Synthesis and characterization of polyamides based on natural monomers : L-lysine and L-aspartic acid

SummaryNonpeptidic diamine-diacid type polyamides were prepared from natural α-amino acids, L-lysine and L-aspartic acid, under mild conditions. L-lysine carboxylic group was protected as a benzyl ester; L-aspartic acid amino group was protected as benzyloxycarbonyl (Z) or t-butyloxycarbonyl (BOC) d...

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Bibliographic Details
Published inPolymer bulletin (Berlin, Germany) Vol. 38; no. 6; pp. 643 - 649
Main Authors GACHARD, I, COUTIN, B, SEKIGUCHI, H
Format Journal Article
LanguageEnglish
Published Heidelberg Springer 01.06.1997
Berlin Springer Nature B.V
New York, NY
Subjects
Amino acids
Applied sciences
Aspartic acid
Diamines
Exact sciences and technology
Lysine
Organic polymers
Physicochemistry of polymers
Polyamide resins
Polycondensation
Preparation, kinetics, thermodynamics, mechanism and catalysts
Chemical modification
Nylon
Aminoester
Solution polycondensation
Control release polymer
Aliphatic polymer
Preparation
Deprotection
Drug carrier
Aspartic derivative polymer
Experimental study
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Summary:SummaryNonpeptidic diamine-diacid type polyamides were prepared from natural α-amino acids, L-lysine and L-aspartic acid, under mild conditions. L-lysine carboxylic group was protected as a benzyl ester; L-aspartic acid amino group was protected as benzyloxycarbonyl (Z) or t-butyloxycarbonyl (BOC) derivatives. The activated ester method provided polyamides with protected amino and carboxyl side groups. The deprotection of these side groups revealed to be perfectly selective when the amino groups were protected as t-butyloxycarbonyl derivatives.
ISSN:0170-0839
1436-2449
DOI:10.1007/s002890050100