An efficient chemoenzymatic synthesis of the bactericide lapyrium chloride

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An efficient route for large-scale preparation of lapyrium chloride, a broad-spectrum antimicrobial surfactant, was developed from chloroacetic acid in four steps, three of them enzymatic. Due to the chemoselective behavior of the biocatalysts, lapyrium chloride was obtained in a high degree of puri...

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Detalles Bibliográficos
Autor principal: Rustoy, E.M
Otros Autores: Baldessari, A.
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2005
Acceso en línea:Registro en Scopus
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Biblioteca Central Dr. Luis F. Leloir (FCEN) de Universidad de Buenos Aires
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100 1 |a Rustoy, E.M. 
245 1 3 |a An efficient chemoenzymatic synthesis of the bactericide lapyrium chloride 
260 |c 2005 
270 1 0 |m Baldessari, A.; Departamento de Química Orgánica Y UMYMFOR, Facultad de Ciencias Exactas Y Naturales, Pabellón 2, 1428 Buenos Aires, Argentina; email: alib@qo.fcen.uba.ar 
506 |2 openaire  |e Política editorial 
504 |a www.epa.gov/crs/index.htm, RS Home; Argembeaux, H., Demitz, M., Treu, J., (Beiersdorf A.-G., Germany) Ger. Off. DE 10,103,093 (Cl. A61K7/06), 25 Jul 2002, Appl. 10,103,093, 24 Jan 2001; 12 pp; Maruyama, T., (Sunstar Inc., Japan) Jpn. Kokai Tokkyo Koho JP 2001072562 A2, 21 Mar 2001, Appl. JP 1999,252459 7 Sep 1999; 5 pp; Sipos, T., (Johnson & Johnson) US 4,006,218 (Cl.424-54; A61K7/22), 01 Feb 1977, Appl. 285,682, 01 Sep 1972; 10 pp; Haines, F.T., Forte, D., (United Stated Environmental Resources, Corp.) US 4,615,807 (Cl. 210-704; C02F1/24), 07 Oct 1986, Appl. 757,971, 23 Jul 1985; 8 pp; Warrender, N.A., Carlile, J.R., (Stanchem Inc., Can.) PCT Int. Appl. WO 9833953 A1, 06 Aug 1998, Appl. WO 1998-CA76, 02 Feb 1998; 42 pp; Epstein, A.K., Harris, B.R., US 2,290,173 (Cl. 167-22), 21 Jul 1942, Appl. 355,032, 31 Aug 1940; 10 pp; Gordon, J.E., Ralston, R.A., US 4,017,501 (Cl. 260-295), 24 Oct 1975, Appl. 625,407, 12 Apr 1977; 4 pp; Bommarius, A.S., Riebel, B.R., (2004) Biocatalysis, Fundamentals and Applications, pp. 159-208. , Wiley-VCH, Weinheim 
504 |a Saha, B.C., Demirjian, D.C., (2000) Applied Biocatalysis in Specialty Chemicals and Pharmaceuticals, pp. 178-273. , American Chemical Society, Washington, DC 
504 |a García Junceda, E., García-García, J.F., Bastida, A., Fernandez-Mayoralas, A., (2004) Bioorg. Med. Chem., 12, pp. 1817-1834 
504 |a Panke, S., Held, M., Wubbolts, M., (2004) Curr. Opin. Biotechnol., 15, pp. 272-279 
504 |a Koeller, K.M., Wong, C.-H., (2001) Nature, 409, pp. 232-240 
504 |a Lopez-Garcia, M., Alfonso, I., Gotor, V., (2003) J. Org. Chem., 68, pp. 648-651 
504 |a Van Rantwijk, F., Hacking, M.A.P.J., Sheldon, R., (2000) Monatsh. Chem., 131, pp. 549-569 
504 |a Gotor, V., (2002) J. Biotechnol., 96, pp. 35-42 
504 |a Gotor, V., (1999) Bioorg. Med. Chem., 7, pp. 2189-2197 
504 |a Rustoy, E.M., Pereyra, E.N., Moreno, S., Baldessari, A., (2004) Tetrahedron: Asymmetry, 15, pp. 3763-3768 
504 |a Monsalve, L.N., Rosselli, S., Bruno, M., Baldessari, A., (2005) Eur. J. Org. Chem., pp. 2106-2115 
504 |a Baldessari, A., Mangone, C.P., (2001) J. Mol. Catalysis B: Enzym., 11, pp. 335-341 
504 |a Vogel, A.I., (1948) J. Chem. Soc., pp. 644-658 
520 3 |a An efficient route for large-scale preparation of lapyrium chloride, a broad-spectrum antimicrobial surfactant, was developed from chloroacetic acid in four steps, three of them enzymatic. Due to the chemoselective behavior of the biocatalysts, lapyrium chloride was obtained in a high degree of purity and yield, from mild reaction conditions and following a low environmental impact methodology. © Wiley-VCH Verlag GmbH & Co. KGaA, 2005.  |l eng 
593 |a Departamento de Química Orgánica Y UMYMFOR, Facultad de Ciencias Exactas Y Naturales, Pabellón 2, 1428 Buenos Aires, Argentina 
690 1 0 |a AMINOLYSIS 
690 1 0 |a BACTERICIDE 
690 1 0 |a ENZYME-CATALYZED ACYLATION 
700 1 |a Baldessari, A. 
773 0 |d 2005  |h pp. 4628-4632  |k n. 21  |p Eur. J. Org. Chem.  |x 1434193X  |w (AR-BaUEN)CENRE-1605  |t European Journal of Organic Chemistry 
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856 4 0 |u https://doi.org/10.1002/ejoc.200500388  |y DOI 
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