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Updated: Aug 31, 2026

Nucleoside Triphosphates - From Synthesis to Biochemical Characterization
Published on: April 3, 2014
Chemo-enzymatic syntheses of natural and unnatural 2'-deoxynucleosides
Hironori Komatsu1, Hirokazu Awano, Hiroki Ishibashi
1R & D Center, Mitsui Chemicals, Inc., 580-32 Nagaura, Sodegaura-shi, Chiba 299-0265, Japan.
Abstract:
A chemo-enzymatic method for preparations of natural and unnatural deoxynucleosides was developed. The method consists of chemical synthesis of natural and unnatural deoxyribose 1-phosphates and their enzymatic conversion to deoxynucleosides. A highly stereoselective synthesis of 2-deoxyribose 1-phosphate was first achieved by an unprecedented application of crystallization-induced asymmetric transformation. Additionally, we first discovered a 2'-deoxycytidine producing enzyme. The discovery and the development of a scalable synthetic process of 2-deoxyribose 1-phosphate enabled us to manufacture all four natural 2'-deoxynucleosides practically. The methodology was applied to the synthesis of 2',3'-dideoxy-3'-fluoroguanosine via synthetic 2,3-dideoxy-3-fluororibose 1-phosphate.
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