Nuclear magnetic resonance studies of cis-syn, trans-syn, and 6-4 photodimers of thymidylyl(3'-5')thymidine monophosphate and cis-syn photodimers of thymidylyl(3'-5')thymidine cyanoethyl phosphotriester.
Nuclear magnetic resonance studies of cis-syn, trans-syn, and 6-4 photodimers of thymidylyl(3'-5')thymidine monophosphate and cis-syn photodimers of thymidylyl(3'-5')thymidine cyanoethyl phosphotriester.
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胸苷基(3-5)胸苷单磷酸的顺式、反式和6-4光二聚体以及胸苷基(3-5)胸苷氰乙基磷酸三酯的顺式光二聚体的核磁共振研究。
DOI：
10.1021/bi00415a060
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发表时间：
1988
期刊：
影响因子：
2.9
通讯作者：
Cadet,J
中科院分区：
文献类型：
--
作者：
Kan,L;Voituriez,L;Cadet,J
摘要：胸腺嘧啶S′- sothymidine单磷酸的四种可能的光二聚体中的三种（即顺式syn， 6-4和一种反式syn）和m-的两种结构异构体（即R和S形式）。经紫外光照射，从反应混合物中分离纯化了ryn- thymidyyl（3′-5′）thymidine cyananoethyl phosphotriester，并对其进行了多核磁共振波谱分析。所有五种胸腺嘧啶基间连接的光二聚体都具有非常相似的结构，与母体胸腺基-SOthymidine的结构有很大不同。tp的碱基为正构象，而pt的碱基为反构象。tp -的皱缩主要由2E的构象主导，而in- pt则在4英镑左右；除了C5—05键周围的构象外，6-4异构体与顺-syn和反-syn构象非常相似。正如预期的那样，由于磷酸盐的负电荷中和，在磷酸三酯中存在糖-磷酸主链扭曲。一般来说，这五种光二聚体的结构都非常接近于x射线衍射研究的胸腺苷基-SOthymidine单磷酸氰乙酯的顺式光二聚体[Cadet， J., Voituriez， L., Hruska， FE, & Grand， A.(1985) Biopolymers 24, 897-903；Hruska， F. E., Voituriez， L., Grand， A., & Cadet， J.（1986）生物聚合物25,1401-1417]，而反式syn光二聚体有两个结构异构体，只有一个[C6 (Tp-)-/？]是由紫外线照射产生并进行了研究。
Revised Manuscript Received March 2, 1988 abstract: Three out of four possible photodimers of thymidyly^ S'-SOthymidine monophosphates (ie, cis-syn, 6-4, and one of the trans-syn) and two structural isomers (ie, R and S forms) of m-. ryn-thymidylyl (3'-5') thymidine cyanoethyl phosphotriester havebeen isolated and purified from the reaction mixtures after UV irradiation and studied by multinuclear magnetic resonance spectroscopy. All five inter thymine base linked photodimers have grossly similar structures which are quite different from those of the parent thymidylyl^'-SOthymidine. The base of Tp-is in the syn conformation, and thatof-pT is in the anti conformation. The sugar puckering of Tp-is dominated by the 2E conformer, but in-pT it is in 4£; except for the conformer around the C5--05bond, the 6-4 isomer is very similar to those of cis-syn and trans-syn conformation. As expected, there are sugar-phosphate backbone distortions in the phosphotriesters, due to the neutralization of the negative charge of the phosphate. In general the structures of all five photodimers are very close to those of the cis-syn photodimer of thymidylyl^'-SOthymidine monophosphate cyanoethyl ester as studied by X-ray diffraction [Cadet, J., Voituriez, L., Hruska, FE, & Grand, A.(1985) Biopolymers 24, 897-903; Hruska, F. E., Voituriez, L., Grand, A., & Cadet, J.(1986) Biopolymers 25, 1401-1417], While the trans-syn photodimer has two structural isomers, only one [C6 (of Tp-)-/?] was produced by the UV irradiation and studied.