1
Organic Synthesis with Enzymes in Non-Aqueous Media Edited by Giacomo Carrea and Sergio Riva. Wiley-VCH, Weinheim 2008. XVIII + 310 pp., hardcover E 149.00.—ISBN 978-3-527-31846-9 Very recently, I was asked by a surprised chemist: “Can enzymes really work in or- ganic solvents?” Now, a few months later, this book gives a clear and convincing positive answer to this question by showing a vast number of examples of applications of enzymes in organic solvents, biphasic systems, ionic liquids and even in solid/ gas systems. Clearly, the topic of this book is extremely timely. The editors have done an excellent job in bringing together outstanding experts for the var- ious chapters that deal with the different aspects of organic synthesis with en- zymes in non-aqueous media. The book consists of three major parts: 1) the fun- damentals of biocatalysis in neat organic solvents, 2) synthetic applications in neat organic solvents and 3) biocatalysis in new reaction media. The first three chapters, which deal with the fundamentals, are outstanding: The theory behind the application of en- zymes in neat organic solvents, the ef- fects of organic solvents on enzyme se- lectivity and the activation of enzymes for use in organic solvents form a perfect introduction for the newcomer as well as a backup for the “advanced” enzyme user. In the latter chapter, all the meth- ods to get enzymes to work or to im- prove the activity of biocatalysts in or- ganic solvents are summarized, including immobilisation, lyophilisation, and the addition of salt and water mimics. The subsequent four chapters describe the application of hydrolases in neat or- ganic solvents, especially transesterifica- tion and amidation, with special empha- sis on chemoselectivity and regioselectiv- ity. One of these chapters is devoted to the deracemisation process and covers in depth various types of dynamic kinet- ic resolution (DKR). This chapter on DKR is subdivided according to the various racemisation methods that can be cou- pled with enzymatic resolution. The final chapter of the second part deals with in- dustrial-scale applications and comprises a collection of hydrolase reactions and cyanohydrin formation for the prepara- tion of bioactive compounds by employ- ing the techniques explained in the pre- vious chapters. The third and final part focuses on bi- phasic systems and new reaction media. An introductory chapter explains the theory and physical mechanisms about interfacial area, mass transfer coefficients and process modeling. A case study for the formation of cyanohydrins employ- ing oxynitrilases is provided. Various op- tions for enzyme preparation such as en- capsulation and cross-linked enzyme ag- gregates (CLEAs) are discussed. A sepa- rate chapter discusses the possibilities and challenges concerning the use of ionic liquids. Besides examples employ- ing hydrolases, also examples using alco- hol dehydrogenases, whole cells and sulfur oxidation are given. The chapter solid/gas biocatalysis demonstrates clear- ly the complex theory behind the solid/ gas system and discusses the pros and cons of such as system with the aid of two examples. The final chapter deals with biocatalytic transformations of a solid and not fully dissolved substrate to a precipitating product. I really enjoyed going through this book, although some basic explanations and definitions come up several times as is sometimes the case with a multi- author book. It is of high interest for people who want to learn about en- zymes and the possibilities of using them in non-aqueous systems, and also extremely useful for everybody already using such systems for simply looking up a specific reaction and to be inspired by related systems or other possibilities. The comprehensive book is definitely a highly valuable condensation of the various subtopics, concentrating infor- mation which is otherwise hard to get. The combination of basic background theory with a good number of examples attracts the reader. Therefore, I can highly recommend this book to chemists from industry and academia who are working in this field as well as to stu- dents. Chemists who are not yet working in this field may be inspired and encour- aged to consider also biocatalysts to solve their synthetic problems. Wolfgang Kroutil University of Graz Graz (Austria) DOI: 10.1002/cssc.200800083 Like Ducks to Water: Biocats in Solvents ChemSusChem 2008, 1, 467 # 2008 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim www.chemsuschem.org 467

Organic Synthesis with Enzymes in Non-Aqueous Media. Edited by Giacomo Carrea and Sergio Riva

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Page 1: Organic Synthesis with Enzymes in Non-Aqueous Media. Edited by Giacomo Carrea and Sergio Riva

Organic Synthesis withEnzymes in Non-AqueousMediaEdited by Giacomo Carrea andSergio Riva.

Wiley-VCH, Weinheim 2008. XVIII+310 pp. ,hardcover E 149.00.—ISBN 978-3-527-31846-9

Very recently, Iwas asked by asurprised chemist:“Can enzymesreally work in or-ganic solvents?”Now, a fewmonths later, thisbook gives a clearand convincingpositive answerto this question by showing a vastnumber of examples of applications ofenzymes in organic solvents, biphasicsystems, ionic liquids and even in solid/gas systems. Clearly, the topic of thisbook is extremely timely. The editorshave done an excellent job in bringingtogether outstanding experts for the var-ious chapters that deal with the differentaspects of organic synthesis with en-zymes in non-aqueous media. The bookconsists of three major parts : 1) the fun-damentals of biocatalysis in neat organicsolvents, 2) synthetic applications in neatorganic solvents and 3) biocatalysis innew reaction media.

The first three chapters, which dealwith the fundamentals, are outstanding:The theory behind the application of en-zymes in neat organic solvents, the ef-fects of organic solvents on enzyme se-lectivity and the activation of enzymes

for use in organic solvents form a perfectintroduction for the newcomer as well asa backup for the “advanced” enzymeuser. In the latter chapter, all the meth-ods to get enzymes to work or to im-prove the activity of biocatalysts in or-ganic solvents are summarized, includingimmobilisation, lyophilisation, and theaddition of salt and water mimics.

The subsequent four chapters describethe application of hydrolases in neat or-ganic solvents, especially transesterifica-tion and amidation, with special empha-sis on chemoselectivity and regioselectiv-ity. One of these chapters is devoted tothe deracemisation process and coversin depth various types of dynamic kinet-ic resolution (DKR). This chapter on DKRis subdivided according to the variousracemisation methods that can be cou-pled with enzymatic resolution. The finalchapter of the second part deals with in-dustrial-scale applications and comprisesa collection of hydrolase reactions andcyanohydrin formation for the prepara-tion of bioactive compounds by employ-ing the techniques explained in the pre-vious chapters.

The third and final part focuses on bi-phasic systems and new reaction media.An introductory chapter explains thetheory and physical mechanisms aboutinterfacial area, mass transfer coefficientsand process modeling. A case study forthe formation of cyanohydrins employ-ing oxynitrilases is provided. Various op-tions for enzyme preparation such as en-capsulation and cross-linked enzyme ag-gregates (CLEAs) are discussed. A sepa-rate chapter discusses the possibilitiesand challenges concerning the use ofionic liquids. Besides examples employ-

ing hydrolases, also examples using alco-hol dehydrogenases, whole cells andsulfur oxidation are given. The chaptersolid/gas biocatalysis demonstrates clear-ly the complex theory behind the solid/gas system and discusses the pros andcons of such as system with the aid oftwo examples. The final chapter dealswith biocatalytic transformations of asolid and not fully dissolved substrate toa precipitating product.

I really enjoyed going through thisbook, although some basic explanationsand definitions come up several times asis sometimes the case with a multi-author book. It is of high interest forpeople who want to learn about en-zymes and the possibilities of usingthem in non-aqueous systems, and alsoextremely useful for everybody alreadyusing such systems for simply lookingup a specific reaction and to be inspiredby related systems or other possibilities.

The comprehensive book is definitelya highly valuable condensation of thevarious subtopics, concentrating infor-mation which is otherwise hard to get.The combination of basic backgroundtheory with a good number of examplesattracts the reader. Therefore, I canhighly recommend this book to chemistsfrom industry and academia who areworking in this field as well as to stu-dents. Chemists who are not yet workingin this field may be inspired and encour-aged to consider also biocatalysts tosolve their synthetic problems.

Wolfgang KroutilUniversity of GrazGraz (Austria)DOI: 10.1002/cssc.200800083

Like Ducks to Water: Biocats in Solvents

ChemSusChem 2008, 1, 467 7 2008 Wiley-VCH Verlag GmbH&Co. KGaA, Weinheim www.chemsuschem.org 467