.contributor.author赵玉芬
dc.date.accessioned2012-03-06T04:04:23Z
dc.date.available2012-03-06T04:04:23Z
dc.date.issued2011-05-02
dc.identifier.citationEUROPEAN JOURNAL OF ORGANIC CHEMISTRY,2011,17:3220-3228zh_CN
dc.identifier.issn1434-193X
dc.identifier.urihttp://dx.doi.org/doi:10.1002/ejoc.201100234
dc.identifier.uriWOS:000291583400016
dc.identifier.urihttps://dspace.xmu.edu.cn/handle/2288/11638
dc.description.abstractN-Phosphoryl amino acids (NPAAs) are a novel series of N-terminal-activated amino acids that act as the energy source and phosphoryl donor in intra-and intermolecular phosphoryl transfer to form "high-energy" species, such as acetyl phosphate and aminoacyl phosphates, and in the self-assembled synthesis of polypeptides under mild aqueous conditions. In this work, the chemical reactivity of N-mono(methoxyphosphoryl) glycine as a representative was investigated in detail by using a combination of the stable-isotope-labeling ((15)N) technique, (31)P NMR, ESI-MS/MS and LC-MS. The phosphoryl group of NPAAs can be transferred intermolecularly to the carboxy group of another molecule through intramolecular cyclic pentacoordinate phosphoric-amino acid anhydride intermediates. In addition to C-terminal activation by phosphate anhydride, amino acids can also be self-activated by N-phosphorylation. This information not only provides some interesting clues for understanding the active role of the phosphoryl group in living systems, but also shows that the origin of life might be attributed to the chemical evolution of N-phosphoryl amino acids.zh_CN
dc.description.sponsorshipNational Natural Science Foundation of China (NSFC)[21075103, 20972130, 20805037, 20732004]zh_CN
dc.language.isoenzh_CN
dc.publisherWILEY-BLACKWELLzh_CN
dc.subjectReaction mechanismszh_CN
dc.subjectPhosphoruszh_CN
dc.subjectAmino acidszh_CN
dc.subjectOrigin of lifezh_CN
dc.titleIntermolecular Phosphoryl Transfer of N-Phosphoryl Amino Acidszh_CN
dc.typeArticlezh_CN


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