Terminal Alkenes from Acrylic Acid Derivatives via Non-Oxidative Enzymatic Decarboxylation by Ferulic Acid Decarboxylases.
Terminal Alkenes from Acrylic Acid Derivatives via Non-Oxidative Enzymatic Decarboxylation by Ferulic Acid Decarboxylases.
复制标题
DOI：
10.1002/cctc.201800643
复制
发表时间：
2018-09-07
期刊：
影响因子：
4.5
通讯作者：
Leys D
中科院分区：
文献类型：
--
作者：
Aleku GA;Prause C;Bradshaw-Allen RT;Plasch K;Glueck SM;Bailey SS;Payne KAP;Parker DA;Faber K;Leys D
真菌阿魏酸脱羧酶（FDC）属于UbiD-酶家族，并通过使用异戊二烯化黄素辅因子催化肉桂酸衍生物的可逆（脱）羧化。后者由黄素异戊烯基转移酶UbiX合成。在此，我们证明了FDC/UbiX表达细胞对于分离的酶和全细胞生物催化的适用性。FDCs表现出高活性，总周转次数（TTN）高达55000，周转频率（TOF）高达370 min−1。 共溶剂相容性研究显示FDC对某些有机溶剂的耐受性高达20% v/v。使用全FDC以及全细胞生物催化剂的体外（脱）羧酶活性，我们对三种FDC进行了底物分析研究，从而深入了解活性的结构决定因素。FDC对在C3处带有（杂）环或烯属取代基的宽范围的丙烯酸衍生物显示出宽的底物耐受性，从而提供高达> 99%的转化率。通过制备规模的脱羧证明了FDC的合成效用。
Fungal ferulic acid decarboxylases (FDCs) belong to the UbiD‐family of enzymes and catalyse the reversible (de)carboxylation of cinnamic acid derivatives through the use of a prenylated flavin cofactor. The latter is synthesised by the flavin prenyltransferase UbiX. Herein, we demonstrate the applicability of FDC/UbiX expressing cells for both isolated enzyme and whole‐cell biocatalysis. FDCs exhibit high activity with total turnover numbers (TTN) of up to 55000 and turnover frequency (TOF) of up to 370 min−1. Co‐solvent compatibility studies revealed FDC's tolerance to some organic solvents up 20 % v/v. Using the in‐vitro (de)carboxylase activity of holo‐FDC as well as whole‐cell biocatalysts, we performed a substrate profiling study of three FDCs, providing insights into structural determinants of activity. FDCs display broad substrate tolerance towards a wide range of acrylic acid derivatives bearing (hetero)cyclic or olefinic substituents at C3 affording conversions of up to >99 %. The synthetic utility of FDCs was demonstrated by a preparative‐scale decarboxylation.
登录
查看更多内容
影响因子：
15
作者：
Ferguson, Kyle L.;Eschweiler, Joseph D.;Marsh, E. Neil G.
通讯作者：
Marsh, E. Neil G.
影响因子：
15
作者：
Grant, Job L.;Hsieh, Chun H.;Makris, Thomas M.
通讯作者：
Makris, Thomas M.
DOI：
10.1007/s10295-014-1469-5
发表时间：
2014-08-01
影响因子：
3.4
作者：
Claypool, Joshua T.;Raman, D. Raj;Nielsen, David R.
通讯作者：
Nielsen, David R.
影响因子：
16.6
作者：
France, Scott P.;Aleku, Godwin A.;Turner, Nicholas J.
通讯作者：
Turner, Nicholas J.
DOI：
10.1016/j.bbrc.2004.09.091
发表时间：
2004-11-12
影响因子：
3.1
作者：
Ishii, Y;Narimatsu, Y;Kirimura, K
通讯作者：
Kirimura, K