Literature DB >> 32068211

Nature-driven approaches to non-natural terpene analogues.

Vanessa Harms1, Andreas Kirschning1, Jeroen S Dickschat2.   

Abstract

Covering: up to 2019The reactions catalysed by terpene synthases belong to the most complex and fascinating cascade-type transformations in Nature. Although many accept only one natural terpene precursor and convert it with high selectivity into only one product, several of these remarkable biocatalysts were recently shown to have a surprising plasticity towards non-natural substrate analogues. For an easy access to the topic also for readers who are new to the field, this review will first briefly cover the principles of natural terpene biosynthesis. This is followed by a chapter that highlights purely chemical transformations mimicking terpene synthase catalysed reactions. Then, the main focus of this article will shed light on the recent advances of terpene synthase catalysed transformations of synthetic substrate analogues. As will be demonstrated, a simple conceptual approach extensively broadens the chemical space that can be reached with terpene synthases.

Entities:  

Year:  2020        PMID: 32068211     DOI: 10.1039/c9np00055k

Source DB:  PubMed          Journal:  Nat Prod Rep        ISSN: 0265-0568            Impact factor:   13.423


  12 in total

Review 1.  Synthetic biology, combinatorial biosynthesis, and chemo‑enzymatic synthesis of isoprenoids.

Authors:  Alexandra A Malico; Miles A Calzini; Anuran K Gayen; Gavin J Williams
Journal:  J Ind Microbiol Biotechnol       Date:  2020-09-03       Impact factor: 3.346

2.  Using Terpene Synthase Plasticity in Catalysis: On the Enzymatic Conversion of Synthetic Farnesyl Diphosphate Analogues.

Authors:  Anwei Hou; Jeroen S Dickschat
Journal:  Chemistry       Date:  2021-09-29       Impact factor: 5.020

3.  Diterpene Biosynthesis in Catenulispora acidiphila: On the Mechanism of Catenul-14-en-6-ol Synthase.

Authors:  Geng Li; Yue-Wei Guo; Jeroen S Dickschat
Journal:  Angew Chem Int Ed Engl       Date:  2020-12-10       Impact factor: 15.336

4.  Enantioselective access to tricyclic tetrahydropyran derivatives by a remote hydrogen bonding mediated intramolecular IEDHDA reaction.

Authors:  Min Jin; Congyun Tang; Yingying Li; Shuai Yang; Ying-Tao Yang; Lin Peng; Xiao-Nian Li; Wenjing Zhang; Zhili Zuo; Fabien Gagosz; Liang-Liang Wang
Journal:  Nat Commun       Date:  2021-12-10       Impact factor: 14.919

5.  Enzymatic Synthesis of Variediene Analogs.

Authors:  Lin-Fu Liang; Jeroen S Dickschat
Journal:  Chemistry       Date:  2022-02-09       Impact factor: 5.020

Review 6.  Hedycaryol - Central Intermediates in Sesquiterpene Biosynthesis, Part II.

Authors:  Houchao Xu; Jeroen S Dickschat
Journal:  Chemistry       Date:  2022-03-21       Impact factor: 5.020

7.  High Versatility of IPP and DMAPP Methyltransferases Enables Synthesis of C6 , C7 and C8 Terpenoid Building Blocks.

Authors:  Laura Drummond; Parab J Haque; Binbin Gu; Julia S Jung; Hendrik Schewe; Jeroen S Dickschat; Markus Buchhaupt
Journal:  Chembiochem       Date:  2022-06-07       Impact factor: 3.461

8.  Expanding the terpene biosynthetic code with non-canonical 16 carbon atom building blocks.

Authors:  Codruta Ignea; Morten H Raadam; Aikaterini Koutsaviti; Yong Zhao; Yao-Tao Duan; Maria Harizani; Karel Miettinen; Panagiota Georgantea; Mads Rosenfeldt; Sara E Viejo-Ledesma; Mikael A Petersen; Wender L P Bredie; Dan Staerk; Vassilios Roussis; Efstathia Ioannou; Sotirios C Kampranis
Journal:  Nat Commun       Date:  2022-09-03       Impact factor: 17.694

Review 9.  Plasticity engineering of plant monoterpene synthases and application for microbial production of monoterpenoids.

Authors:  Dengwei Lei; Zetian Qiu; Jianjun Qiao; Guang-Rong Zhao
Journal:  Biotechnol Biofuels       Date:  2021-06-30       Impact factor: 6.040

Review 10.  Alternative metabolic pathways and strategies to high-titre terpenoid production in Escherichia coli.

Authors:  Mauro A Rinaldi; Clara A Ferraz; Nigel S Scrutton
Journal:  Nat Prod Rep       Date:  2022-01-26       Impact factor: 13.423

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