Download Biotransformations in Organic Chemistry: A Textbook by Kurt Faber PDF


By Kurt Faber

ISBN-10: 3642173926

ISBN-13: 9783642173929

The use of biocatalysts, hired both as remoted enzymes or entire microbial cells, deals a awesome arsenal of hugely selective ameliorations for cutting-edge artificial natural chemistry. over the past 20 years, this technique has turn into an quintessential instrument for uneven synthesis, not just on the educational point, but additionally on an business scale.

This well-established textbook on biocatalysis presents a foundation for undergraduate and graduate classes in sleek natural chemistry, in addition to a condensed creation into this box. After a simple advent into using biocatalysts—principles of stereoselective changes, enzyme homes and kinetics—the sorts of reactions are defined in line with the 'reaction principle', comparable to hydrolysis, relief, oxidation, C–C bond formation, and so on. unique suggestions, equivalent to using enzymes in natural solvents, immobilization options and transformed or synthetic enzymes, are handled in a separate part. a last bankruptcy offers with thebasic principles for the secure and functional dealing with of biocatalysts.

In this thoroughly revised sixth version, emphasis has been given to a far better didactic kind together with coloured photos for you to facilitate a deeper realizing of the underlying ideas. New advancements, reminiscent of transamination, enzyme promiscuity and purposes on commercial scale in the box of 'white biotechnology' are included.

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Extra info for Biotransformations in Organic Chemistry: A Textbook

Example text

However, the logic of organic reaction mechanisms, which is based on thinking in terms of polarities – nucleophile/electrophile and acid/base –, represents an excellent intellectual basis for explaining enzyme catalysis and organic chemists in particular will quickly see that there is nothing ‘magic’ about biocatalysts: they simply perform excellent organic chemistry. 20 1 Introduction and Background Information chemical operator Si -face (top) A′ A Case VII Si -attack (productive) A X C C′ B X C B B′ symmetry plane Re -face (bottom) chemical operator Substrate D A′ B Case VIII Re-attack (unproductive) X C C′ a sequence rule order of A > B > C is assumed A B′ Fig.

Eng. , vol. 52, pp 87–128, Springer, Berlin Heidelberg New York Wolfenden R, Snider MJ (2001) Acc. Chem. Res. 34: 938 Menger FM (1993) Acc. Chem. Res. 26: 206 Zechel DL, Withers SG (2000) Acc. Chem. Res. 33: 11 Garcia-Junceda E (2008) Multi-step Enzyme Catalysis. Wiley-VCH, Weinheim Sih CJ, Abushanab E, Jones JB (1977) Ann. Rep. Med. Chem. 12: 298 Boland W, Fr€oßl C, Lorenz M (1991) Synthesis 1049 Schmidt-Kastner G, Egerer P (1984) Amino Acids and Peptides. In: Kieslich K (ed) Biotechnology. Verlag Chemie, Weinheim, vol 6a, pp 387–419 Gutman AL, Zuobi K, Guibe-Jampel E (1990) Tetrahedron Lett.

An incoming amine R3–NH2 results in the formation of an N-substituted amide R1–CO–NH–R3, yielding an enzymatic aminolysis of esters [17, 18]. Peracids of type R1–CO–OOH are formed when hydrogen peroxide is acting as the nucleophile [19]. Hydrazinolysis provides access to hydrazides [20, 21], and the action of hydroxylamine results in the formation of hydroxamic acid derivatives [22]. However, both of the latter transformations have not been used extensively. Thiols (which would lead to thioesters) are unreactive [23].

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