The Transformative Power of Biocatalysis in Convergent Synthesis

被引:27
作者
Zetzsche, Lara E. [1 ,2 ]
Chakrabarty, Suman [1 ]
Narayan, Alison R. H. [3 ,4 ]
机构
[1] Univ Michigan, Life Sci Inst, Ann Arbor, MI 48109 USA
[2] Univ Michigan, Program Chem Biol, Ann Arbor, MI 48109 USA
[3] Univ Michigan, Life Sci Inst, Program Chem Biol, Ann Arbor, MI 48109 USA
[4] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
关键词
KINETIC RESOLUTION; CHEMOENZYMATIC SYNTHESIS; POLYKETIDE BIOSYNTHESIS; COUPLING REACTIONS; BOND FORMATION; MECHANISM; LACCASE; DERIVATIVES; STRATEGIES; DISCOVERY;
D O I
10.1021/jacs.2c00224
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Achieving convergent synthetic strategies has long been a gold standard in constructing complex molecular skeletons, allowing for the rapid generation of complexity in comparatively streamlined synthetic routes. Traditionally, biocatalysis has not played a prominent role in convergent laboratory synthesis, with the application of biocatalysts in convergent strategies primarily limited to the synthesis of chiral fragments. Although the use of enzymes to enable convergent synthetic approaches is relatively new and emerging, combining the efficiency of convergent transformations with the selectivity achievable through biocatalysis creates new opportunities for efficient synthetic strategies. This Perspective provides an overview of recent developments in biocatalytic strategies for convergent transformations and offers insights into the advantages of these methods compared to their small molecule-based counterparts.
引用
收藏
页码:5214 / 5225
页数:12
相关论文
共 112 条
[61]   Round, round we go - strategies for enzymatic cofactor regeneration [J].
Mordhorst, Silja ;
Andexer, Jennifer N. .
NATURAL PRODUCT REPORTS, 2020, 37 (10) :1316-1333
[62]   A new strategy for aromatic ring alkylation in cylindrocyclophane biosynthesis [J].
Nakamura, Hitomi ;
Schultz, Erica E. ;
Balskus, Emily P. .
NATURE CHEMICAL BIOLOGY, 2017, 13 (08) :916-+
[63]  
Nicolaou KC, 2002, ANGEW CHEM INT EDIT, V41, P1668, DOI 10.1002/1521-3773(20020517)41:10<1668::AID-ANIE1668>3.0.CO
[64]  
2-Z
[65]   Chromium-Salen Catalyzed Cross-Coupling of Phenols: Mechanism and Origin of the Selectivity [J].
Nieves-Quinones, Yexenia ;
Paniak, Thomas J. ;
Lee, Young Eun ;
Kim, Sun Mm ;
Tcyrulnikov, Sergei ;
Kozlowski, Marisa C. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (25) :10016-10032
[66]   Quaternary Charge-Transfer Complex Enables Photoenzymatic Intermolecular Hydroalkylation of Olefins [J].
Page, Claire G. ;
Cooper, Simon J. ;
DeHovitz, Jacob S. ;
Oblinsky, Daniel G. ;
Biegasiewicz, Kyle F. ;
Antropow, Alyssa H. ;
Armbrust, Kurt W. ;
Ellis, J. Michael ;
Hamann, Lawrence G. ;
Horn, Evan J. ;
Oberg, Kevin M. ;
Scholes, Gregory D. ;
Hyster, Todd K. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2021, 143 (01) :97-102
[67]   Combined metal catalysis and biocatalysis for an efficient deracemization process [J].
Pàmies, O ;
Bäckvall, JE .
CURRENT OPINION IN BIOTECHNOLOGY, 2003, 14 (04) :407-413
[68]   Oxidoreductase-Catalyzed Synthesis of Chiral Amines [J].
Patil, Mahesh D. ;
Grogan, Gideon ;
Bommarius, Andreas ;
Yun, Hyungdon .
ACS CATALYSIS, 2018, 8 (12) :10985-11015
[69]   Rethinking amide bond synthesis [J].
Pattabiraman, Vijaya R. ;
Bode, Jeffrey W. .
NATURE, 2011, 480 (7378) :471-479
[70]   The Broad Aryl Acid Specificity of the Amide Bond Synthetase McbA Suggests Potential for the Biocatalytic Synthesis of Amides [J].
Petchey, Mark ;
Cuetos, Anibal ;
Rowlinson, Benjamin ;
Dannevald, Stephanie ;
Frese, Amina ;
Sutton, Peter W. ;
Lovelock, Sarah ;
Lloyd, Richard C. ;
Fairlamb, Ian J. S. ;
Grogan, Gideon .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (36) :11584-11588