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  1. NTU Theses and Dissertations Repository
  2. 生命科學院
  3. 生化科學研究所
Please use this identifier to cite or link to this item: http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/76099
Title: Waglerin-1 類似物之合成、生物活性及結構
Synthesis,Biological Activity,and Structural Analysis of Waglerin-1 Analogs
Authors: Hsiao Yu-Mei
蕭玉玫
Publication Year : 1995
Degree: 碩士
Abstract: Trimeresurus wagleri又被稱為斑紋蝮蛇(Speckled pit viper),普遍分佈在東南亞一帶地區,Waglerin-1是牠毒液裡的毒素之-,係由22個氨基酸所組成,其氨基酸序列為:
5 10 15 20
GGKPDLRPCHPPCHYIPRPKPR
其中有一個雙硫鍵。為瞭解其構造與生物活性之間的關係,首先以化學方法合成7個Waglerin-1的類似物來加以探討。
經由固相勝?自動合成儀逐步合成後,所得產物以切除試劑(cleavage reagent)除去所有保護基及樹脂(resin),置於鹼性的醋酸銨(NH4OAc)溶液中(0.05 mg/ml),以逆相高效率液相色層分析法追蹤及分離氧化態的Waglerin-1類似物。
這7個Waglerin-1類似物經氨基酸組成分析及質譜分析無誤後,做生物活性的測定及圓二極光譜分析,參考分子模擬的結果,發現影響這些類似物的毒性之主因可能在於其殘基電荷和/或其側鏈交互作用的被改變。此外,Waglerin-1致毒的活性區域(active site)極有可能就落在分子內雙硫鍵所約束形成的環形區域(loop)內,有待將來合成更多不同的類似物來做進一步的探討。
Trimeresurus wagleri. also known as the speckled pit viper, is abundant in south-eastern Asia. Waglerin-1 is one of the two main lethal components of T wagleri venom. The primary sequence of Waglerin-1 has been determined as followed:
5 10 15 20
GGKPDLPPCHPPCHYI PRPKPR
There is an intramolecular disulfide bond within it. In order to understand the relationship between the structure and biological activity of Waglerin-1, a series of Waglerin-1 analogs replaced of the basic residues with Ala were synthesized by the method of automated solid-phase peptide synthesis and air-oxidation. After purification by HPLC, the synthetic Waglerin-1 analogs were characterized by amino acid analysis, ion-electrospray mass spectroscopy, bioassay, and circular dichroism in comparison with synthetic Waglerin-1. Refer to the results of molecular modeling, it suggests that the effect of the replaced charged residues of His-10 and His-14 to the toxicity of Waglerin-1 were most important. In addition, the active Site of Waglerin -1 is probably located in the loop region confined by the intramolecular disulfide bond. In the future, more Wagerin-1 analogs replaced in loop region can be synthesized for advanced study.
URI: http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/76099
Fulltext Rights: 未授權
Appears in Collections:生化科學研究所

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