Faber, K. et al.: 2015 Science of Synthesis, 1: Biocatalysis in Organic Synthesis 1 DOI: 10.1055/sos-SD-214-00028
Biocatalysis in Organic Synthesis 1

1.1.2 Enzyme Classification and Nomenclature and Biocatalytic Retrosynthesis

More Information

Book

Editors: Faber, K.; Fessner, W.-D.; Turner, N. J.

Authors: Asano, Y.; Babich, L.; Bertau, M.; Cobucci-Ponzano, B.; Díaz-Rodríguez, A.; Engel, U.; Faber, K.; Flitsch, S. L.; Glueck, S. M.; Gotor-Fernández, V.; Green, A. P.; Hall, M.; Hartog, A. F.; Hepworth, L. J.; Hollmann, F.; Jeromin, G. E.; Lauchli, R.; Lavandera, I.; Liese, A.; Martínková, L.; Moracci, M.; Pesci, L.; Rodríguez-Mata, M.; Rozzell, D.; Rudat, J.; Schmidberger, J. W.; Servi, S.; Slomka, C.; Syldatk, C.; Tasnádi, G.; Tessaro, D.; Veselá, A. B.; Voglmeir, J.; Wever, R.

Title: Biocatalysis in Organic Synthesis 1

Print ISBN: 9783131741318; Online ISBN: 9783131975218; Book DOI: 10.1055/b-003-125815

Subjects: Organic Chemistry

Science of Synthesis Reference Libraries



Parent publication

Title: Science of Synthesis

DOI: 10.1055/b-00000101

Type: Multivolume Edition

 


Abstract

The enzyme nomenclature system is based on six different enzyme classes, defined by the type of chemical reaction catalyzed; hence, for a given synthetic step, it is possible to plan an enzymatic transformation (even thinking in a retrosynthetic manner) for the synthesis and/or modification of a certain compound. With this premise, the possibility of combining the methods of traditional chemical retrosynthesis with biocatalytic transformations provides an enormous potential benefit for organic chemists, including the use of modern feedstocks and “sustainable chemistry” criteria. In this chapter, enzyme nomenclature is discussed, and the related information is used as a basis for applying biocatalytic retrosynthetic analysis to several classes of organic molecules. Some key examples are provided in order to appreciate the real potential of biocatalytic retrosynthesis, especially when used in combination with more traditional chemical strategies.

 
  • 1 Aelhe W, Enzymes in Industry Aelhe W. Wiley-VCH Weinheim, Germany 2007; 2
  • 2 Enzyme Nomenclature: Recommendations of the Nomenclature Committee of the International Union of Biochemistry and Molecular Biology on the Nomenclature and Classification of Enzymes by the Reactions they Catalyse; available online at http://www.chem.qmul.ac.uk/iubmb/enzyme/ (accessed April 30, 2014).
  • 5 www.brenda-enzymes.org (accessed April 22, 2014).
  • 6 Liese A, Seelbach K, Buchholz A, Haberland J, Industrial Biotransformations Liese A, Seelbach K, Wandrey C. Wiley-VCH Weinheim, Germany 2006; 161–163
  • 7 enzymes.expasy.org (accessed April 22, 2014).
  • 8 www.enzyme-database.org (accessed April 22, 2014).
  • 9 Schomburg I, Chang A, Placzek S, Söhngen A, Rother M, Lang M, Munaretto C, Ulas S, Stelzer M, Grote A, Scheer M, Schomburg D. Nucleic Acids Res. 2013; 41: D764
  • 10 Corey EJ, Cheng X.-M. The Logic of Chemical Synthesis Wiley Hoboken, NJ 1989; 6
  • 12 Biorefineries – Industrial Processes and Products. Kamm B, Gruber PR, Kamm M. Wiley-VCH; Weinheim, Germany 2006
  • 22 Ohta H, Sugai T, Stereoselective Biocatalysis Patel RN. CRC Boca Raton, FL 2000; 467
  • 25 Kroutil W, Fischereder E, Fuchs CS, Lechner H, Mutti FG, Pressnitz D, Rajagopalan A, Sattler JH, Simon RC, Siirola E. Org. Process Res. Dev. 2013; 17: 751
  • 27 Tao J, Pettman A, Liese A, Industrial Biotransformations Liese A, Seelbach K, Wandrey C. Wiley-VCH Weinheim, Germany 2006; 65
  • 30 Faber K. Biotransformations in Organic Chemistry Springer Berlin 2011; 63
  • 43 Tao J, Pettman A, Liese A, Industrial Biotransformations Liese A, Seelbach K, Wandrey C. Wiley-VCH Weinheim, Germany 2006; 68
  • 44 Tao J, Pettman A, Liese A, Industrial Biotransformations Liese A, Seelbach K, Wandrey C. Wiley-VCH Weinheim, Germany 2006; 70
  • 47 Mihovilovic MD, Müller B, Stanetty P. Eur. J. Org. Chem. 2002; 3711
  • 49 Drauz K, Kottenhahn M, Makryaleas K, Klenk H, Bernd M. Angew. Chem. Int. Ed. Engl. 1991; 30: 712
  • 52 Tao J, Pettman A, Liese A, Industrial Biotransformations Liese A, Seelbach K, Wandrey C. Wiley-VCH Weinheim, Germany 2006; 74
  • 53 Tao J, Pettman A, Liese A, Industrial Biotransformations Liese A, Seelbach K, Wandrey C. Wiley-VCH Weinheim, Germany 2006; 424
  • 54 Hoh C, Villela MF, Industrial Biotransformations Liese A, Seelbach K, Wandrey C. Wiley-VCH Weinheim, Germany 2006; 48, 49
  • 56 Faber K. Biotransformations in Organic Chemistry Springer Berlin 2011; 177
  • 57 Faber K. Biotransformations in Organic Chemistry Springer Berlin 2011; 238
  • 59 Fuganti C, Grasselli P, Poli G, Servi S, Zorzella A. J. Chem. Soc., Chem. Commun. 1988; 1619
  • 60 Dünkelmann P, Kolter-Jung D, Nitsche A, Demir AS, Siegert P, Lingen B, Baumann M, Pohl M, Müller M. J. Am. Chem. Soc. 2002; 124: 12084
  • 62 Fessner W.-D, Asymmetric Organic Synthesis with Enzymes Gotor V, Alfonso I, García-Urdiales E. Wiley-VCH Weinheim, Germany 2008; 275
  • 63 Tao J, Pettman A, Liese A, Industrial Biotransformations Liese A, Seelbach K, Wandrey C. Wiley-VCH Weinheim, Germany 2006; 80
  • 65 Tao J, Pettman A, Liese A, Industrial Biotransformations Liese A, Seelbach K, Wandrey C. Wiley-VCH Weinheim, Germany 2006; 81
  • 66 Millner SE, Moody TS, Maguire AR. Eur. J. Org. Chem. 2012; 3059
  • 67 Peñéñory AB, Argüello JE, Puiatti M. Eur. J. Org. Chem. 2005; 114
  • 68 de Gonzalo G, Torres Pazmiño DE, Ottolina G, Fraaije MW, Carrea G. Tetrahedron: Asymmetry 2005; 16: 3077
  • 70 Tao J, Pettman A, Liese A, Industrial Biotransformations Liese A, Seelbach K, Wandrey C. Wiley-VCH Weinheim, Germany 2006; 83
  • 76 Tao J, Pettman A, Liese A, Industrial Biotransformations Liese A, Seelbach K, Wandrey C. Wiley-VCH Weinheim, Germany 2006; 69
  • 77 Faber K. Biotransformations in Organic Chemistry Springer Berlin 2011; 57
  • 79 Tao J, Pettman A, Liese A, Industrial Biotransformations Liese A, Seelbach K, Wandrey C. Wiley-VCH Weinheim, Germany 2006; 84
  • 82 Rauvolfová J, Weignerová L, Kuzma M, Přikrylová V, Macková M, Pišvejcová A, Křen V. J. Mol. Catal. B: Enzym. 2004; 29: 259
  • 86 Faber K. Biotransformations in Organic Chemistry Springer Berlin 2011; 200
  • 90 Gu Q.-M, Maslanka WW, Cheng HN. Polymer Prepr. (Am. Chem. Soc., Div. Polym. Chem.) 2006; 47: 234
  • 91 Uyama H, Kobayashi S, Enzyme-Catalyzed Synthesis of Polymers Kobayashi S, Ritter H, Kaplan D. Springer Berlin 2006; 51
  • 92 Meyer H, Eichhorn E, Hanlon S, Lütz S, Schürmann M, Wohlgemuth R, Coppolecchia R. Catal. Sci. Technol. 2013; 3: 29
  • 94 Schmidt M, Böttcher D, Bornscheuer UT, Industrial Biotechnology: Sustainable Growth and Economic Success Soetaert W, Vandamme EJ. Wiley-VCH Weinheim, Germany 2010; 190