TMPyP卟啉的光谱性质及其与DNA相互作用的研究
摘要
自1979年Fiel等人证实水溶性四-(4-甲基吡啶基)卟啉-TMPyP能嵌入DNA的碱基以来,TMPyP与各种DNA以及其他生物大分子相互作用的研究一直倍受关注。然而对TMPyP在各种外界环境条件下其结构特性的研究近几年刚刚起步,但这种研究对理解重要的生命过程和生物模拟具有重要意义。
本文利用紫外可见光谱,荧光光谱,圆二色谱,拉曼光谱研究了四氢呋喃和水组成的混合溶剂中TMPyP自身结构变化及加入酸碱盐后的结构变化;改变TMPyP与ctDNA的摩尔比(R=[DNA]/[TMPyP])对二者作用模式的影响;TMPyP与DNA相互作用的作用模式受盐离子浓度变化的影响。
主要实验结果如下:
1. TMPyP在溶剂诱导下大环平面性增强,侧链正电荷与大环π键之间形成共轭;
2.在HCl诱导下发生质子化并得到J-聚集体;
3.在NaOH诱导下得到J-聚集体,此聚集体与HCl诱导生成的J-聚集体不同;
4.改变TMPyP浓度不影响其与ctDNA作用的插入模式,改变R值却对作用模式影响很大;
5.溶液中的盐离子浓度对TMPyP与ctDNA相互作用的作用模式的影响较小。
上述结果,为我们今后进一步研究TMPyP与核酸相互作用的机制提供了基础。
Porphyrins is a general term of the homologue and derivative of porphine with substituting groups at the outside ring, becoming metalloporphyrins promptly after two protons on its nitrogen are replaced by the metal ion. This is one kind widely exists in the plants and animals, has the special activity. The heme, the chlorophyll is its typical representative. As early as in 1930s, porphyrins have been under intensive study. And now they have been widely used in many fields of biochemistry, medicine, analytical chemistry, bionics . TMPyP is one of porphyrins that many people pay attention to it in early.
Since 1979, Feil and co-workers reproted that TMPyP and its metal derivatives can intercalate into DNA, the interaction of TMPyP with a variety of DNA, RNA and other biological macromolecules has been paid much attention. And that have a good application prospect in Biological Sciences. The nature of TMPyP has been studied in detail from recent years, and there is much significance for Life Processes Understanding.
By using UV-visible spectroscopy, Fluorescence Spectroscopy, Circular Dichroism, Raman spectroscopy , we studied the ionic strength and solvent effect on the structure of TMPyP, the binding mode of TMPyP and ctDNA , the mode change by the salt ions.
The structure of TMPyP changes with solvent-induced, the organic component - water mixtures from tetrahydrofuran and water, divided into four gradient inspection, the total volume of tetrahydrofuran followed by the ratio of 0%, 2.5%, 50%, 90% . Found TMPyP porphyrin would have occurred nuclear distorted , side positive charge and macrocyclicπbond formed between conjugate in the solvent-induced. The structure changes after adding acid alkali and salt,divided into three concentration gradient,0,20 mM, 100mM. Found little effect on the porphyrin after adding NaCl, Be protonated and obtained J-aggregates after adding a proton of HCl , obtained aggregates after adding NaOH ,two aggregates have different the formation mechanism.
Interaction of TMPyP and ctDNA , change the molar ratio (R = [DNA] / [TMPyP]),Found the concentration of DNA not TMPyP can affect the binding mode largely. Intercalation model changes little after injecting salt ions.
The above research is very important for the study of TMPyP’nature and the development for supermolecular structure,but also for the detailed study of the interaction TMPyP with DNA and other biological macromolecules .
本文利用紫外可见光谱,荧光光谱,圆二色谱,拉曼光谱研究了四氢呋喃和水组成的混合溶剂中TMPyP自身结构变化及加入酸碱盐后的结构变化;改变TMPyP与ctDNA的摩尔比(R=[DNA]/[TMPyP])对二者作用模式的影响;TMPyP与DNA相互作用的作用模式受盐离子浓度变化的影响。
主要实验结果如下:
1. TMPyP在溶剂诱导下大环平面性增强,侧链正电荷与大环π键之间形成共轭;
2.在HCl诱导下发生质子化并得到J-聚集体;
3.在NaOH诱导下得到J-聚集体,此聚集体与HCl诱导生成的J-聚集体不同;
4.改变TMPyP浓度不影响其与ctDNA作用的插入模式,改变R值却对作用模式影响很大;
5.溶液中的盐离子浓度对TMPyP与ctDNA相互作用的作用模式的影响较小。
上述结果,为我们今后进一步研究TMPyP与核酸相互作用的机制提供了基础。
Porphyrins is a general term of the homologue and derivative of porphine with substituting groups at the outside ring, becoming metalloporphyrins promptly after two protons on its nitrogen are replaced by the metal ion. This is one kind widely exists in the plants and animals, has the special activity. The heme, the chlorophyll is its typical representative. As early as in 1930s, porphyrins have been under intensive study. And now they have been widely used in many fields of biochemistry, medicine, analytical chemistry, bionics . TMPyP is one of porphyrins that many people pay attention to it in early.
Since 1979, Feil and co-workers reproted that TMPyP and its metal derivatives can intercalate into DNA, the interaction of TMPyP with a variety of DNA, RNA and other biological macromolecules has been paid much attention. And that have a good application prospect in Biological Sciences. The nature of TMPyP has been studied in detail from recent years, and there is much significance for Life Processes Understanding.
By using UV-visible spectroscopy, Fluorescence Spectroscopy, Circular Dichroism, Raman spectroscopy , we studied the ionic strength and solvent effect on the structure of TMPyP, the binding mode of TMPyP and ctDNA , the mode change by the salt ions.
The structure of TMPyP changes with solvent-induced, the organic component - water mixtures from tetrahydrofuran and water, divided into four gradient inspection, the total volume of tetrahydrofuran followed by the ratio of 0%, 2.5%, 50%, 90% . Found TMPyP porphyrin would have occurred nuclear distorted , side positive charge and macrocyclicπbond formed between conjugate in the solvent-induced. The structure changes after adding acid alkali and salt,divided into three concentration gradient,0,20 mM, 100mM. Found little effect on the porphyrin after adding NaCl, Be protonated and obtained J-aggregates after adding a proton of HCl , obtained aggregates after adding NaOH ,two aggregates have different the formation mechanism.
Interaction of TMPyP and ctDNA , change the molar ratio (R = [DNA] / [TMPyP]),Found the concentration of DNA not TMPyP can affect the binding mode largely. Intercalation model changes little after injecting salt ions.
The above research is very important for the study of TMPyP’nature and the development for supermolecular structure,but also for the detailed study of the interaction TMPyP with DNA and other biological macromolecules .
引文
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[7] 陈文晖。癌光啉对动物移植瘤的光化学诊治作用[J].第二军医大学学报,1986,7(4):253。
[8] 范开华,陈志龙。血卟啉乙二醇醚类化合物的合成及其光动力抑瘤活性[J].中国医药工业杂志,1999, 30(6):258- 260。
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[10] CAFFINEY D K. Merocyanine 540- sensitized photoinacti- vation of leukemia cells: role of oxygen and effects on plasma membrane integrity andmitochondrial respiration [J]. Exp.Hematol,1990, 18:23-26.
[11] 石焕文,尚志远。超声声动力学激活血卟啉抗肿瘤效应研究的新进展[J].物理,2001,30(10):602-605。
[12] 刘群红,梁 勇,王克霞。原卟啉二钠体外对丙型肝炎病毒复制子的抑制作用。[J]中国实验方剂学杂志,2007,13(12)。
[13] E.Izbicka, D.Nishioka, V .Marcell, E.Raymond, K.K. Davidson, R.A.Lawrence, R.T. Wheelhouse, L.H. Hurley, R.S. Wu, D.D.Von Hoff. Telomere-interactive agents affect proliferation rates and induce chromosomal destabilization in sea urchin embryos, Anti-Cancer Drug Des. 1999, 14:355-365.
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[15] 何宏山。金属卟啉核酸定位断裂剂的设计及氧化断裂研究.[J] 化学进展。2001,13(3)。
[16] 张丽蓓,周锡庚,蔡瑞芬。金属卟啉化合物的研究进展[J].上海化工,1999,(12):6。
[17] 陈红祥,严煤,孙文博。卟啉非线性材料研究进展[J].化工新型材料,2002,30(11):35。
[18] 李臻,景震强,夏春谷。金属卟啉配合物的催化氧化应用研究进展[J].有机化学,2007,27(1):34-44。
[19] MOORE T A. Photodriven change separation in a caroten-porphyrin- quinone triad[J].Nature,1984, 307:630。
[20] P G Van patten, A P Shreve, J S Lindsey et al. J. Phys. Chem. B,1998,102:4209-4126.
[21] Pasternack R F,Gibbs E J,Villafranca J J.Interactions of porphyrins with nucleic acids [J].Biochemistry, 1983, 22(10): 240622414.
[22] Kelly J M,McConnell KJ,OhUigin C. Acomparative study of the interaction of 5,10,15,202tetrakis (N-methylpyri -dinium-4-yl) porphyrin and its zinc complex with DNA using fluorescence spectroscopy and topoisomerisation [J]. Nucleic Acids Res., 1985, 13(1) : 1672184.
[23] Ford K, Fox KR,Neidle S,etal. DNA sequence preferences for an intercalating porphyrin compound revealed by footprinting [J]. Nucleic Acids Res.1987 ,15 (5) : 222122234.
[24] StricklandJ A ,Marzilli L G,Gay KM,etal,Porphyrin and Metalloporphyrin binding to DNA polymers :rate and equilibrium binding studies [J]. Biochemisrty, 1988 , 27(29),887028878.
[25] 陈东明, 丛涤非, 何天敬, 章应辉, 刘凡镇.。时间域方法分析镍卟啉的共振拉曼强度与 S2 激发态结构,化学物理学报。2001,14:191-196。
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