Nylon-6 is a bulk polymer used for many applications. It consists of the non-natural building block 6-aminocaproic acid, the linear form of caprolactam. Via a retro-synthetic approach, two synthetic pathways were identified for the fermentative production of 6-aminocaproic acid. Both pathways require yet unreported novel biocatalytic steps. We demonstrated proof of these bioconversions by in vitro enzyme assays with a set of selected candidate proteins expressed in Escherichia coli. One of the biosynthetic pathways starts with 2-oxoglutarate and contains bioconversions of the ketoacid elongation pathway known from methanogenic archaea. This pathway was selected for implementation in E. coli and yielded 6-aminocaproic acid at levels up to 160 mg/L in lab-scale batch fermentations. The total amount of 6-aminocaproic acid and related intermediates generated by this pathway exceeded 2 g/L in lab-scale fed-batch fermentations, indicating its potential for further optimization toward large-scale sustainable production of nylon-6.
%0 Journal Article
%1 Turk2015Metabolic
%A Turk, Stefan C. H. J.
%A Kloosterman, Wigard P.
%A Ninaber, Dennis K.
%A Kolen, Karin P. A. M.
%A Knutova, Julia
%A Suir, Erwin
%A Schürmann, Martin
%A Raemakers-Franken, Petronella C.
%A Müller, Monika
%A de Wildeman, Stefaan M. A.
%A Raamsdonk, Leonie M.
%A van der Pol, Ruud
%A Wu, Liang
%A Temudo, Margarida F.
%A van der Hoeven, Rob A. M.
%A Akeroyd, Michiel
%A van der Stoel, Roland E.
%A Noorman, Henk J.
%A Bovenberg, Roel A. L.
%A Trefzer, Axel C.
%D 2015
%I American Chemical Society
%J ACS Synth. Biol.
%K metabolic-engineering
%R 10.1021/acssynbio.5b00129
%T Metabolic Engineering toward Sustainable Production of Nylon-6
%U http://dx.doi.org/10.1021/acssynbio.5b00129
%X Nylon-6 is a bulk polymer used for many applications. It consists of the non-natural building block 6-aminocaproic acid, the linear form of caprolactam. Via a retro-synthetic approach, two synthetic pathways were identified for the fermentative production of 6-aminocaproic acid. Both pathways require yet unreported novel biocatalytic steps. We demonstrated proof of these bioconversions by in vitro enzyme assays with a set of selected candidate proteins expressed in Escherichia coli. One of the biosynthetic pathways starts with 2-oxoglutarate and contains bioconversions of the ketoacid elongation pathway known from methanogenic archaea. This pathway was selected for implementation in E. coli and yielded 6-aminocaproic acid at levels up to 160 mg/L in lab-scale batch fermentations. The total amount of 6-aminocaproic acid and related intermediates generated by this pathway exceeded 2 g/L in lab-scale fed-batch fermentations, indicating its potential for further optimization toward large-scale sustainable production of nylon-6.
@article{Turk2015Metabolic,
abstract = {Nylon-6 is a bulk polymer used for many applications. It consists of the non-natural building block 6-aminocaproic acid, the linear form of caprolactam. Via a retro-synthetic approach, two synthetic pathways were identified for the fermentative production of 6-aminocaproic acid. Both pathways require yet unreported novel biocatalytic steps. We demonstrated proof of these bioconversions by in vitro enzyme assays with a set of selected candidate proteins expressed in Escherichia coli. One of the biosynthetic pathways starts with 2-oxoglutarate and contains bioconversions of the ketoacid elongation pathway known from methanogenic archaea. This pathway was selected for implementation in E. coli and yielded 6-aminocaproic acid at levels up to 160 {mg/L} in lab-scale batch fermentations. The total amount of 6-aminocaproic acid and related intermediates generated by this pathway exceeded 2 {g/L} in lab-scale fed-batch fermentations, indicating its potential for further optimization toward large-scale sustainable production of nylon-6.},
added-at = {2018-12-02T16:09:07.000+0100},
author = {Turk, Stefan C. H. J. and Kloosterman, Wigard P. and Ninaber, Dennis K. and Kolen, Karin P. A. M. and Knutova, Julia and Suir, Erwin and Sch\"{u}rmann, Martin and Raemakers-Franken, Petronella C. and M\"{u}ller, Monika and de Wildeman, Stefaan M. A. and Raamsdonk, Leonie M. and van der Pol, Ruud and Wu, Liang and Temudo, Margarida F. and van der Hoeven, Rob A. M. and Akeroyd, Michiel and van der Stoel, Roland E. and Noorman, Henk J. and Bovenberg, Roel A. L. and Trefzer, Axel C.},
biburl = {https://www.bibsonomy.org/bibtex/230f91b352083c0422255785f401b801b/karthikraman},
citeulike-article-id = {13837350},
citeulike-linkout-0 = {http://dx.doi.org/10.1021/acssynbio.5b00129},
citeulike-linkout-1 = {http://pubs.acs.org/doi/abs/10.1021/acssynbio.5b00129},
day = 28,
doi = {10.1021/acssynbio.5b00129},
interhash = {48f0bb26308656f23767e09636459bc2},
intrahash = {30f91b352083c0422255785f401b801b},
journal = {ACS Synth. Biol.},
keywords = {metabolic-engineering},
month = oct,
posted-at = {2015-11-13 08:21:13},
priority = {2},
publisher = {American Chemical Society},
timestamp = {2018-12-02T16:09:07.000+0100},
title = {Metabolic Engineering toward Sustainable Production of Nylon-6},
url = {http://dx.doi.org/10.1021/acssynbio.5b00129},
year = 2015
}