Literature DB >> 20882949

Frontiers and opportunities in chemoenzymatic synthesis.

Jonathan D Mortison1, David H Sherman.   

Abstract

Natural product biosynthetic pathways have evolved enzymes with myriad activities that represent an expansive array of chemical transformations for constructing secondary metabolites. Recently, harnessing the biosynthetic potential of these enzymes through chemoenzymatic synthesis has provided a powerful tool that often rivals the most sophisticated methodologies in modern synthetic chemistry and provides new opportunities for accessing chemical diversity. Herein, we describe our research efforts with enzymes from a broad collection of biosynthetic systems, highlighting recent progress in this exciting field.

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Year:  2010        PMID: 20882949      PMCID: PMC2966535          DOI: 10.1021/jo101124n

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  60 in total

1.  Design, synthesis, and antimicrobial activity of 6-O-substituted ketolides active against resistant respiratory tract pathogens.

Authors:  Y S Or; R F Clark; S Wang; D T Chu; A M Nilius; R K Flamm; M Mitten; P Ewing; J Alder; Z Ma
Journal:  J Med Chem       Date:  2000-03-23       Impact factor: 7.446

2.  Isolation and structure determination of nostocyclopeptides A1 and A2 from the terrestrial cyanobacterium Nostoc sp. ATCC53789.

Authors:  T Golakoti; W Y Yoshida; S Chaganty; R E Moore
Journal:  J Nat Prod       Date:  2001-01       Impact factor: 4.050

3.  Structural basis for the interaction of antibiotics with the peptidyl transferase centre in eubacteria.

Authors:  F Schlünzen; R Zarivach; J Harms; A Bashan; A Tocilj; R Albrecht; A Yonath; F Franceschi
Journal:  Nature       Date:  2001-10-25       Impact factor: 49.962

Review 4.  Polyketide biosynthesis: a millennium review.

Authors:  J Staunton; K J Weissman
Journal:  Nat Prod Rep       Date:  2001-08       Impact factor: 13.423

5.  Peptide cyclization catalysed by the thioesterase domain of tyrocidine synthetase.

Authors:  J W Trauger; R M Kohli; H D Mootz; M A Marahiel; C T Walsh
Journal:  Nature       Date:  2000-09-14       Impact factor: 49.962

6.  Polyketide β-branching in bryostatin biosynthesis: identification of surrogate acetyl-ACP donors for BryR, an HMG-ACP synthase.

Authors:  Tonia J Buchholz; Christopher M Rath; Nicole B Lopanik; Noah P Gardner; Kristina Håkansson; David H Sherman
Journal:  Chem Biol       Date:  2010-10-29

7.  Assessing the balance between protein-protein interactions and enzyme-substrate interactions in the channeling of intermediates between polyketide synthase modules.

Authors:  N Wu; S Y Tsuji; D E Cane; C Khosla
Journal:  J Am Chem Soc       Date:  2001-07-11       Impact factor: 15.419

8.  Cyclization of backbone-substituted peptides catalyzed by the thioesterase domain from the tyrocidine nonribosomal peptide synthetase.

Authors:  J W Trauger; R M Kohli; C T Walsh
Journal:  Biochemistry       Date:  2001-06-19       Impact factor: 3.162

9.  In vitro reconstitution of the myxochelin biosynthetic machinery of Stigmatella aurantiaca Sg a15: Biochemical characterization of a reductive release mechanism from nonribosomal peptide synthetases.

Authors:  N Gaitatzis; B Kunze; R Müller
Journal:  Proc Natl Acad Sci U S A       Date:  2001-09-18       Impact factor: 11.205

10.  Synthesis and antibacterial activity of HMR 3647 a new ketolide highly potent against erythromycin-resistant and susceptible pathogens.

Authors:  A Denis; C Agouridas; J M Auger; Y Benedetti; A Bonnefoy; F Bretin; J F Chantot; A Dussarat; C Fromentin; S G D'Ambrières; S Lachaud; P Laurin; O Le Martret; V Loyau; N Tessot; J M Pejac; S Perron
Journal:  Bioorg Med Chem Lett       Date:  1999-11-01       Impact factor: 2.823

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  9 in total

1.  An approach to the site-selective deoxygenation of hydroxy groups based on catalytic phosphoramidite transfer.

Authors:  Peter A Jordan; Scott J Miller
Journal:  Angew Chem Int Ed Engl       Date:  2012-02-08       Impact factor: 15.336

2.  Marine natural products: a new wave of drugs?

Authors:  Rana Montaser; Hendrik Luesch
Journal:  Future Med Chem       Date:  2011-09       Impact factor: 3.808

3.  Structural basis of substrate specificity and regiochemistry in the MycF/TylF family of sugar O-methyltransferases.

Authors:  Steffen M Bernard; David L Akey; Ashootosh Tripathi; Sung Ryeol Park; Jamie R Konwerski; Yojiro Anzai; Shengying Li; Fumio Kato; David H Sherman; Janet L Smith
Journal:  ACS Chem Biol       Date:  2015-02-26       Impact factor: 5.100

4.  Design and Synthesis of C-1 Methoxycarbonyl Derivative of Narciclasine and Its Biological Activity.

Authors:  Lihi Habaz; Korey Bedard; Mitchell Smith; Liqin Du; Alexander Kornienko; Tomas Hudlicky
Journal:  Molecules       Date:  2022-06-14       Impact factor: 4.927

5.  Biocatalytic synthesis of pikromycin, methymycin, neomethymycin, novamethymycin, and ketomethymycin.

Authors:  Douglas A Hansen; Christopher M Rath; Eli B Eisman; Alison R H Narayan; Jeffrey D Kittendorf; Jonathan D Mortison; Yeo Joon Yoon; David H Sherman
Journal:  J Am Chem Soc       Date:  2013-07-18       Impact factor: 15.419

6.  Oxidation of Pyrrole by Dehaloperoxidase-Hemoglobin: Chemoenzymatic Synthesis of Pyrrolin-2-Ones.

Authors:  Nikolette L McCombs; Tatyana Smirnova; Reza A Ghiladi
Journal:  Catal Sci Technol       Date:  2017-07-21       Impact factor: 6.119

7.  Chemoenzymatic synthesis of spinosyn A.

Authors:  Hak Joong Kim; Sei-hyun Choi; Byung-sun Jeon; Namho Kim; Rongson Pongdee; Qingquan Wu; Hung-wen Liu
Journal:  Angew Chem Int Ed Engl       Date:  2014-10-06       Impact factor: 15.336

Review 8.  Current Progress in the Chemoenzymatic Synthesis of Natural Products.

Authors:  Evan P Vanable; Laurel G Habgood; James D Patrone
Journal:  Molecules       Date:  2022-09-27       Impact factor: 4.927

Review 9.  Biocatalytic synthesis of peptidic natural products and related analogues.

Authors:  Dake Liu; Garret M Rubin; Dipesh Dhakal; Manyun Chen; Yousong Ding
Journal:  iScience       Date:  2021-05-04
  9 in total

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