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___________________________________________________RESULTADOS E DISCUSSÃOBactériaGram -Figura 16. Mecanismo de atuação do biossensor A. tumefaciensNTL4(pZLR4).NH2CH 2 OHOH O OOHClBrGalactosidaseGalactose2OHNHClBrOHX-GalNHOClBrBrClONHColoração azulEsquema 3. Reação de degradação do reagente X-Gal e formação doderivado de índigo de coloração azul por ação da enzima β-galactosidase(Berg et al., 2002).33
___________________________________________________RESULTADOS E DISCUSSÃOA fração M (4,8 mg) obtida do cultivo de 6 litros de P. ananatiscontendo a N-heptanoil-HSL foi avaliada com este biosensor e mostrouatividade biológica positiva, conforme mostrado na Figura 17. Os produtossintéticos (racemato e enantiômeros) também mostraram atividade biológicapositiva. Estes produtos sintéticos foram obtidos pela reação entre ácidoheptanóico e cloridrato ou bromidrato de (±), (R) ou (S)-α-amino-γbutirolactonaem meio aquoso, mediada por cloridrato de 1-etil-3-(3-dimetilaminopropil)-carbodiimida, mostrada no Esquema 4 (Pomini et al.,2006).AB C DEFigura 17. Avaliação da atividade biológica de produtos sintéticos e naturalcom o biossensor Agrobacterium tumefaciens NTL4(pZLR4). A. Etanol(branco); B. (R)-N-heptanoil-HSL sintético; C. (S)-N-heptanoil-HSL sintético;D. (±)-N-heptanoil-HSL sintético; E. Fração M do cultivo de P. ananatis CCT6481.+X - NH 3OOH 2 O, Et 3 NOt.a., 24 h* O+ ( ) 4 OH( ) 4 N *N C NHCl -ONHOEsquema 4. Esquema de síntese da N-heptanoil-HSL. X = Br - ou Cl - ; * =racemato, R ou S. Rendimento: 64 %.34
Page 3 and 4: VDEDICATÓRIADEDICO ESTE TRABALHO
Page 5 and 6: VIIIBraga, Dr. José Augusto R. Rod
Page 7 and 8: XPOMINI, A. M. ; CABEÇA, L. F. ; C
Page 9 and 10: XIIde cadeia longa. Realizou-se tam
Page 11 and 12: XIVacyl-HSLs. We have also studied
Page 13 and 14: XVINBNOEODPpmR fRMNROERLUSTDSAMTMST
Page 15 and 16: XVIII3.3.4.2. Síntese da (S)-N-(2E
Page 17 and 18: XX5.4.10. Co-injeções das acil-HS
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PARTE EXPERIMENTAL5. PARTE EXPERIME
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PARTE EXPERIMENTAL• Espectroscopi
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PARTE EXPERIMENTAL5.1.2. Meios de c
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PARTE EXPERIMENTAL5.1.4. Cepas bact
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PARTE EXPERIMENTAL(S)-N-heptanoil-h
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PARTE EXPERIMENTAL(R)-(+)-N-heptano
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PARTE EXPERIMENTAL5.3. Avaliação
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PARTE EXPERIMENTALhexano, diclorome
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PARTE EXPERIMENTAL4,47 (t, 1H, J 9,
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PARTE EXPERIMENTAL13' 11' 9' 7' 5'O
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PARTE EXPERIMENTALHinton contendo o
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PARTE EXPERIMENTALno caso dos meios
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PARTE EXPERIMENTAL(S)-N-tetradecano
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PARTE EXPERIMENTALAs acil-HSLs fora
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PARTE EXPERIMENTAL5% (2 x 6 mL), bi
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PARTE EXPERIMENTAL13'12'11'10'9'8'7
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PARTE EXPERIMENTALsinais sobreposto
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PARTE EXPERIMENTALóleo e ferveu-se
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PARTE EXPERIMENTALRMN de 13 C (75,4
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PARTE EXPERIMENTAL(S)-(2E)-N-dodece
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PARTE EXPERIMENTAL(S)-3-oxo-(7Z)-N-
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PARTE EXPERIMENTAL5.4.9.3. Obtenç
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PARTE EXPERIMENTALIV (KBr): 3318, 3
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PARTE EXPERIMENTALisotermicamente a
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PARTE EXPERIMENTALprocedimento, por
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REFERÊNCIAS BIBLIOGRÁFICAS6. REFE
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REFERÊNCIAS BIBLIOGRÁFICASClusia
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REFERÊNCIAS BIBLIOGRÁFICASENGEBRE
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REFERÊNCIAS BIBLIOGRÁFICASLAMBAIS
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REFERÊNCIAS BIBLIOGRÁFICASusing l
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REFERÊNCIAS BIBLIOGRÁFICASXylella
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