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有机化学
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有机化学 ›› 2000, Vol. 20 ›› Issue (5): 725-730. 上一篇    下一篇

研究论文

抗体酶催化Oxy-Cope重排反应的研究

杨炳辉;赵菁菁;陈国南;季永镛;叶敏   

  1. 中国科学院上海有机化学研究所.上海(200032);生命有机化学国家重点实验室
  • 发布日期:2000-10-25

Polyclonal antibody with catalytic activity for oxy-cope rearrangement

Yang Binghui;Zhao Jingjing;Chen Guonan;Ji Yongyong;Ye Min   

  1. Shanghai Inst Organ Chem., CAS.Shanghai(200032);Shanghai Inst Cell, CAS.Shanghai(200031)
  • Published:2000-10-25

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被引次数

2

经七步反应合成了Oxy-Cope重排反应的过渡态类似物-2-对羧丙氧基苯基环己醇(3)，并以此为半抗原联接载体蛋白BSA制成抗原后免疫动物，从动物血清中分离纯化得到多克隆抗体。在200mmol/L的MES(4-吗啉乙磺酸)和200mmol/L的NaCl缓冲液中(pH=6.0)，底物和抗体的摩尔比为100:1及37℃条件下，该抗体能催化3-对甲氧苯基-4-羟基-1,5-已二烯(1)重排生成6-对甲氧苯基-5-烯-已醛(2)，ν~m~a~x=15μmol/L·min，K~M=1025μmol/L，K~c~a~t~.=10min^-^1.

关键词: 抗体酶, 抗原, 催化, 重排反应, 多克隆抗体, 克隆

A polyclonal antibody was generated against an antigen, a conjugate of carrier protein(BSA) and 2-[(p-(3-carboxypropyloxy)-phenyl]- cyclohexanol-1(3) (a transition state analogue of Oxy-Cope rearrangement), synthesized from cyclohexene in 7 steps. The antibody was found to catalyze the rearrangement of (3S, 4R)-3-p- methoxyphenyl-4-hydroxy-1,5-hexadiene (1) to trans-6-p-methoxyphenyl-5- hexe nal-1 (2) with ν~m~a~x=15 μmol/L·min, K~M=1025 μmol/L and K~c~a~t~.=10 min^-^1 in the presence of 0.2 mol/L MES[2-(N-Morpholino) ethanesulfonic acid] and 0.2 mol/L NaCl(pH=6.0 buffer) at 37℃ with the mole ratio of (3S, 4R)-3-p-methoxyphenyl-4-hydroxy-1,5-hexadiene (1) to polyclonal antibody being 100 : 1.

Key words: ABZYME, ANTIGENS, CATALYSIS, REARRANGEMENT REACTION, POLYCLONAL ANTIBODY, CLONING

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