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抗肿瘤药物CC-1065与DNA共价结合中序列特异性的理论研究。

Theoretical study of the sequence specificity in the covalent binding of the antitumor drug CC-1065 to DNA.

作者信息

Zakrzewska K, Randrianarivelo M, Pullman B

出版信息

Nucleic Acids Res. 1987 Jul 24;15(14):5775-85. doi: 10.1093/nar/15.14.5775.

DOI:10.1093/nar/15.14.5775
PMID:3615201
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC306022/
Abstract

A theoretical modelling is presented of the covalent adducts of the antitumor agent CC-1065 with B-DNA. The optimal complexes are obtained by energy minimisation, taking into account full structure flexibility, including the flexible rings of the ligand and DNA. The binding preference of CC-1065 with respect to base sequence is studied. The results obtained elucidate the origin of the preference for two AT base pairs on the 5'side of the modified adenine. The modifications of the DNA structure upon ligand covalent binding are discussed.

摘要

本文提出了抗肿瘤药物CC - 1065与B - DNA共价加合物的理论模型。通过能量最小化获得最佳复合物，同时考虑到包括配体和DNA的柔性环在内的全结构柔性。研究了CC - 1065对碱基序列的结合偏好性。所得结果阐明了修饰腺嘌呤5'侧偏好两个AT碱基对的原因。讨论了配体共价结合后DNA结构的变化。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8452/306022/7d5b1f5914aa/nar00258-0280-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8452/306022/59cd008f86e3/nar00258-0279-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8452/306022/7d5b1f5914aa/nar00258-0280-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8452/306022/59cd008f86e3/nar00258-0279-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8452/306022/7d5b1f5914aa/nar00258-0280-a.jpg

相似文献

1
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2
Evidence for a common molecular basis for sequence recognition of N3-guanine and N3-adenine DNA adducts involving the covalent bonding reaction of (+)-CC-1065.关于涉及(+)-CC-1065共价键合反应的N3-鸟嘌呤和N3-腺嘌呤DNA加合物序列识别的共同分子基础的证据。
Arch Pharm Res. 2002 Feb;25(1):11-24. doi: 10.1007/BF02975255.
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Demonstration of the asymmetric effect of CC-1065 on local DNA structure using a site-directed adduct in a 117-base-pair fragment from M13mp1.使用来自M13mp1的117个碱基对片段中的位点定向加合物证明CC - 1065对局部DNA结构的不对称效应。
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CC-1065 and the duocarmycins: unraveling the keys to a new class of naturally derived DNA alkylating agents.CC-1065与双咔霉素：揭开一类新型天然衍生DNA烷基化剂的奥秘
Proc Natl Acad Sci U S A. 1995 Apr 25;92(9):3642-9. doi: 10.1073/pnas.92.9.3642.

引用本文的文献

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Nucleic Acids Res. 1995 Mar 11;23(5):788-95. doi: 10.1093/nar/23.5.788.

本文引用的文献

1
Left-handed DNA helices.左手DNA螺旋
Nature. 1980 Feb 21;283(5749):743-5. doi: 10.1038/283743a0.
2
CC-1065 (NSC 298223), a most potent antitumor agent: kinetics of inhibition of growth, DNA synthesis, and cell survival.
Cancer Res. 1982 Sep;42(9):3532-7.
3
Two aspects of DNA polymorphism and microheterogeneity: molecular electrostatic potential and steric accessibility.DNA多态性和微异质性的两个方面：分子静电势和空间可及性。
Eur J Biochem. 1982 May 17;124(2):229-38. doi: 10.1111/j.1432-1033.1982.tb06582.x.
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Mechanism of interaction of CC-1065 (NSC 298223) with DNA.CC-1065（NSC 298223）与DNA的相互作用机制。
Cancer Res. 1982 Jul;42(7):2821-8.
5
Molecular electrostatic potential of the nucleic acids.核酸的分子静电势。
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6
Reaction of the antitumor antibiotic CC-1065 with DNA: structure of a DNA adduct with DNA sequence specificity.
Science. 1984 Nov 16;226(4676):843-4. doi: 10.1126/science.6494915.
7
Characterization of an adduct between CC-1065 and a defined oligodeoxynucleotide duplex.CC-1065与特定寡脱氧核苷酸双链体之间加合物的表征
Nucleic Acids Res. 1984 Aug 10;12(15):6159-68. doi: 10.1093/nar/12.15.6159.
8
A general approach to the optimization of the conformation of ring molecules with an application to valinomycin.一种优化环状分子构象的通用方法及其在缬氨霉素中的应用。
J Biomol Struct Dyn. 1986 Dec;4(3):443-62. doi: 10.1080/07391102.1986.10506361.
9
The flexibility of the nucleic acids: (II). The calculation of internal energy and applications to mononucleotide repeat DNA.核酸的柔韧性：（II）。单核苷酸重复DNA的内能计算及应用
J Biomol Struct Dyn. 1986 Apr;3(5):989-1014. doi: 10.1080/07391102.1986.10508478.
10
The binding of CC-1065 to thymidine and deoxyadenosine oligonucleotides and to poly(dA).poly(dT).CC-1065与胸苷和脱氧腺苷寡核苷酸以及与聚（dA）·聚（dT）的结合。
Chem Biol Interact. 1986 Jul-Aug;59(1):55-72. doi: 10.1016/s0009-2797(86)80055-2.