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Molecular recognition with C‐clamp porphyrins: Synthesis, structural, and complexation studies
Author(s) -
Liang Ying,
Chang C. K.,
Peng ShieMing
Publication year - 1996
Publication title -
journal of molecular recognition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.401
H-Index - 79
eISSN - 1099-1352
pISSN - 0952-3499
DOI - 10.1002/(sici)1099-1352(199603)9:2<149::aid-jmr256>3.0.co;2-o
Subject(s) - chemistry , molecular recognition , combinatorial chemistry , porphyrin , stereochemistry , biophysics , biochemistry , molecule , organic chemistry , biology
Porphyrin‐based molecular clefts equipped with a strategically positioned carboxylic group have been synthesized. These ditopic porphyrins exhibit excellent binding affinity for many neutral substrates. X‐ray structures of a porphyrin–water inclusion complex and a Zn(porphyrin)–methanol complex reveal how the carboxylic group interacts with substrates via H‐bonding. Multipoint recognition is demonstrated in the differential binding of 1,2,3‐ versus 1,2,4‐triazole, suggesting the possible use of such receptors to separate heterocyclic bases.