Stereoselectivity of binding of α-( N -benzylamino)benzylphosphonic acids to prostatic acid phosphatase
摘要：
The inhibition effects of enantiomerically pure α-( N -benzylamino)benzylphosphonic acids and their derivatives on human prostatic acid phosphatase have been investigated. As expected, ( R )-α-( N -benzylamino)benzylphosphonic acid demonstrated higher affinity for the enzyme than ( S )-enantiomer. At the same time, (1 R ,2 S )-phenyl[(1-phenylethyl)amino]methylphosphonic acid was found to be a significantly weaker inhibitor than its (1 S ,2 R )-analogue. The enantioselectivity has been explained using a molecular modeling approach by computational docking of inhibitors into active center of prostatic acid phosphatase.
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关键词：
α-(N-benzylamino) benzylphosphonic acids prostatic acid phosphatase inhibitors stereospecificity of phosphatase inhibition
DOI：
10.1080/10447310701795984
被引量：
年份：
2008
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