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Highly Stereospecific Generation of Helical Chirality by Imprinting with Amino Acids: A Universal Sensor for Amino Acid Enantiopurity
Author(s) -
Kim Hyunwoo,
So Soon Mog,
Yen Cindy PaiHui,
Vinhato Elisângela,
Lough Alan J.,
Hong JongIn,
Kim HaeJo,
Chin Jik
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.200803116
Subject(s) - stereospecificity , chirality (physics) , circular dichroism , imine , amino acid , hydrogen bond , derivative (finance) , chemistry , stereochemistry , combinatorial chemistry , biochemistry , physics , organic chemistry , molecule , catalysis , chiral symmetry , quantum mechanics , financial economics , nambu–jona lasinio model , economics , quark
Helical chirality can be imprinted onto a 2,2′‐dihydroxybenzophenone derivative (see picture) in a highly stereospecific manner. A single amino acid combines with the receptor to form an imine with two internal hydrogen bonds. The azo group allows sensing of amino acid enantiopurity by circular dichroism spectroscopy.