Catalysis: Concepts and Green Applications Lecture slides for Chapter 5: Biocatalysis Most of the graphics here were drawn using PowerPoint and Chemdraw (version Ultra 9.0). Feel free to modify and/or add your own pyrotechnics. Please send any feedback to feedback@catalysisbook.org Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.1 Biocatalysis applications Detergents Food Fibres Animal feed Pulp and paper Bulk chemicals Fine chemicals Pharmaceuticals Nutraceuticals Bioremediation Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.2 Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.3 Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.4 Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.5 Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.6 Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.7 colour fig Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.8 slow fast enzyme-bound acyl intermediate Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.9 substrate substrate-H2 second NAD(P)H NAD(P)+ enzyme enzyme I enzyme II Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.10 + enzyme Eupergit resin Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.11 Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.12 precipitation cross-linking enzyme molecules ~5 nm aggregates ~1 mm CLEAs, 1–100 mm Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

naphthalene dioxygenase (NDO) Figure 5.13 isatin hydrolase naphthalene dioxygenase (NDO) pathway blocked Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.14 ampicillin (R = H), amoxycillin (R = OH) cephalexine penicillin acylase CH3SiCl PCl5 H2O n-BuOH 6-aminopenicillanic acid (6-APA) penicillin G – 40°C H2O, 37°C Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.15 8-aza-1-tetralone Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.16 Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.17 Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.18 amino acid sequence mutated sequences cloning selection screening select improved sequence Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.19 antigens (haptens) heavy chain light chain antigen binding site S-S bond hinge Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.20 Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.21 Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

filtration on charcoal Figure 5.22 D-glucose pretreatment reactor series, 55–65 °C filtration on charcoal cooling isoglucose (42% D-fructose) concentration HFCS (45% D-fructose) Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.23 Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.24 Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.25 10-diacetylbaccatin (10-DAB) paclitaxel 11 chemical steps 13 reagents 13 solvents plant cell fermentation in aqueous solution isolation and crystallising Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.26 Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.27 Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.28 Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org

Figure 5.29 Catalysis/ Rothenberg, ISBN 978-3-527-31824-7. www.catalysisbook.org