Mixed Anhydride Intermediates in the Reaction of 5(4H)-Oxazolones with Phosphate Esters and Nucleotides.
Mixed Anhydride Intermediates in the Reaction of 5(4H)-Oxazolones with Phosphate Esters and Nucleotides.
复制标题
DOI：
10.1002/chem.201602697
复制
发表时间：
2016-10-10
影响因子：
4.3
通讯作者：
Pascal, Robert
中科院分区：
文献类型：
--
作者：
Liu, Ziwei;Rigger, Lukas;Rossi, Jean-Christophe;Sutherland, John D.;Pascal, Robert
5(4H)‐Oxazolones can be formed through the activation of acylated α‐amino acids or of peptide C termini. They constitute potentially activated intermediates in the abiotic chemistry of peptides that preceded the origin of life or early stages of biology and are capable of yielding mixed carboxylic‐phosphoric anhydrides upon reaction with phosphate esters and nucleotides. Here, we present the results of a study aimed at investigating the chemistry that can be built through this interaction. As a matter of fact, the formation of mixed anhydrides with mononucleotides and nucleic acid models is shown to take place at positions involving a mono‐substituted phosphate group at the 3’‐ or 5’‐terminus but not at the internal phosphodiester linkages. In addition to the formation of mixed anhydrides, the subsequent intramolecular acyl or phosphoryl transfers taking place at the 3’‐terminus are considered to be particularly relevant to the common prebiotic chemistry of α‐amino acids and nucleotides.
登录
查看更多内容
DOI：
10.1016/0167-4838(91)90482-f
发表时间：
1991-02-15
期刊：
BIOCHIMICA ET BIOPHYSICA ACTA
影响因子：
--
作者：
LACEY, JC;THOMAS, RD;WATKINS, CL
通讯作者：
WATKINS, CL
影响因子：
15
作者：
Chumachenko, N. V.;Novikov, Y.;Yarus, M.
通讯作者：
Yarus, M.
DOI：
10.1073/pnas.1300963110
发表时间：
2013-08-13
影响因子：
11.1
作者：
Black, Roy A.;Blosser, Matthew C.;Keller, Sarah L.
通讯作者：
Keller, Sarah L.
影响因子：
15
作者：
Cameron, LL;Wang, SC;Kluger, R
通讯作者：
Kluger, R
DOI：
10.1007/bf02386475
发表时间：
1987-01-01
期刊：
ORIGINS OF LIFE AND EVOLUTION OF THE BIOSPHERE
影响因子：
--
作者：
BRACK, A
通讯作者：
BRACK, A