Stereoselective biotransformation

Bornscheuer, U.T. and Kazlauskas, R.J. (2006) Hydrolases in Organic Synthesis. Regio- and Stereoselective Biotransformations, 2nd edn, Wiley-VCH GmbH Co.KGaA, pp. 61-183. 

Reviews see (a) Wong, C.-H. Whitesides, G. M. Enzymes in Synthetic Organic Chemistry, Pergamon Oxford, 1994. (b) Bornscheuer, U. T. Kazlauskas, R. J. Hydrolases in Organic Synthesis Regio- and Stereoselective Biotransformations Wiley Chichester, 1999. 

Dexrazoxane was also hydrolyzed enzymatically in the liver and kidney by dihydropyrimidine aminohydrolase. This enzyme could hydrolyze one but not a second ring of this molecule. Levrazoxane, the enantiomer of dexrazoxane, was also hydrolyzed enzymatically by DHPase in liver homogenates, but at a rate 4.5-fold slower [136], However, in vivo studies in rats dosed with razoxane (the racemic mixture of levrazoxane and dexrazoxane) revealed only a relatively small difference in elimination of the two enantiomers. This suggests that distribution and excretion reduced the impact of stereoselective biotransformation on the pharmacokinetics of these two enantiomers [137]. 

Bornscheuer UT, Kazlauskas RJ (1999) Hydrolases in organic synthesis regio- and stereoselective biotransformations. WUey, Weinheim... 

RN Patel. Stereoselective biotransformations in synthesis of some pharmaceutical intermediates. Adv Appl Microbiol 43 91-140, 1997. 

Vermeulen, N. P. E. (1986). Stereoselective Biotransformation Its Role in Drug Disposition and Drug Action, In Inrumative Approaches in Drug Research (A. E Harms, ed.), Elsevier, Amsterdam, pp. 393-416. 

Vermeulen, N, E E. (1989). Stereoselective Biotransformation and Its Toxicological Implications, In XemA>iotic Metabdism and Disposition (R. Kato, R. W. Esta-brook, and M. N. Cayen, eds.), Taylor Francis, London, pp. 193-206. 

In light of these developments, we felt that it was necessary to review the content of the first edition and to update or supplement the information presented in this work. The new topics examined in this edition include (1) enzymatic synthesis and resolution of enantiomerically pure compounds (Chapter 8) (2) toxicological consequences and implications of stereoselective biotransformations (Chapter 9) (3) stereoselective transport across epithelia (Chapter 10) and (4) assessment of bioavailability and bioequivalence of stereoisomeric drugs (Chapter 11). The chapter on stereoselective protein binding (Chapter 12) has been completely revmtten and new contributions are presented on the regulatory, industrial, and clinical aspects of stereoisomeric drugs (Chapters 13-16). In addition, the chapters... 

Vermeulen, N.P.E. Koppele, J.M. te. Stereoselective biotransformation toxicological consequences and implications. In Drug Stereochemistry Analytical... 

Vermeulen, N. P. E. Stereoselective biotransformation its role in drug disposition and drug action. In Innovative Approaches in Drug Research (Harms, A. F., Ed.). Elsevier Science Publishers B.V. Amsterdam, 1986, pp. 393 16. 

Bomscheuer, U. T., Kazlauskas R. J. (1999). Hydrolases in organic synthesis Regio- and stereoselective biotransformations. Weinheira Wiley-VCH, pp. 164-167. 

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