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核苷构象。15. 天然嘧啶核苷围绕糖苷键的灵活性。

Nucleoside conformations. 15. Flexibility of natural pyrimidine nucleosides around the glycosidic bond.

作者信息

Andre A, Guschlbauer W

出版信息

Nucleic Acids Res. 1974 Jun;1(6):803-7. doi: 10.1093/nar/1.6.803.

DOI:10.1093/nar/1.6.803
PMID:10793758
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC343381/
Abstract

The flexibility of pyrimidine nucleosides has been investigated by measuring their circular dichroism in hydroalcoholic solutions over a large temperature range (-100 degrees to +40 degrees C). It was observed that ss-Uridine (Urd) and ss-Cytidine (Cyd) showed a decrease of the main dichroic band of about 40 percent, while sterically hindered nucleosides (alphaUrd, ara-Uracile, 02-2' anhy-dro-Urd, 2'3'-0-isopropylidene-Urd) showed only small decreases. It is concluded that the flexibility of the glycosidic linkage in conjunction with the pseudo-rotation of the sugar residue is responsible for these changes; the thermodynamic values which can be deduced from these decreases are compatible with an oscillatory motion around the glycosidic bond, but exclude anti-syn transformations in pyrimidine nucleosides.

摘要

通过在较大温度范围（-100℃至+40℃）的水醇溶液中测量嘧啶核苷的圆二色性，研究了其灵活性。观察到单链尿苷（Urd）和单链胞苷（Cyd）的主要二色性带下降了约40%，而空间位阻核苷（αUrd、阿糖胞苷、02-2'脱水尿苷、2'3'-O-异丙叉尿苷）仅显示出小幅度下降。得出的结论是，糖苷键的灵活性与糖残基的假旋转共同导致了这些变化；从这些下降中推导得出的热力学值与围绕糖苷键的振荡运动相符，但排除了嘧啶核苷中的反式-顺式转变。

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本文引用的文献

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Circular dichroism of nucleoside derivatives. IV. Uracil derivatives.核苷衍生物的圆二色性。IV. 尿嘧啶衍生物。
J Am Chem Soc. 1969 Feb 12;91(4):824-31. doi: 10.1021/ja01032a005.
2
Magnetic circular dichroism studies. VI. Investigation of some purines, pyrimidines, and nucleosides.磁圆二色性研究。VI. 某些嘌呤、嘧啶和核苷的研究。
J Am Chem Soc. 1968 Oct 23;90(22):6163-70. doi: 10.1021/ja01024a039.
3
Temperature-dependent optical properties of a torsional oscillator model for dinucleoside phosphates.二核苷磷酸扭转振荡器模型的温度依赖性光学性质
Biopolymers. 1968;6(3):409-14. doi: 10.1002/bip.1968.360060312.
4
Nucleoside conformation and non-bonded interactions.
J Mol Biol. 1971 Feb 28;56(1):129-42. doi: 10.1016/0022-2836(71)90089-1.
5
Pyrimidine nucleoside conformational analysis. Nuclear Overhauser effect and circular dichroism correlations.嘧啶核苷构象分析。核Overhauser效应与圆二色性的相关性。
J Am Chem Soc. 1971 Feb 10;93(3):753-60. doi: 10.1021/ja00732a033.
6
Conformational analysis of a minor nucleoside from nuclear magnetic resonance data. Pseudouridine.
J Am Chem Soc. 1970 Jan 14;92(1):214-5. doi: 10.1021/ja00704a044.
7
Conformational analysis of the sugar ring in nucleosides and nucleotides. A new description using the concept of pseudorotation.核苷和核苷酸中糖环的构象分析。一种使用假旋转概念的新描述。
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Conformational analysis of nucleosides in solution by quantitative application of the nuclear Overhauser effect.
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