Investigations on stimulation of lac transcription in vivo in Escherichia coli by cAMP analogues. Biological activities and structure-activity correlations.

Investigations on stimulation of lac transcription in vivo in Escherichia coli by cAMP analogues. Biological activities and structure-activity correlations.
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cAMP 类似物对大肠杆菌体内 lac 转录刺激的研究。

DOI:
10.1111/j.1432-1033.1984.tb07887.x
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发表时间:
1984
期刊:
European journal of biochemistry
影响因子:
--
通讯作者:
Bernd Jastorff
Bernd Jastorff
中科院分区:
--
文献类型:
--
作者:
Hans‐Gerd Scholübbers;P. H. V. Knippenberg;J. Baraniak;Wojciech J. Stec;Michael Morr;Bernd Jastorff

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研究了24种系统修饰的腺苷3 ′,5 ′-单磷酸(cAMP)类似物在葡萄糖阻遏的大肠杆菌菌株KNBL 1001和cpd-Crookes中增强β-半乳糖苷酶合成的能力。类似物的性质与cAMP相比,只有两个例外,在两种菌株中是一样的。两种类似物,7-脱氮腺苷3 ',5'-单磷酸(即杀结核菌素3 ',5'-单磷酸)和(Rp)-腺苷3 ',5'-单硫代磷酸,表现出比cAMP更高的生物活性。后一种类似物在两种菌株中的活性高50倍。三个类似物表现出与cAMP相当的活性,四个类似物活性较低,12个类似物不能拮抗分解代谢产物的阻遏。构效关系表明,2 ′ OH-、3 ′ O-、5 ′ O-、负电荷和6-氨基不能在体内不失去生物活性的情况下被修饰,而腺嘌呤中的N-1和N-7不是必需的。与分解代谢物基因激活蛋白的相互作用对于未修饰的轴向环外氧是立体选择性的。结果与用cAMP类似物在E.大肠杆菌中的体外和那些获得与蛋白激酶系统和Dictyosteoptera物种相同的类似物。McKay等人[McKay,D.B.,J.T.韦伯和Steitz,T.A.(1982)J.Biol.Chem.257,9518-9524]讨论了cAMP与分解代谢物基因激活蛋白的不同化学相互作用,并补充了另外的氢键相互作用。
The ability of 24 systematically modified analogues of adenosine 3',5'-monophosphate (cAMP) to enhance the synthesis of beta-galactosidase in glucose-repressed Escherichia coli strains KNBL 1001 and cpd- Crookes has been investigated. The properties of the analogues in comparison with cAMP are, with only two exceptions, alike in both strains. Two analogues, 7-deazaadenosine 3',5'-monophosphate (i.e. tubercidin 3',5'-monophosphate) and (Rp)-adenosine 3',5'-monothionophosphate, exhibit higher biological activity than cAMP. The latter analogue is 50-fold more active in both strains. Three analogues showed activities comparable to cAMP, four analogues were less active and 12 analogues were unable to antagonize catabolite repression. Structure-activity correlations showed that the 2'OH-, 3'O-, 5'O-, the negative charge and the 6-amino group cannot be modified without losing biological activity in vivo, while the N-1 and N-7 in adenine are not essential. The interaction with the catabolite gene activator protein is stereoselective for an unmodified axial exocyclic oxygen. The results are compared to those obtained with cAMP analogues in E. coli in vitro and those obtained with the same analogues in protein-kinase systems and Dictyostelium species. The model of McKay et al. [McKay, D.B., Weber, J.T. and Steitz, T.A. (1982) J. Biol. Chem. 257, 9518-9524] proposed for distinct chemical interactions of cAMP with the catabolite gene activator protein is discussed and supplemented by additional hydrogen bond interactions.
DOI: 10.1073/pnas.78.7.4011
发表时间: 1981
影响因子: 11.1
作者:
Ebright,RH;Wong,JR
通讯作者: Wong,JR
环核苷酸类似物对蛋白激酶同工酶链内位点 I 的影响。
DOI: 10.1111/j.1432-1033.1982.tb06677.x
发表时间: 1982
期刊: European journal of biochemistry
影响因子: --
作者:
Corbin,JD;Rannels,SR;Flockhart,DA;Robinson-Steiner,AM;Tigani,MC;Døskeland,SO;Suva,RH;Suva,R;Miller,JP
通讯作者: Miller,JP