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Synthesis of cyclic polyamines by enzymatic generation of an amino aldehyde in situ
KTH, Skolan för bioteknologi (BIO), Biokemi.
KTH, Skolan för bioteknologi (BIO), Biokemi.
KTH, Skolan för bioteknologi (BIO), Biokemi.ORCID-id: 0000-0002-9577-832X
2012 (engelsk)Inngår i: Macromolecular rapid communications, ISSN 1022-1336, E-ISSN 1521-3927, Vol. 33, nr 18, s. 1580-1583Artikkel i tidsskrift (Fagfellevurdert) Published
Abstract [en]

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.

sted, utgiver, år, opplag, sider
2012. Vol. 33, nr 18, s. 1580-1583
Emneord [en]
enzyme catalysis, hydrophilic polymers, polyamines, polyelectrolytes, self-assembly
HSV kategori
Identifikatorer
URN: urn:nbn:se:kth:diva-103545DOI: 10.1002/marc.201200347ISI: 000308716200014PubMedID: 22761014Scopus ID: 2-s2.0-84866433787OAI: oai:DiVA.org:kth-103545DiVA, id: diva2:560486
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QC 20121015

Tilgjengelig fra: 2012-10-15 Laget: 2012-10-15 Sist oppdatert: 2020-03-09bibliografisk kontrollert

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