Literature DB >> 30269011

Enzymatic CH functionalizations for natural product synthesis.

Fuzhuo Li1, Xiao Zhang1, Hans Renata2.   

Abstract

Direct functionalization of CH bond is rapidly becoming an indispensible tool in chemical synthesis. However, due to the ubiquity of CH bonds, achieving site-selective functionalization remains an arduous task, especially on advanced synthetic intermediates or natural products. In contrast, Nature has evolved a multitude of enzymes capable of performing this task with extraordinary selectivity, and the use of these enzymes in organic synthesis may provide a viable solution to contemporary challenges in site-selective functionalization of complex molecules. This review covers recent applications of enzymatic CH functionalization strategies in natural product synthesis, both in the context of key building block preparation and late-stage functionalization of advanced synthetic intermediates.
Copyright © 2018 Elsevier Ltd. All rights reserved.

Entities:  

Mesh:

Substances:

Year:  2018        PMID: 30269011      PMCID: PMC6437013          DOI: 10.1016/j.cbpa.2018.09.004

Source DB:  PubMed          Journal:  Curr Opin Chem Biol        ISSN: 1367-5931            Impact factor:   8.822


  57 in total

1.  Aiming for the ideal synthesis.

Authors:  Tanja Gaich; Phil S Baran
Journal:  J Org Chem       Date:  2010-07-16       Impact factor: 4.354

2.  C-H functionalization logic in total synthesis.

Authors:  Will R Gutekunst; Phil S Baran
Journal:  Chem Soc Rev       Date:  2011-02-07       Impact factor: 54.564

3.  Formal Total Synthesis of Manzacidin C Based on Asymmetric 1,3-Dipolar Cycloaddition of Azomethine Imines.

Authors:  Thu Minh Thi Tong; Takahiro Soeta; Takuya Suga; Keisuke Kawamoto; Yoshihito Hayashi; Yutaka Ukaji
Journal:  J Org Chem       Date:  2017-01-27       Impact factor: 4.354

4.  A unifying paradigm for naphthoquinone-based meroterpenoid (bio)synthesis.

Authors:  Zachary D Miles; Stefan Diethelm; Henry P Pepper; David M Huang; Jonathan H George; Bradley S Moore
Journal:  Nat Chem       Date:  2017-07-31       Impact factor: 24.427

5.  Multiplexed gene synthesis in emulsions for exploring protein functional landscapes.

Authors:  Calin Plesa; Angus M Sidore; Nathan B Lubock; Di Zhang; Sriram Kosuri
Journal:  Science       Date:  2018-01-04       Impact factor: 47.728

6.  Utilizing DART mass spectrometry to pinpoint halogenated metabolites from a marine invertebrate-derived fungus.

Authors:  Katharine R Watts; Steven T Loveridge; Karen Tenney; Joseph Media; Frederick A Valeriote; Phillip Crews
Journal:  J Org Chem       Date:  2011-06-29       Impact factor: 4.354

Review 7.  C-H bond functionalization: emerging synthetic tools for natural products and pharmaceuticals.

Authors:  Junichiro Yamaguchi; Atsushi D Yamaguchi; Kenichiro Itami
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-06       Impact factor: 15.336

8.  Total Synthesis of Tambromycin by Combining Chemocatalytic and Biocatalytic C-H Functionalization.

Authors:  Xiao Zhang; Emma King-Smith; Hans Renata
Journal:  Angew Chem Int Ed Engl       Date:  2018-03-23       Impact factor: 15.336

Review 9.  C-C bond forming radical SAM enzymes involved in the construction of carbon skeletons of cofactors and natural products.

Authors:  Kenichi Yokoyama; Edward A Lilla
Journal:  Nat Prod Rep       Date:  2018-07-18       Impact factor: 13.423

10.  Metabologenomics: Correlation of Microbial Gene Clusters with Metabolites Drives Discovery of a Nonribosomal Peptide with an Unusual Amino Acid Monomer.

Authors:  Anthony W Goering; Ryan A McClure; James R Doroghazi; Jessica C Albright; Nicole A Haverland; Yongbo Zhang; Kou-San Ju; Regan J Thomson; William W Metcalf; Neil L Kelleher
Journal:  ACS Cent Sci       Date:  2016-01-20       Impact factor: 14.553

View more
  6 in total

1.  Synthetic utility of one-pot chemoenzymatic reaction sequences.

Authors:  Tyler J Doyon; Alison R H Narayan
Journal:  Synlett       Date:  2019-06-06       Impact factor: 2.454

2.  Engineered and Artificial Metalloenzymes for Selective C-H Functionalization.

Authors:  Xinkun Ren; Rudi Fasan
Journal:  Curr Opin Green Sustain Chem       Date:  2021-04-08

3.  Efficient Chemoenzymatic Synthesis of (2S,3R)-3-Hydroxy-3-Methylproline, a Key Fragment in Polyoxypeptin A and FR225659.

Authors:  Xiao Zhang; Hans Renata
Journal:  Tetrahedron       Date:  2019-04-05       Impact factor: 2.457

4.  A biocatalytic hydroxylation-enabled unified approach to C19-hydroxylated steroids.

Authors:  Junlin Wang; Yanan Zhang; Huanhuan Liu; Yong Shang; Linjun Zhou; Penglin Wei; Wen-Bing Yin; Zixin Deng; Xudong Qu; Qianghui Zhou
Journal:  Nat Commun       Date:  2019-07-29       Impact factor: 14.919

Review 5.  P450 Monooxygenases Enable Rapid Late-Stage Diversification of Natural Products via C-H Bond Activation.

Authors:  Nico D Fessner
Journal:  ChemCatChem       Date:  2019-02-15       Impact factor: 5.686

Review 6.  Linking Genes to Molecules in Eukaryotic Sources: An Endeavor to Expand Our Biosynthetic Repertoire.

Authors:  Jack G Ganley; Emily R Derbyshire
Journal:  Molecules       Date:  2020-01-31       Impact factor: 4.411

  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.