Generation of absolute controlled crystal chirality by the removal of crystal water from achiral crystal of nucleobase cytosine

Tsuneomi Kawasaki; Yuko Hakoda; Hiroko Mineki; Kenta Suzuki; Kenso Soai

doi:10.1021/ja1000938

Generation of absolute controlled crystal chirality by the removal of crystal water from achiral crystal of nucleobase cytosine

J Am Chem Soc. 2010 Mar 10;132(9):2874-5. doi: 10.1021/ja1000938.

Authors

Tsuneomi Kawasaki¹, Yuko Hakoda, Hiroko Mineki, Kenta Suzuki, Kenso Soai

Affiliation

¹ Department of Applied Chemistry and Research Institute for Science and Technology, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan.

Abstract

The enantioselective formation of chiral crystal of achiral nucleobase cytosine was achieved mediated by the crystal direction selective dehydration of crystal water in the achiral crystal of cytosine monohydrate (P2(1)/c). Heat transfer from the enantiotopic face of the single crystal of cytosine monohydrate afforded the enantiomorphous crystal of anhydrous cytosine.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Crystallization
Cytosine / chemistry*
Hydrogen Bonding
Models, Molecular
Molecular Structure
Stereoisomerism
Water / chemistry*

Substances

Water
Cytosine