Synthesis of cyclic polyamines by enzymatic generation of an amino aldehyde in situ
2012 (English)In: Macromolecular rapid communications, ISSN 1022-1336, E-ISSN 1521-3927, Vol. 33, no 18, 1580-1583 p.Article in journal (Refereed) Published
Multifunctional polycationic polyamines, for example, used in drug and gene delivery, have product range limitations in their synthesis methods. Here, we synthesize a polyamine by forming a self-assembling amino aldehyde from the corresponding amino alcohol with horse liver alcohol dehydrogenase (HLADH), followed by reduction. Circular polyamines were synthesized from 3-amino-propan-1-ol as starting material, analogous to cyclic polyamines formed from azetidin. The product had an isolated yield of 89.7% or 15.3 g L -1. The predicted range of possible polyamine products by this method is broad since many amino alcohols are putative substrates for HLADH. The enzyme also had activity for 2-amino-propan-1-ol and 2-amino-2-phenyl-ethanol, for which the enantioselectivity was 330 (S) and 32 (R), respectively.
Place, publisher, year, edition, pages
2012. Vol. 33, no 18, 1580-1583 p.
enzyme catalysis, hydrophilic polymers, polyamines, polyelectrolytes, self-assembly
Biochemistry and Molecular Biology
IdentifiersURN: urn:nbn:se:kth:diva-103545DOI: 10.1002/marc.201200347ISI: 000308716200014ScopusID: 2-s2.0-84866433787OAI: oai:DiVA.org:kth-103545DiVA: diva2:560486
QC 201210152012-10-152012-10-152012-10-25Bibliographically approved