Conformationally restricted nucleosides. The reaction of adenosine deaminase with substrates built on a bicyclo[3.1.0]hexane template.
Conformationally restricted nucleosides. The reaction of adenosine deaminase with substrates built on a bicyclo[3.1.0]hexane template.
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构象限制核苷。
DOI：
10.1080/15257779908041487
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发表时间：
1999
期刊：
影响因子：
--
通讯作者：
H. Ford
中科院分区：
文献类型：
--
作者：
V. Marquez;P. Russ;R. Alonso;M. Siddiqui;K. Shin;C. George;M. Nicklaus;F. Dai;H. Ford
腺苷脱氨酶（ADA）可以区分两种不同的（北和南），构象刚性底物构象。(N)-methanocarba-2'dA(4)的脱氨速度比对跖物(S)-methanocarba-2'dA(5)快100倍，而非刚性类似物马马霉素(6)的脱氨速度为中等。这些结果与ada -核糖核苷配合物的结晶学数据一致，显示结合嘌呤的呋喃糖环呈C3'-内端（北）构象。这里提供的数据表明，4和5是有用的探针，以确定嘌呤代谢酶的构象偏好。
Adenosine deaminase (ADA) can discriminate between two distinct (North and South), conformationally rigid substrate conformers. (N)-methanocarba-2'dA (4) is deaminated 100 times faster than the antipodal (S)-methanocarba-2'dA (5), whereas a non-rigid analogue, aristeromycin (6), is deaminated at an intermediate rate. These results are in agreement with crystallographic data from ADA-ribonucleoside complexes showing the furanose ring of the bound purine in a C3'-endo (North) conformation. The data presented here suggests that 4 and 5 are useful probes to ascertain conformational preferences by purine metabolizing enzymes.