29618-02-8Relevant articles and documents
The Absolute Stereochemistry of Nebularine-Methanol Photoadduct. A Potential Transition-State Analog of Adenosine Deaminase
Shimazaki, Masami,Nakamura, Hikaru,Iitaka, Yoichi,Ohno, Masaji
, p. 3104 - 3112 (2007/10/02)
A stereoselective photoaddition of methanol to nebularine and 2',3',5'-tri-O-acetylnebularine was investigated.The absolute stereochemistry of the nebularine-methanol photoadduct (2a), a potential transition-state analog of adenosine deaminase, was determined to be 6(S) by X-ray analysis.The addition site of methanol on the purine ring was also chemically demonstrated to be at C(6).Keywords - photoaddition; nebularine; triacetylnebularine; transition-state analog; X-ray analysis; adenosine deaminase; enzyme inhibitor; coformycin; isocoformycin