Photo-cross-linking of psoralen-derivatized oligonucleoside methylphosphonates to single-stranded DNA.
Photo-cross-linking of psoralen-derivatized oligonucleoside methylphosphonates to single-stranded DNA.
复制标题
补骨脂素衍生寡核苷甲基膦酸酯与单链 DNA 的光交联。
DOI：
10.1021/bc00001a011
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发表时间：
1990
影响因子：
4.7
通讯作者：
Miller,PS
中科院分区：
文献类型：
--
作者：
Bhan,P;Miller,PS
The preparation of oligodeoxyribonucleoside methylphosphonates derivatized with 3-[(2-aminoethyl) carbamoyl] psoralen [(ae) CP] is described. These derivatized oligomers are capable of cross-link-ing with single-stranded DNA via formation of a photoadduct between thefuran side of the psoralen ring and a thymidine of the target DNA when the oligomer-target duplex is irradiated with 365-nm light. The photoreactions of (ae) CP-derivatized methylphosphonate oligomers with single-stranded DNA targets in which the position of the psoralen-linking site is varied are characterized and com-pared to results obtained with oligomers derivatized with 4'-[[N-(aminoethyl) amino] methyl]-4, 5', 8-trimethylpsoralen [(ae) AMTj. It appears that the psoralen ring can stack on the terminal base pair formed between the oligomer and its target DNA or can intercalate between the last two base pairs of the oligomer-target duplex. Oligomers derivatized with (ae) CP cross-link efficiently to a thymi-dine located in the last base pair (n position) or 3'to the last base pair (n+ 1 position) of the target, whereas the (ae) AMT-derivatized oligomers cross-link most efficiently to a thymidine located in the n+ 1 position. The results show that boththe extent and kinetics of cross-linking are influenced by the location of the psoralen-linking site in the oligomer-target duplex.Psoralens, a class of naturally occurring photoreactive furocoumarins found in a variety of plants, were used as medicinal agents by theancient Egyptians to treat the skin disorder vitiligo (1). In more recent times, these compounds have been used clinically in the treatment of a number of skin diseases including psoriasis (1) and cuta-neous T-cell lymphoma (2). Psoralens are planar molecules which are able to inter-calate into double-stranded regions of DNA and RNA. Upon irradiationwith long-wavelength ultraviolet light, the 3, 4 and 4', 5'double bonds of the pyrone or furan ring, respectively, can undergo 2+ 2 cycloadditions with the 5, 6 double bond of pyrimidine nucleosides to form cyclobutane type monoadducts (3). If the psoralen has intercalated into a suitable site, the furan-side monoadducts can undergo a further cycloaddition reaction to form a cross-link between the two strands of the doublestranded nucleic acid. Thus psoralenshave been found to be usefulin mapping the secondarystructure of large RNA molecules (4).
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构建在独特位点用补骨脂素修饰的 DNA 底物，并研究 ABC 核酸外切酶对这些均匀修饰的底物的作用机制。
DOI：
--
发表时间：
1986
期刊：
The Journal of biological chemistry
影响因子：
--
作者：
VanHouten,B;Gamper,H;Hearst,JE;Sancar,A
通讯作者：
Sancar,A
影响因子：
3.6
作者：
L. R. Worden;K. D. Kaufman;J. A. Weis;T. Schaaf
通讯作者：
T. Schaaf
影响因子：
158.5
作者：
EDELSON, R;BERGER, C;LAROCHE, L
通讯作者：
LAROCHE, L
ABC 切除核酸酶对在指定位置含有补骨脂素交联的 DNA 底物的作用机制。
DOI：
10.1073/pnas.83.21.8077
发表时间：
1986
影响因子：
11.1
作者：
VanHouten,B;Gamper,H;Holbrook,SR;Hearst,JE;Sancar,A
通讯作者：
Sancar,A
DNA 中嘧啶-补骨脂素光加合物的分离和表征
DOI：
10.1021/ja00399a035
发表时间：
1980
期刊：
European journal of biochemistry
影响因子：
--
作者：
K. Straub
通讯作者：
K. Straub