Novel amino acid-based polymers for pharmaceutical applications

SummaryEntirely amino acid-based polymers were prepared by side-chain attachment to polysuccinimide derived from the thermal polycondensation of aspartic acid. Following deprotonation of various amino acid ester hydrochlorides by a secondary amine, the restored primary amino groups initiated the rin...

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Bibliographic Details
Published in:Polymer bulletin (Berlin, Germany) Germany), 2007-10, Vol.59 (3), p.311-318
Main Authors: TORMA, Viktoria, GYENES, Tamas, SZAKACS, Zoltan, NOSZAL, Béla, NEMETHY, Arpad, ZRINYI, Miklos
Format: Article
Language:English
Subjects:
Amino acids
Applied sciences
Aspartic acid
Chemical modifications
Chemical reactions and properties
Drug delivery systems
Exact sciences and technology
Hydrochlorides
NMR
Nuclear magnetic resonance
Organic polymers
Physicochemistry of polymers
Polymers
Ring opening
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Summary:SummaryEntirely amino acid-based polymers were prepared by side-chain attachment to polysuccinimide derived from the thermal polycondensation of aspartic acid. Following deprotonation of various amino acid ester hydrochlorides by a secondary amine, the restored primary amino groups initiated the ring-opening of succinimide to form amide bonds. 1H and 13C NMR measurements revealed that the mole fraction of the introduced amino acid side chains could be controlled by the reaction time, while no hydrolysis of methyl ester groups was observed. The synthesized polymers contain exclusively amino acids, which makes them promising candidates as base materials of controlled drug delivery systems.
ISSN:0170-0839
1436-2449
DOI:10.1007/s00289-007-0774-9