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Structural characteristics of cyclodextrins in the solid state
Author(s) -
Lipkowitz Kenny B.,
Green Karen,
Yang JiaAn
Publication year - 1992
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.530040402
Subject(s) - chemistry , planarity testing , monomer , oligomer , solid state , pyran , ring (chemistry) , macromolecule , crystallography , molecular dynamics , computational chemistry , stereochemistry , polymer chemistry , polymer , organic chemistry , biochemistry
A comparison of α‐, β and γ‐cyclodextrins in the solid state is made. Monomeric features analyzed include orientations of primary hydroxyl groups and pyran ring pucker. Macromolecular features examined include planarity of the oligomer, tilting of pyran rings, and, deviation from C n symmetry where n = number of monomers. The mean values and standard deviations of these shape descriptors are given for cyclodextrins with and without guests embedded in their interiors. Molecular mechanics calculations using the MM2, AMBER, and CHARMM force fields show that most solid state cyclodextrins are trapped in high‐energy conformations relative to the most stable forms found in this study. © 1992 Wiley‐Liss, Inc.