Whittall / Sutton | Practical Methods for Biocatalysis and Biotransformations | Buch | 978-0-470-51927-1 | sack.de

Buch, Englisch, 432 Seiten, Format (B × H): 173 mm x 249 mm, Gewicht: 885 g

Whittall / Sutton

Practical Methods for Biocatalysis and Biotransformations


1. Auflage 2010
ISBN: 978-0-470-51927-1
Verlag: Wiley

Buch, Englisch, 432 Seiten, Format (B × H): 173 mm x 249 mm, Gewicht: 885 g

ISBN: 978-0-470-51927-1
Verlag: Wiley


Biocatalysts are increasingly used by chemists engaged in fine chemical synthesis within both industry and academia. Today, there exists a huge choice of high-tech enzymes and whole cell biocatalysts, which add enormously to the repertoire of synthetic possibilities.
Practical Methods for Biocatalysis and Biotransformations is a “how-to” guide focussing on commercially available enzymes and strains of microorganisms that are readily obtained from culture collections. The source of starting materials and reagents, hints, tips and safety advice (where appropriate) are given to ensure, as far as possible, that the procedures are reproducible. Comparisons to alternative methodology are given and relevant references to the primary literature are cited. Contents include:

- Introduction to the application of biocatalysts in the pharma industry
- introduction to molecular biological techniques for biocatalyst development
- Lipase and protease methods including enzyme supports and dynamic kinetic resolutions
- Nitrile hydrolases and hydratases
- Alcohol dehydrogenases and co-factor recycling
- Epoxide hydrolases
- Amino acid synthesis
- Whole cell processes
- Other biocatalysts, including monoamineoxidases, aminotransterases, and lyases

Practical Methods for Biocatalysis and Biotransformations is an essential text offering validated biocatalyst methods for researchers and postgraduate students in industry and academia.

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Preface.
Abbreviations.

List of Contributors.

1 Biotransformations in Small-molecule Pharmaceutical Development (Joseph P. Adams, Andrew J. Collis, Richard K. Henderson and Peter W. Sutton).

2 Biocatalyst Identification and Scale-up: Molecular Biology for Chemists (Kathleen H. McClean).

3 Kinetic Resolutions Using Biotransformations.

3.1 Stereo- and Enantio-selective Hydrolysis of rac-2-Octylsulfate Using Whole Resting Cells of Pseudomonas spp. (Petra Gadler and Kurt Faber).

3.2 Protease-catalyzed Resolutions Using the 3-(3-Pyridine)propionyl Anchor Group: p-Toluenesulfonamide (Christopher K. Savile and Romas J. Kazlauskas).

3.3 Desymmetrization of Prochiral Ketones Using Enzymes (Andrew J. Carnell).

3.4 Enzymatic Resolution of 1-Methyl-tetrahydroisoquinoline using Candida rugosa Lipase (Gary Breen).

4 Dynamic Kinetic Resolution for the Synthesis of Esters, Amides and Acids Using Lipases.

4.1 Dynamic Kinetic Resolution of 1-Phenylethanol by Immobilized Lipase Coupled with In Situ Racemization over Zeolite Beta (Kam Loon Fow, Yongzhong Zhu, Gaik Khuan Chuah and Stephan Jaenicke).

4.2 Synthesis of the (R)-Butyrate Esters of Secondary Alcohols by Dynamic Kinetic Resolution Employing a Bis(tetrafluorosuccinato)-bridged Ru(II) Complex (S.F.G.M. van Nispen, J. van Buijtenen, J.A.J.M. Vekemans, J. Meuldijk and L.A. Hulshof).

4.3 Dynamic Kinetic Resolution 6,7-Dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline (Michael Page, John Blacker and Matthew Stirling).

4.4 Dynamic Kinetic Resolution of Primary Amines with a Recyclable Palladium Nanocatalyst (Pd/AlO(OH)) for Racemization (Soo-Byung Ko, Mahn-Joo Kim and Jaiwook Park).

4.5 Dynamic Kinetic Resolution of Amines Involving Biocatalysis and In Situ Free-radical-mediated Racemization (Stéphane Gastaldi, Ge´rard Gil and Miche`le P. Bertrand).

4.6 Chemoenzymatic Dynamic Kinetic Resolution of (S)-Ibuprofen (A.H. Kamaruddin and F. Hamzah).

4.7 Dynamic Kinetic Resolution Synthesis of a Fluorinated Amino Acid Ester Amide by a Continuous Process Lipase-mediated Ethanolysis of an Azalactone (Matthew Truppo, David Pollard, Jeffrey Moore and Paul Devine).

5 Enzymatic Selectivity in Synthetic Methods.

5.1 Alcalase-catalysed Syntheses of Hydrophilic Di- and Tri-peptides in Organic Solvents (Xue-Zhong Zhang, Rui-Zhen Hou, Li Xu and Yi-Bing Huang).

5.2 Selective Alkoxycarbonylation of 1,25-Dihydroxyvitamin D3 Diol Precursor with Candida antarctica Lipase B (Miguel Ferrero, Susana Fernández and Vicente Gotor).

5.3 The Use of Lipase Enzymes for the Synthesis of Polymers and Polymer Intermediates (Alan Taylor).

5.4 Bioconversion of 3-Cyanopyridine into Nicotinic Acid with Gordona terrae NDB1165 (Tek Chand Bhalla).

5.5 Enzyme-promoted Desymmetrization of Prochiral Dinitriles (Marloes A. Wijdeven, Piotr Kielbasin´ski and Floris P.J.T. Rutjes).

5.6 Epoxide Hydrolase-catalyzed Synthesis of (R)-3-Benzyloxy-2-methylpropane-1,2-diol (Takeshi Sugai, Aya Fujino, Hitomi Yamaguchi and Masaya Ikunaka).

5.7 One-pot Biocatalytic Synthesis of Methyl (S)-4-Chloro-3-hydroxybutanoate and Methyl (S)-4-Cyano-3-hydroxybutanoate (Maja Majeric´ Elenkov, Lixia Tang, Bernhard Hauer and Dick B. Janssen).

6 Aldolase Enzymes for Complex Synthesis.

6.1 One-step Synthesis of L-Fructose Using Rhamnulose-1-phosphate Aldolase in Borate Buffer (William A. Greenberg and Chi-Huey Wong).

6.2 Straightforward Fructose-1,6-bisphosphate Aldolase-mediated Synthesis of Aminocyclitols (Marielle Lemaire and Lahssen El Blidi).

6.3 Synthesis of D-Fagomine by Aldol Addition of Dihydroxyacetone to N-Cbz-3-Aminopropanal CatalysedbyD-Fructose-6-phosphateAldolase (José A. Castillo, Teodor Parella, Tomoyuki Inoue, Georg A. Sprenger, Jesu´s Joglar and Pere Clapés).

6.4 Chemoenzymatic Synthesis of 5-Thio-D-xylopyranose (Franck Charmantray, Philippe Dellis, Virgil He´laine, Soth Samreth and Laurence Hecquet).

7 Enzymatic Synthesis of Glycos


John Whittall
CoEBio3, Manchester Interdisciplinary Biocentre, Manchester University, UK

Peter W Sutton

GlaxoSmithKline Research and Development Limited, UK



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