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核苷酸的两性离子特性：在核酸进化中的可能意义。

Zwitterionic character of nucleotides: possible significance in the evolution of nucleic acids.

作者信息

Sundaralingam M, Prusiner P

出版信息

Nucleic Acids Res. 1978 Nov;5(11):4375-83. doi: 10.1093/nar/5.11.4375.

DOI:10.1093/nar/5.11.4375
PMID:724518
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC342755/
Abstract

X-ray crystallography has shown that the free acids of adenosine 5'- and 3'-monophosphates and of cytidine 5'- and 3'-monophosphates exist as zwiterions in the solid state with protonation of the adenine base at the N(1) site and of the cytosine base at the corresponding site N(3) and the phosphate group negatively charged. In this paper, evidence is presented for the zwitterionic character of the free acids of the monomeric nucleotides guanosine 5'-monophosphate and inosine 5'-monophosphate with protonation of the base at the N(7) site of the imidazole moiety.

摘要

X射线晶体学表明，腺苷5'-单磷酸和3'-单磷酸以及胞苷5'-单磷酸和3'-单磷酸的游离酸在固态下以两性离子形式存在，腺嘌呤碱基在N(1)位点质子化，胞嘧啶碱基在相应的N(3)位点质子化，磷酸基团带负电荷。本文提供了证据，证明鸟苷5'-单磷酸和肌苷5'-单磷酸的游离酸具有两性离子特性，其碱基在咪唑部分的N(7)位点质子化。

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Zwitterionic character of nucleotides: possible significance in the evolution of nucleic acids.核苷酸的两性离子特性：在核酸进化中的可能意义。
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2
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引用本文的文献

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IR and Raman study on the interactions of the 5'-GMP and 5'-CMP phosphate groups with Mg(II), Ca(II), Sr(II), Ba(II), Cr(III), Co(II), Cu(II), Zn(II), Cd(II), Al(III) and Ga(III).关于5'-鸟苷酸（5'-GMP）和5'-胞苷酸（5'-CMP）磷酸基团与镁（II）、钙（II）、锶（II）、钡（II）、铬（III）、钴（II）、铜（II）、锌（II）、镉（II）、铝（III）和镓（III）相互作用的红外和拉曼研究。
J Biol Inorg Chem. 2004 Dec;9(8):973-86. doi: 10.1007/s00775-004-0593-5. Epub 2004 Sep 25.

本文引用的文献

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Structure of the monoclinic form of cytidylic acid b.
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Stereochemistry of nucleic acid constituents. 3. Crystal and molecular structure of adenosine 3'-phosphate dihydrate (adenylic acid b).
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Stereochemistry of nucleic acids and their constituents. V. The crystal and molecular structure of a hydrated monosodium inosine 5'-phosphate. A commonly occurring unusual nucleotide in the anticodons of tRNA.
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Stereochemistry of nucleic acids and their constituents. XVII. Crystal and molecular structure of deoxycytidine 5'-phosphate monohydrate. A possible puckering for the furanoside ring in B-deoxyribonucleic acid.
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Crystal and molecular structure of a naturally occurring dinucleoside monophosphate. Uridylyl-(3'-5')-adenosine hemihydrate. Conformational "rigidity" of the nucleotide unit and models for polynucleotide chain folding.一种天然存在的二核苷单磷酸的晶体结构和分子结构。尿苷酰基-（3'-5'）-腺苷半水合物。核苷酸单元的构象“刚性”及多核苷酸链折叠模型。
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Crystal structure of a naturally occurring dinucleoside phoaphate: uridylyl 3',5'-adenosine phosphate model for RNA chain folding.一种天然存在的二核苷磷酸的晶体结构：用于RNA链折叠的尿苷酰3',5'-腺苷磷酸模型
J Mol Biol. 1972 May 28;66(3):403-21. doi: 10.1016/0022-2836(72)90423-8.
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X-ray structure of a compound of cobalt with uridine 5'-monophosphate. Evidence for metal-phosphate bonding only.
Biochim Biophys Acta. 1977 Jul 15;477(2):195-8. doi: 10.1016/0005-2787(77)90236-2.
10
Nitrogen-15 nuclear magnetic resonance spectroscopy of some nucleosides and nucleotides.一些核苷和核苷酸的氮-15核磁共振光谱
J Am Chem Soc. 1977 Feb 2;99(3):714-8. doi: 10.1021/ja00445a009.