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Synthesis of Cyclic Polyamines by Enzymatic Generation of an Amino Aldehyde In Situ

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논문

Synthesis of Cyclic Polyamines by Enzymatic Generation of an Amino Aldehyde In Situ

학술지

Macromolecular rapid communications

저자명

Cassimjee, Karim Engelmark; Marí n, Sí lvia Rodrí guez; Berglund, Per

초록

<P><B>Abstract</B></P><P>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&#8208;assembling amino aldehyde from the corresponding amino alcohol with horse liver alcohol dehydrogenase (HLADH), followed by reduction. Circular polyamines were synthesized from 3&#8208;amino&#8208;propan&#8208;1&#8208;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<SUP>&minus;1</SUP>. 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&#8208;amino&#8208;propan&#8208;1&#8208;ol and 2&#8208;amino&#8208;2&#8208;phenyl&#8208;ethanol, for which the enantioselectivity was 330 (<I>S</I>) and 32 (<I>R</I>), respectively.</P>

발행연도

2012

ISSN

1022-1336

ISSN

1521-3927

33

18

페이지

pp.1580-1583

주제어

enzyme catalysis; hydrophilic polymers; polyamines; polyelectrolytes; self&#8208; assembly;

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1 2023-12-11

논문; 2012-07-03

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