| Preparation of a PLA-PEG block copolymer using a PLA derivative with a formyl terminal group and its application to nanoparticulate formulation. | |
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MedLine Citation:
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PMID: 15814247 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A novel poly(DL-lactic acid) (PLA) derivative with a diethoxy propanol ester at the end, named PLA-acetal, was synthesized by ring opening polymerization using DL-lactide and 3,3-diethoxy propanol. PLA-acetal was hydrolyzed to a PLA derivative with a formyl group, named PLA-aldehyde, by acid treatment. Reductive amination between PLA-aldehyde and methoxypolyethylene glycol amine (MeO-PEG(N)) gave the block copolymer (PLA-(MeO-PEG(N))). Nanoparticles were prepared by emulsification-solvent evaporation or solvent diffusion using PLA-(MeO-PEG(N)) or a conventional methoxypolyethylene glycol-PLA block copolymer, PLA-(MeO-PEG(O)). PLA-(MeO-PEG(N)) nanoparticles had a particle size of 60-340 nm, dependent on the preparative procedure, while PLA-(MeO-PEG(O)) nanoparticles prepared by solvent diffusion showed a particle size of 60 nm. The PLA-(MeO-PEG) nanoparticles with a smaller PEG introduction degree exhibited a more negative zeta potential. 1,1'-Dioctadecyl-3,3,3',3'-tetramethylindodicarbocyanine perchlorate (DiD) could be incorporated efficiently in PLA-(MeO-PEG(N)) nanoparticles. It is suggested that PLA-aldehyde should be useful as a functional intermediate for derivatization of PLA, and PLA-(MeO-PEG(N)) can be used for the preparation of PEG-coated PLA nanoparticles. |
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Authors:
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Masanaho Sasatsu; Hiraku Onishi; Yoshiharu Machida |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: International journal of pharmaceutics Volume: 294 ISSN: 0378-5173 ISO Abbreviation: Int J Pharm Publication Date: 2005 Apr |
Date Detail:
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Created Date: 2005-04-07 Completed Date: 2005-08-18 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 7804127 Medline TA: Int J Pharm Country: Netherlands |
Other Details:
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Languages: eng Pagination: 233-45 Citation Subset: IM |
Affiliation:
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Department of Drug Delivery Research, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Chemistry, Pharmaceutical Lactates / chemical synthesis* Nanostructures / chemistry* Polyethylene Glycols / chemical synthesis* |
| Chemical | |
Reg. No./Substance:
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0/Lactates; 0/Polyethylene Glycols; 0/poly(lactic acid-ethylene glycol) |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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