Document Detail

Preparation of liposomes with glucose binding sites: liposomes containing di-branched amino acid derivatives.
MedLine Citation:
PMID:  12922158     Owner:  NLM     Status:  MEDLINE    
Di-branched amino acid derivatives, such as dihexadecyl-glutamate-glutamine (DHD-glu-gln), dihexadecyl-glutamate-asparagine (DHD-glu-asn) and dihexadecyl-glutamate-glutamic acid (DHD-glu-glu), were synthesized, and then incorporated into lipid vesicles (liposomes) using dipalmitoylphosphatidylcholine (DPPC). To form binding sites toward glucose, the liposomes containing amino acid derivatives were mixed with glucose above the phase transition temperature (PTT) of DPPC and subsequently the temperature was lowered below the PTT. The glucose-binding affinity of liposomes containing amino acid derivative with or without glucose imprinting was evaluated by surface plasmon resonance (SPR) and equilibrium dialysis technique. SPR of liposomes containing each amino acid derivative or three amino acid derivatives revealed that only the liposomes containing all three amino acid derivatives had glucose-binding affinity and that the glucose-imprinting process was essential to fix the amino acid derivatives into a glucose binding site on the liposomes. Equilibrium dialysis studies of glucose-imprinted liposomes produced curvilinear Scatchard plots, indicating that the amino acid derivatives play a role in glucose binding. Di-branched amino acid derivatives synthesized in this study are promising agent for the development of biocompatible synthetic glucose binding materials.
Hasoo Seong; Won-Moon Choi; Jin-Chul Kim; David H Thompson; Kinam Park
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Publication Detail:
Type:  Journal Article; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Biomaterials     Volume:  24     ISSN:  0142-9612     ISO Abbreviation:  Biomaterials     Publication Date:  2003 Nov 
Date Detail:
Created Date:  2003-08-18     Completed Date:  2004-04-22     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  8100316     Medline TA:  Biomaterials     Country:  England    
Other Details:
Languages:  eng     Pagination:  4487-93     Citation Subset:  IM    
Department of Pharmaceutics, School of Pharmacy, Purdue University, West Lafayette, IN 47907, USA.
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MeSH Terms
1,2-Dipalmitoylphosphatidylcholine / chemistry
Amino Acids, Branched-Chain / chemical synthesis,  chemistry*
Binding Sites
Dipeptides / chemistry
Disaccharides / chemistry
Liposomes / chemical synthesis*,  chemistry*
Grant Support
Reg. No./Substance:
0/Amino Acids, Branched-Chain; 0/Dipeptides; 0/Disaccharides; 0/Liposomes; 2644-64-6/1,2-Dipalmitoylphosphatidylcholine; 50-99-7/Glucose

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