Biotransformations By Microorganisms, Organisms And Enzymes: State Of Art

The amount of papers in the literature describing reactions catalyzed by enzymes and microorganisms as a method for obtaining enantiomerically pure compounds is increasing considerably. The usefulness of these biocatalysts in organic chemistry is now well documented and has greatly increased in the last decade. This review describes the most relevant recent papers on the subject and also some very successful applications of the enzymes and microorganisms as biocatalysts in synthetic organic chemistry from the 1996 literature up till now.451109121Akoh, C.C., Yee, L.N., (1998) J. Mol. Catalysis B. Enzymatic., 4, pp. 149-153Alphand, V., Mazzini, C., Lebreton, J., Fustoss, R., (1998) J. Mol. Catalysis B: Enzymatic., 5, pp. 219-221Anderson, M., Holmberg, H., Adlercreutz, P., (1998) Enzyme Microb. Technol., 22, pp. 170-178Andersch, P., Haase, B., Jakob, B., Schneider, M.P., (1997) Indian J. Chem. B. Org. Chem. Med. Chem., 36, pp. 981-994Archelas, A., (1998) J. Mol. Catalysis B. Enzymatic., 5, pp. 79-85Arsene, M.-L., Niculescu, S., (1997) Rev. Chim. (Bucharest), 48, pp. 581-586Atta-ur-Rahman, Choudhary, M.I., Shaheen, F., Ashraf, M., Jahan, S., (1998) J. Nat. Prod., 61, p. 438431Azerad, R., (1998) J. Mol. Catalysis B: Enzymatic., 5, pp. 1-445Banfi, L., Guanti, G., (1998) Eur. J. Org. Chem., (5), pp. 745-757Beccalli, E.M., Gelmi, M.L., Marchesini, A., (1998) Tetrahedron, 54, pp. 6909-6918(1998) BioCatalysis Data Base, , Available from Synopsis Scientific Systems, Leeds, U.KBisht, K.S., Henderson, L.A., Svirkin, Y.Y., Gross, R.A., Kaplan, D.L., Swift, G., (1998) ACS Symp. Ser., 684, pp. 90-111. , Enzymes in Polymer SynthesisBonneau, P.R., Martin, R., Lee, T., Sakowicz, R., Martichonok, V., Hogan, U.K., Gold, M., Jones, J.B., (1996) J. Brazilian Chem. Soc., 7, pp. 357-369Botes, A.L., Weijers, C.A.G.M., Van Dyk, M.S., (1998) Biotechnol. Lett., 20, pp. 421-426Bourbonnais, R., Paice, M.G., Leech, D., Rochefort, D., (1998) Proc. 7th Intern. Conf. Biotechnol. Pulp Paper Ind., pp. A103-A110. , Eds. Saddler, CanadaBoutoute, P., Mousset, G., Veschambre, H., (1998) New J. Chem., 22, pp. 247-251Boyd, D.R., Sheldrake, G.N., (1998) Nat. Prod. Rep., pp. 309-324Buisman, G.J.H., Van Heiteren, C.T.W., Kramer, G.F.H., Veldsink, J.W., Derksen, J.T.P., Cuperus, F.P., (1998) Biotechnol. Lett., 20, pp. 131-136Burton, S.G., Boshoff, A., Edwards, W., Rose, P.D., (1998) J. Mol. Catalysis B: Enzymatic., 5, pp. 411-416Butora, G., Gum, A.G., Hudlicky, T., Abboud, K.A., (1998) Synthesis-Stuttgardt, (3), pp. 275-278Cabral, J.M.S., Aires-Barros, M.R., Pinheiro, H., Prazeres, D.M.F., (1997) J. Biotechnol., 59, pp. 133-143CD-ROM. Available from Chapman and Hall. Electronic Publ. Div. London/New York (1998)Chatterjee, T., Bhattacharyya, D.K., (1998) J. Am. Oil Chem. Soc., 75, pp. 651-655Chaudhary, A.K., Beckman, E.J., Russel, A., (1998) J. ACS Symp. Ser., 684, pp. 18-57. , Enzymes in Polymer SynthesisChen, C.-L., Gratz, J.S., Kirkman, A.G., Miyakoshi, T., (1997) 5th Proc. Braz. Symp. Chem. Lignins Others Wood Compon., 6, pp. 547-556. , Ed. LR.. Ramos, UFPR, BrazilChincholkar, S.B., (1997) Microb. Biotechnol., pp. 7-11. , [Proc. Natl. Front. Microb. Biotechnol. Ed. Reddy, S.M., Sci. Publ. India]Crespo, U.S., Kanis, L.A., Veel, F.C., Pires, A.T.N., Nascirnento, M.G., Soldi, V., (1998) Proc. VII Intern. Macromolecular Colloqium, pp. 133-134Decagny, B., Jan, S., Vuillemard, J.D., Sarazin, C., Seguin, J.P., Gosselin, C., Barbotin, J.N., Ergan, F., (1998) Enzyme Microb. Technol., 22, pp. 578-582De Castro, M.S., Gago, J.V.S., (1998) Tetrahedron, 54, pp. 2877-2892De Jesus, P.C., Juarez, J.J., Da Silva, P.L.F., Burlin, G., Nascimento, M.G., (1997) Quim. Nova, 20, pp. 664-672De Jesus, P.C., Da Silva, P.L.F., Joao, J.J., Nascimento, M.G., (1998) Synthetic Comm., 28, pp. 2893-2901Deschler, C., Duran, R., Jungue, M., Landon, C., Salvado, J.-C., Goulus, P., (1998) J. Mol. Catalysis B: Enzymatic, 5, pp. 423-428Devaux-Basseguy, R., Bergel, A., Comtat, M., (1997) Enzyme Microb. Technol., 20, pp. 248-258Durán, N., The impact of biotechnology in the pulp and paper industry: State of art (1997) Progress in Microbial Ecology, pp. 543-548. , edited by M.T. Martins, M.I.Z. Sato, J.M.Tiedge, L.C.N. Hagler, J. Dobereiner, P.S. Sanchez. SBM PublDurán, N., Esposito, E., Lignin biodegradation and effluent treatment by linginolytic fungi (1997) Microbiologia Ambiental, pp. 269-292. , edited by I.S. de Melo and J.L De Acevedo. Cap. 12, CNPMA EMBRAPA EditoraEsposito, E., Paulillo, S.M., Manfio, G.P., (1998) Chemosphere, 37, pp. 541-548(1997) Biotransformations in Organic Chemistry: a Textbook. 3 rd Ed., p. 402. , Faber, K. (Ed.) Springer-Verlag Publ., Berlin, GermanyFetzner, S., Tshisuaka, B., Lingens, F., Kappi, R., Hüttermann, (1998) J. Angew. Chem. Int. Ed., 37, pp. 576-597Fraga, B.M., Gonzalez, P., Guillermo, R., Hernandez, M.G., (1998) Tetrahedron, 54, pp. 6159-6168Füchtenbusch, B., Wáltermann, Steinbüchel, A., (1998) Biotecchnol. Lett., 20, pp. 507-510Geresh, S., Valiyaveettil, T.J., Lavie, Y., Shani, A., (1998) Tetrahedron-Asymmetry, 9, pp. 89-96Gill, I., Valivety, T., (1997) TIBTECH., 15, pp. 470-478Gonzalez-Navarro, H., Braco, L., (1998) Biotechnol. Bioeng., 59, pp. 122-127Gotor, V., Quiros, M., Liz, R., Frigola, J., Fernandez, R., (1997) Tetrahedron, 53, pp. 6421-6432Graffner-Nordberg, M., Sjodin, K., Tunek, A., Hallberg, A., (1998) Chem. Pharm. Bull., 46, pp. 591-601Gu, L.Q., Wei, H.F., Zhang, X.C., Xu, G., Ma, L., (1998) Chin. J. Chem., 16, pp. 45-50Guo, Z.W., Machiya, K., Salamonczyk, G.M., Sih, C.J., (1998) J. Org. Chem., 63, pp. 4269-4276Gunnlaugsdottir, H., Wannersberger, K., Sivik, B., (1998) Enzyme Microb. Technol., 22, pp. 360-367Hagel, L.P., Lakner, J., Besavapathruni, A., (1998) J. Mol. Catalysis B: Enzymatic, 5, pp. 95-101Häring, D., Schüler, E., Schreir, P., (1998) J. Mol. Catalysis B: Enzymatic, 5, pp. 339-342Hedden, P., (1997) Physiol. Plant, 101, pp. 709-719Hirohara, H., Nishizawa, M., (1998) Biosci. Biotechnol. Biochem., 62, pp. 1-9Holland, H.L., (1998) Curr. Opln. Chem. Biol., 2, pp. 77-84Hu, S.H., Tian, X.F., Han, G.D., (1998) Steroids, 63, pp. 88-92Joekes, I., Moran, P.J.S., Rodrigues, J.A.R., Wendhouser, R., Tonella, E., Cessiola, F., (1998) J. Chem. Technol. Biotechnol., 73, pp. 54-58Joeger, K.-E., Reetz, M.T., (1998) TIBTECH, 16, pp. 396-443Johnson, C.R., (1998) Acc. Chem. Res., 31, pp. 333-341Johnson, C.R., Wells, G.W., (1998) Curr. Opin. Chem. Biol., 2, pp. 70-76Kaplan, D.L., Dordick, J., Gross, R.A., Swift, G., (1998) ACS Symp. Ser., 684, pp. 2-16. , Enzymes in Polymer SynthesisKasai, N., Suzuki, T., Furukawa, Y., (1998) J. Mol. Catalysis B-Enzymatic, 4, pp. 237-252Kazlauskas, R.J., Weber, H.K., (1998) Curr. Opin. Chem. Biol., 2, pp. 121-126Kessler, B., Withol, B., (1998) Macromol. Symp., 130, pp. 245-260Kitazume, T., Yamazaki, T., (1997) Top. Curr. Chem., 193, pp. 91-130. , Organofluorine ChemistryKobayashi, S., Uyama, H., (1998) ACS Symp. Ser., 684, pp. 58-73. , Enzymes in Polymer SynthesisKobayashi, S., Kimura, S., (1998) Kagaku (Kyoto), 53, pp. 72-73Kreutz, O.C., Moran, P.J.S., Rodríguez, J.A.R., (1997) Tetrahedron:Asymmetry, 8, pp. 2649-2653Krings, U., Berger, R.G., (1998) Appl. Microbiol. Biotechnol., 49, pp. 1-8Kroutil, W., Mischitz, M., Faber, K., (1998) J. Chem. Soc. Perkin Trans. I., 24, pp. 3629-3636Kuhnt, M., Bitsch, F., Ponelle, M., Fehr, T., Sanglier, J., (1997) J. Enzyme Microb. Technol., 21, pp. 405-412Kusaka, S., Iwata, T., Doi, Y., (1998) J. Macromol. Sci. Pure Appl. Chem., A35, pp. 319-335Lacki, K., Duvnjak, Z., (1998) Biotechnol. Bioeng., 57, pp. 694-703Lai, Y.-Z., Xu, H., Wen, X., Slomczynski, D., HiJohnson, J., Nakas, J.P., Tanenbaum, S.W., (1998) Proc. 7th Intern. Conf. Biotechnol. Pulp Paper Ind., pp. A117-A120. , Eds. Saddler, CanadaLee, K.T., Akoh, C.C., (1998) Food Rev. Intern., 14, pp. 17-34Lowendahl, A.C., Allenmark, S.G., (1998) Biocatal. Biotransform., 16, pp. 163-180Maguire, A.R., Kelleher, L.L., (1998) Spec. Publ.-R. Soc. Chem., 216, pp. 116-121. , Supported Reagents and Catalysts in ChemistryMatoishi, K., Sano, A., Imai, N., Yamazaki, T., Yokoyama, M., Sugai, T., Ohta, H., (1998) Tetrahedron: Asymmetry, 9, pp. 1097-1102Marumoto, S., Kogen, H., Naruto, S., (1998) J. Org. Chem., 63, pp. 2068-2069Michels, P.C., Khmelnitsky, Y.L., Dordick, J.S., Clark, D.S., (1998) TIBTECH, 16, pp. 210-215Minussi, R.C., Pereira, D.G., Pastore, G.M., Durán, N., (1998) Proc. 4th National Biotechnology Congress (Chile), R-58, p. 60Minussi, R.C., Pastore, G.M., Durán, N., (1998) Proc. 23th Latinamerican Chemical Congress, , San Juan-Puerto Rico, QAM-M-8Molinari, F., Villa, R., Aragozzini, F., (1998) Biotecnol. Lett., 20, pp. 41-44Molinari, F., Bertolini, C., Aragozzini, F., (1998) Biocatal. Biotransform., 16, pp. 87-94Moussou, P., Archelas, A., Furstoss, R., (1998) Tetrahedron, 54, pp. 1563-1572Olivo, H.F., Hemenway, M.S., Gezginci, M.H., (1998) Tetrahedron Lett., 39, pp. 1309-1312Parmar, A., Kumar, H., Marwaha, S.S., Kennedy, J.F., (1998) Crit. Rev. Biotechnol., 18, pp. 1-12Parra, C., Santiago, M.F., Rodriguez, J., Durán, N., (1998) Biochem. Biophys. Res. Commun., 249, pp. 719-722Parra, C., Rodriguez, J., Baeza, J., Freer, J., Duran, N., (1998) Biochem. Biophys. Res. Commun., 251, pp. 399-402Parratt, J.S., Cripps, M.C., Faulconbridge, S.J., Holt, K.E., Rippe, C.L., Savage, S.P., Taylor, S.J.C., (1997) Annu Rep. Prog. Chem. Sect. B: Org. Chem., 93, pp. 291-307Patel, R.N., Hanson, R.L., Banerjee, A., Szarka, L.J., (1997) J. Am. Oil Chem. Soc., 74, pp. 1345-1360Peralta-Zamora, P., Esposito, E., Pelegrini, R., Groto, R., Reyes, J., Durán, N., (1998) Environ. Technol., 19, pp. 55-63Peralta-Zamora, P., Moares, S.G., Esposito, E., Antunes, R., Reyes, J., Durán, N., (1998) Technol., 19, pp. 521-528De Pereira, R.S., (1998) Crit. Rev. Biotechnol., 18, pp. 25-83Pereira, A.R.C., Araujo, A.I.C., Pimentel, M.C.B., Melo, E.H.M., Lima Filho, J.L., (1997) XXVI Annual Meeting Brazilian Biochemical Society Meeting, G-36, p. 66. , Caxambu, MG., BrazilPeri, K.G., Varma, D.R., Chemtob, S., (1998) FEBS Lett, 416, pp. 269-272Pimentel, M.C.B., Melo, E.H.M., Lima Filho, J.L., Durán, N., (1996) Mycopathology, 133, pp. 119-121Pimentel, M.C.B., Melo, E.H.M., Lima Filho, J.L., Ledingham, W.M., Durén, N., (1997) Appl. Biochem. Biotechnol., 66, pp. 185-195Prichanont, S., Leak, D.U., Stuckey, D.C., (1998) Enzyme Microb. Technol., 22, pp. 471-479Queiroz, N., Nascimento, M.G., (1999) Quim. Nova, , in pressQueiroz, N., Vieira, M.A., Nascimento, M.G., (1999) Tetrahedron, , in pressRanchoux, M., Brunel, J.M., Lacazio, G., Buono, G., (1998) Tetrahedron: Assymmetry, 9, pp. 581-587Rhee, J.S., Kwon, S.J., (1998) J. Microbiol. Biotechnol., 8, pp. 191-196Roberts, S.M., (1998) J. Chem. Soc. Perkin Trans., 1, pp. 157-169(1992) Preparative Biotransformations, , Roberts, S.M., Wiggins, K., Gasy, G., Phytian, S., Todd, C. and Nielsen, M.B. (Eds.) Wiley Publ., Chichester, New YorkRodriguez, M.S.M., Leao, A.B.F., Pimentel, M.C.B., Lima Filho, J.L., Durán, N., Nelo, E.H.M., (1997) XXVI Annual Meeting Brazilian Biochemical Society Meeting, G-37, p. 67. , Caxambu, MG, BrazilSalvi, N.A., Udupa, S.R., Banerji, A., (1998) Biotechnol. Lett., 20, pp. 201-203Shimizu, S., Ogawa, J., Kataoka, M., Kobayashi, M., (1997) Advan. Biochem. Eng. Biotechnol., 58, pp. 45-87Soares, C.H., Durán, N., (1998) Environ. Technol., 19, pp. 883-891Spelberg, L.J.H., Rink, R., Kellog, R.M., Janssen, D.B., (1998) Tetrahedron: Asymmetry, 9, pp. 459-466Steinbuchel, A., Fuchtenbusch, B., (1998) TIBTECH, 16, pp. 419-427Stewart, J.D., (1998) Curr. Org. Chem., 2, pp. 195-216Stewart, J.D., Reed, K.W., Martínez, C.A., Zhu, J., Chen, G., Kayser, M.M., (1998) J. Am. Chem. Soc., 120, pp. 3541-3548Sauerbrei, B., Jungmann, V., Waldmann, H., (1998) Angew. Chem. Int. Eng., 37, pp. 1143-1146Satoh, K., Imura, A., Miyadera, A., Kanai, K., Yudimoto, Y., (1998) Chem. Pharm. Bull., 46, pp. 587-590Shafiee, A., Motamedi, H., King, A., (1998) Appl. Microbiol. Biotechnol., 49, pp. 709-717Schanstra, J.P., Poelarends, G.J., Bosma, T., Janssen, D.B., (1997) Environ. Sci. Res., 54, pp. 47-57. , Biotechnology in the Sustainable EnvironmentSchieweck, F., Altenbach, H., (1998) J. Tetrahedron:Asymmetry, 9, pp. 403-406Soumanou, M.M., Bornscheuer, U.T., Schmid, R.D., (1998) J. Am. Oil Chem. Soc., 75, pp. 703-710Srebotnik, E., Jensen, K.A., Hammel, K.E., (1998) Proc. 7th Intern. Conf. Biotechnol. Pulp Paper Ind., pp. B195-B197. , Eds. Saddler, CanadaSwaving, J., De Bon, J.A.M., (1998) Enzyme Microb. Technol., 22, pp. 19-26Takayama, S., McGarvey, G.J., Wong, C.-H., (1997) Chem. Soc. Rev., 26, pp. 407-415Tiang, G.-L., Xing, G.-W., Ye, Y.-H., (1998) Youji Huaxue (China), 18, pp. 11-19Vinciguerra, V., D'Annibale, A., Gacs-Baitz, E., Delle Monache, G., (1997) J. Mol. Catalysis B: Enzmatic, 3, pp. 213-220Vitali, A., Botta, B., Delle Monache, G., Zappitelli, S., Ricciardi, P., Melino, S., Petruzzelli, R., Giradina, B., (1998) Biochem. J., 331, pp. 513-519Wada, M., Kataoka, M., Kawabata, H., Yasohara, Y., Kizaki, N., Hasegawa, J., Shimizu, S., (1998) Biosc. Biotechnol. Biochem., 62, pp. 280-285Watanabe, C.M.H., Townsend, C.A., (1998) J. Am. Chem. Soc., 120, pp. 6231-6239Weijers, C.A.G.M., Botes, A., Van Dyk, M.S., De Bont, J.A.M., (1998) Tetrahedron: Asymmetry, 9, pp. 467-473Wendheusen Jr., R., Moran, P.J.S., Joekes, I., Rodrigues, J.A.R., (1998) J. Mol. Catalysis B: Enzymatic, 5, pp. 69-73Wieser, M., Yoshida, T., Nagasawa, T., (1998) Tetrahedron Lett., 39, pp. 4309-4310Xu, H., Lai, Y.-Z., Slomczynski, D., Nakas, J.P., Tanenbaum, S.W., (1997) Biotechnol. Lett., 19, pp. 957-960Yoshida, A., Takenaka, Y., Tamaki, H., Frebort, I., Adachi, O., Kumagai, H., (1997) J. Ferm. Bioeng., 84, pp. 603-605Yuan, Z., (1997) Fenzi Cuihua (China), 11, pp. 468-475Zaks, A., Dodds, D.R., (1997) Drug Discovery Today, 2, pp. 513-531Zhang, J.Z., Zhang, L.H., Wang, X.H., Qiu, D.H., Sun, D., Gu, J.Q., Fang, Q.C., (1998) J. Nat. Prod., 61, pp. 497-500Ziegler, T., Bien, F., Jurisch, C., (1998) Tetrahedron-Asymmetry, 9, pp. 765-78