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Introduction to Enzyme and Coenzyme Chemistry - E-Library Home

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Contents<br />

vii<br />

8 Enzymatic Addition/Elimination Reactions 193<br />

8.1 <strong>Introduction</strong> 193<br />

8.2 Hydratases <strong>and</strong> dehydratases 194<br />

8.3 Ammonia lyases 199<br />

8.4 Elimination of phosphate <strong>and</strong> pyrophosphate 202<br />

8.5 CASE STUDY: 5-Enolpyruvyl-shikimate-3-phosphate (EPSP) synthase 204<br />

9 Enzymatic Transformations of Amino Acids 210<br />

9.1 <strong>Introduction</strong> 210<br />

9.2 Pyridoxal 5 0 -phosphate-dependent reactions at the a-position<br />

of amino acids 211<br />

9.3 CASE STUDY: Aspartate aminotransferase 215<br />

9.4 Reactions at b- <strong>and</strong> g-positions of amino acids 218<br />

9.5 Serine hydroxymethyltransferase 220<br />

9.6 N-Pyruvoyl-dependent amino acid decarboxylases 222<br />

9.7 Imines <strong>and</strong> enamines in alkaloid biosynthesis 222<br />

10 Isomerases 227<br />

10.1 <strong>Introduction</strong> 227<br />

10.2 Cofac<strong>to</strong>r-independent racemases <strong>and</strong> epimerases 227<br />

10.3 Ke<strong>to</strong>–enol tau<strong>to</strong>merases 230<br />

10.4 Allylic isomerases 231<br />

10.5 CASE STUDY: Chorismate mutase 233<br />

11 Radicals in <strong>Enzyme</strong> Catalysis 240<br />

11.1 <strong>Introduction</strong> 240<br />

11.2 Vitamin B 12 -dependent rearrangements 240<br />

11.3 The involvement of protein radicals in enzyme catalysis 244<br />

11.4 S-adenosyl methionine-dependent radical reactions 246<br />

11.5 Biotin synthase <strong>and</strong> sulphur insertion reactions 249<br />

11.6 Oxidised amino acid cofac<strong>to</strong>rs <strong>and</strong> quinoproteins 250<br />

12 Non-Enzymatic Biological Catalysis 255<br />

12.1 <strong>Introduction</strong> 255<br />

12.2 Catalytic RNA 255<br />

12.3 Catalytic antibodies 259<br />

12.4 Synthetic enzyme models 265<br />

Appendices 272<br />

1. Cahn–Ingold–Prelog rule for stereochemical nomenclature 272<br />

2. Amino acid abbreviations 274<br />

3. A simple demonstration of enzyme catalysis 275<br />

4. Answers <strong>to</strong> problems 277<br />

Index 285

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