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Putrescine Transaminases for the Synthesis of Saturated Nitrogen Heterocycles from Polyamines

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논문

Putrescine Transaminases for the Synthesis of Saturated Nitrogen Heterocycles from Polyamines

학술지

ChemCatChem

저자명

Slabu, Iustina; Galman, James L.; Weise, Nicholas J.; Lloyd, Richard C.; Turner, Nicholas J.

초록

<P><B>Abstract</B></P><P>Putrescine transaminase (pATA; EC 2.6.1.82) catalyzes the transfer of an amino group from terminal diamine donor molecules to keto acid acceptors by using pyridoxal&#8208;5&prime;&#8208;phosphate as a cofactor. The <I>ygjG</I> genes from <I>Escherichia coli</I> K12, <I>Bacillus megaterium</I>, and <I>Bacillus mycoides</I> were successfully cloned and expressed in <I>E. coli</I> BL21(DE3) cells. The three putrescine transaminases were all shown to prefer diaminoalkanes as substrates and thereby generated cyclic imines from the &omega;&#8208;amino aldehyde intermediates. The addition of a mild chemical reducing agent rapidly reduced the imine intermediate in situ to furnish a range of <I>N</I>&#8208;heterocycle products. We applied pATA in a biomimetic synthesis of 2,3&#8208;dihydro&#8208;1<I>H</I>&#8208;indolizinium&#8208;containing targets, notably the bioactive alkaloid ficuseptine.</P>

발행연도

2016

ISSN

1867-3880

ISSN

1867-3899

8

6

페이지

pp.1038-1042

주제어

alkaloids; amino aldehydes; biocatalysis; diamine transaminase; enzymes

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1 2023-12-11

논문; 2016-02-18

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