Interactions of amidated acids with heparin
Author(s) -
Desamero Ruel Z. B.,
Cheng Hu,
Cahill Sean,
Girvin Mark,
Deng Hua,
Callender Robert,
Rath Parshuram,
Variano Bruce,
Smart John E.
Publication year - 2002
Publication title -
biopolymers
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.556
H-Index - 125
eISSN - 1097-0282
pISSN - 0006-3525
DOI - 10.1002/bip.10040
Subject(s) - heparin , chemistry , drug delivery , combinatorial chemistry , pharmacology , stereochemistry , biochemistry , organic chemistry , medicine
Abstract Raman and NMR studies are performed to characterize the solution structures of complexes between heparin and a group of amidated acids, which act as delivery agents that facilitate the gastrointestinal absorption of orally administered heparin. At concentrations typically employed for the oral drug delivery of heparin, the contact points between heparin complexed with the delivery agents include points near the OH groups of heparin. The results suggest that heparin interacts rather nonspecifically with the amidated acids as monomers and with self‐associated complexes of the delivery agents. It is also found that the carboxyl groups of at least one of the bioactive delivery agents easily protonates when it forms complexes with itself or heparin. This attribute may be one reason why this class of compounds is effective in the oral delivery of heparin. © 2002 John Wiley & Sons, Inc. Biopolymers (Biospectroscopy) 67: 41–48, 2002; DOI 10.1002/bip.10040