Literature DB >> 21495259

Total (bio)synthesis: strategies of nature and of chemists.

Alexandra A Roberts1, Katherine S Ryan, Bradley S Moore, Tobias A M Gulder.   

Abstract

The biosynthetic pathways to a number of natural products have been reconstituted in vitro using purified enzymes. Many of these molecules have also been synthesized by organic chemists. Here we compare the strategies used by nature and by chemists to reveal the underlying logic and success of each total synthetic approach for some exemplary molecules with diverse biosynthetic origins.

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Year:  2010        PMID: 21495259      PMCID: PMC3109256          DOI: 10.1007/128_2010_79

Source DB:  PubMed          Journal:  Top Curr Chem        ISSN: 0340-1022


  190 in total

1.  Inhibition of CYP2E1 catalytic activity in vitro by S-adenosyl-L-methionine.

Authors:  Andres A Caro; Arthur I Cederbaum
Journal:  Biochem Pharmacol       Date:  2005-04-01       Impact factor: 5.858

2.  Exploring biosynthetic relationships among furanocembranoids: synthesis of (-)-bipinnatin J, (+)-intricarene, (+)-rubifolide, and (+)-isoepilophodione B.

Authors:  Paul A Roethle; Paul T Hernandez; Dirk Trauner
Journal:  Org Lett       Date:  2006-12-07       Impact factor: 6.005

Review 3.  Total biosynthesis: in vitro reconstitution of polyketide and nonribosomal peptide pathways.

Authors:  Elizabeth S Sattely; Michael A Fischbach; Christopher T Walsh
Journal:  Nat Prod Rep       Date:  2008-05-23       Impact factor: 13.423

4.  In vitro characterization of IroB, a pathogen-associated C-glycosyltransferase.

Authors:  Michael A Fischbach; Hening Lin; David R Liu; Christopher T Walsh
Journal:  Proc Natl Acad Sci U S A       Date:  2004-12-14       Impact factor: 11.205

5.  Isolation and characterization of microcin E492 from Klebsiella pneumoniae.

Authors:  V de Lorenzo
Journal:  Arch Microbiol       Date:  1984-09       Impact factor: 2.552

6.  The yersiniabactin biosynthetic gene cluster of Yersinia enterocolitica: organization and siderophore-dependent regulation.

Authors:  C Pelludat; A Rakin; C A Jacobi; S Schubert; J Heesemann
Journal:  J Bacteriol       Date:  1998-02       Impact factor: 3.490

7.  Priming type II polyketide synthases via a type II nonribosomal peptide synthetase mechanism.

Authors:  Miho Izumikawa; Qian Cheng; Bradley S Moore
Journal:  J Am Chem Soc       Date:  2006-02-08       Impact factor: 15.419

8.  Synthesis of Spirovetivane Sesquiterpenes from Santonin. Synthesis of (+)-Anhydro-beta-rotunol and all diastereomers of 6,11-spirovetivadiene.

Authors:  Gonzalo Blay; Luz Cardona; Ana M Collado; Begoña García; Verónica Morcillo; José R Pedro
Journal:  J Org Chem       Date:  2004-10-15       Impact factor: 4.354

9.  Crystal structure of the pyocyanin biosynthetic protein PhzS.

Authors:  Bryan T Greenhagen; Katherine Shi; Howard Robinson; Swarna Gamage; Asim K Bera; Jane E Ladner; James F Parsons
Journal:  Biochemistry       Date:  2008-04-17       Impact factor: 3.162

10.  Small molecules with structural similarities to siderophores as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestis.

Authors:  Karen L Stirrett; Julian A Ferreras; Venkatesan Jayaprakash; Barij N Sinha; Tao Ren; Luis E N Quadri
Journal:  Bioorg Med Chem Lett       Date:  2008-03-18       Impact factor: 2.823

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  7 in total

1.  Synthetic fermentation of bioactive non-ribosomal peptides without organisms, enzymes or reagents.

Authors:  Yi-Lin Huang; Jeffrey W Bode
Journal:  Nat Chem       Date:  2014-09-07       Impact factor: 24.427

2.  One-pot enzymatic synthesis of merochlorin A and B.

Authors:  Robin Teufel; Leonard Kaysser; Matthew T Villaume; Stefan Diethelm; Mary K Carbullido; Phil S Baran; Bradley S Moore
Journal:  Angew Chem Int Ed Engl       Date:  2014-08-12       Impact factor: 15.336

3.  Quo vadis, enzymology?

Authors:  Chaitan Khosla
Journal:  Nat Chem Biol       Date:  2015-07       Impact factor: 15.040

4.  Cell-Free Total Biosynthesis of Plant Terpene Natural Products using an Orthogonal Cofactor Regeneration System.

Authors:  Undramaa Bat-Erdene; John M Billingsley; William C Turner; Benjamin R Lichman; Francesca M Ippoliti; Neil K Garg; Sarah E O'Connor; Yi Tang
Journal:  ACS Catal       Date:  2021-07-23       Impact factor: 13.084

5.  An Efficient Approach for Lipase-Catalyzed Synthesis of Retinyl Laurate Nutraceutical by Combining Ultrasound Assistance and Artificial Neural Network Optimization.

Authors:  Shang-Ming Huang; Hsin-Ju Li; Yung-Chuan Liu; Chia-Hung Kuo; Chwen-Jen Shieh
Journal:  Molecules       Date:  2017-11-15       Impact factor: 4.411

Review 6.  A Promiscuous Bacterial P450: The Unparalleled Diversity of BM3 in Pharmaceutical Metabolism.

Authors:  Sian Thistlethwaite; Laura N Jeffreys; Hazel M Girvan; Kirsty J McLean; Andrew W Munro
Journal:  Int J Mol Sci       Date:  2021-10-21       Impact factor: 5.923

Review 7.  Complexity reduction and opportunities in the design, integration and intensification of biocatalytic processes for metabolite synthesis.

Authors:  Roland Wohlgemuth; Jennifer Littlechild
Journal:  Front Bioeng Biotechnol       Date:  2022-07-22
  7 in total

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