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Achiral Nucleobase Cytosine Acts as an Origin of Homochirality of Biomolecules in Conjunction with Asymmetric Autocatalysis
Author(s) -
Kawasaki Tsuneomi,
Suzuki Kenta,
Hakoda Yuko,
Soai Kenso
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200703634
Subject(s) - homochirality , autocatalysis , nucleobase , enantiopure drug , cytosine , chirality (physics) , chemistry , biomolecule , crystallization , stereochemistry , enantiomer , crystallography , organic chemistry , enantioselective synthesis , dna , catalysis , chiral symmetry breaking , physics , biochemistry , nambu–jona lasinio model , quantum mechanics , quark
Crystals to add chirality : Cytosine, a prebiotic achiral biomolecule and an essential nucleobase, spontaneously forms enantioenriched crystals if stirring is applied during crystallization. The chiral crystal of achiral cytosine is a chiral initiator for asymmetric autocatalysis of a pyrimidyl alkanol with amplification of the ee value, which provides a nearly enantiopure alcohol with an absolute configuration correlated to that of the cytosine crystal.