Classification of organic molecules to obtain electron affinities from half-wave reduction potentials: cytosine, uracil, thymine, guanine and adenine

Bioelectrochemistry and bioenergetics (Lausanne, Switzerland) Pub Date : 1999-02-01 DOI:10.1016/S0302-4598(98)00211-6

Edward S.D Chen , Edward C.M Chen , Neeta Sane , Shawn Shulze

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引用次数: 27

Abstract

A procedure for obtaining the adiabatic electron affinities (AEA) of organic molecules from half-wave reduction potentials in aprotic solvents is presented. Molecules are placed into groups according to their structure. Each group has a different solution energy difference. Calculations of AEA and charge distributions with AM1-multiconfiguration configuration interaction are used to support the intuitive classification of the molecules. The procedure is illustrated for Vitamins A and E, riboflavin, the azines, polyenes, hydroxy-pyrimidine, oxo-guanine, the hydrogen bonded cytosine-oxo-guanine as well as the AEA, and vertical EA (VEA) of Cytosine (C), Uracil (U), Thymine (T), Guanine (G) and Adenine (A). The latter values are: (VEA) G, 0.10; A, −0.49; U, 0.33; T, 0.31; C, −1.48 and (AEA) G,1.51±0.05; A, 0.95±0.05; U, 0.80±0.05; T, 0.79±0.05; C, 0.56±0.05 in eV.

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从半波还原电位获得电子亲和的有机分子分类:胞嘧啶、尿嘧啶、胸腺嘧啶、鸟嘌呤和腺嘌呤

本文提出了用非质子溶剂中半波还原电位计算有机分子的绝热电子亲和力的方法。分子按其结构被分类。每个基团有不同的溶液能差。计算AEA和电荷分布与am1 -多构型相互作用，以支持分子的直观分类。举例说明了维生素A和E、核黄素、嘧啶、多烯、羟基嘧啶、氧鸟嘌呤、氢键胞嘧啶-氧鸟嘌呤以及胞嘧啶(C)、尿嘧啶(U)、胸腺嘧啶(T)、鸟嘌呤(G)和腺嘌呤(A)的AEA和垂直EA (VEA)。后者的值为:(VEA) G, 0.10;,−0.49;U, 0.33;T, 0.31;C，−1.48，(AEA) G,1.51±0.05;, 0.95±0.05;U, 0.80±0.05;T, 0.79±0.05;C, 0.56±0.05 eV。

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Bioelectrochemistry and bioenergetics (Lausanne, Switzerland)

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