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嘧啶取代二肽中的光二聚作用。

Photodimerization in pyrimidine-substituted dipeptides.

作者信息

Lohse Brian, Ramanujam P S, Hvilsted Søren, Berg Rolf H

机构信息

Danish Polymer Centre, Risø National Laboratory, Roskilde.

出版信息

J Pept Sci. 2005 Jul;11(8):499-505. doi: 10.1002/psc.645.

DOI:10.1002/psc.645
PMID:15747322
Abstract

Ten N(epsilon)-glycylornithineamide derivatives have been synthesized containing various N(alpha)-linked pyrimidine-1-ylacetyl groups which can undergo (2pi + 2pi) photodimerization on irradiation with UV light at 254 nm. The dimerization efficiency of the free and bound pyrimidine groups was compared in aqueous solution: it was dependent on the substitution of the pyrimidine ring. N(alpha),N(alpha')-bis-(uracil-1-ylacetyl)-(N(epsilon)-glycylornithineamide) and N(alpha),N(alpha')-bis-(5-bromouracil-1-ylacetyl)-(N(epsilon)-glycylornithineamide) were identified as possible candidates for optical data storage.

摘要

已经合成了十种含有各种N(α)-连接的嘧啶-1-基乙酰基的N(ε)-甘氨酰鸟氨酸酰胺衍生物,这些衍生物在254nm紫外光照射下可发生(2π + 2π)光二聚反应。在水溶液中比较了游离和结合嘧啶基团的二聚化效率:它取决于嘧啶环的取代情况。N(α),N(α')-双-(尿嘧啶-1-基乙酰基)-(N(ε)-甘氨酰鸟氨酸酰胺)和N(α),N(α')-双-(5-溴尿嘧啶-1-基乙酰基)-(N(ε)-甘氨酰鸟氨酸酰胺)被确定为光学数据存储的可能候选物。

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1
Photodimerization in pyrimidine-substituted dipeptides.嘧啶取代二肽中的光二聚作用。
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2
Reaction of substituted pyrimidines with photochemically generated t-BuO* radicals.取代嘧啶与光化学产生的叔丁氧基自由基的反应。
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Stereoselectivity and regioselectivity in nucleophilic ring opening in derivatives of 3-phenylisoxazolo[2,3-a]pyrimidine. Unpredicted dimerization and ring transformation. Syntheses of derivatives of pyrimidinylmethylamine, pyrimidinylmethylamino acid amides, and alpha-amino-2-pyrimidinylacetamides.3-苯基异恶唑并[2,3-a]嘧啶衍生物亲核开环反应中的立体选择性和区域选择性。意外的二聚化和环转化。嘧啶基甲胺、嘧啶基甲基氨基酸酰胺和α-氨基-2-嘧啶基乙酰胺衍生物的合成。
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[Photodimerization of uracil in films and their use for dosimetry of genetically active ultraviolet irradiation].[尿嘧啶在薄膜中的光二聚作用及其在遗传活性紫外线辐射剂量测定中的应用]
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引用本文的文献

1
Incorporating uracil and 5-halouracils into short peptide nucleic acids for enhanced recognition of A-U pairs in dsRNAs.将尿嘧啶和 5-卤代尿嘧啶掺入短肽核酸中,以增强双链 RNA 中 A-U 对的识别。
Nucleic Acids Res. 2018 Sep 6;46(15):7506-7521. doi: 10.1093/nar/gky631.