Application of 6-nitrocoumarin as a substrate for the fluorescent detection of nitroreductase activity in Sporothrix schenckii;Aplicação de 6-nitrocumarina como substrato fluorescente para detecção de atividade nitroredutásica em Sporothrix schenckii

Revista do Instituto de Medicina Tropical de Sao Paulo

Volumn 55, Issue 5, 2013, Pages 353-356

  Stopiglia, Cheila Denise Ottonelli ^a,b   Carissimi, Mariana ^c   Daboit, Tatiane Caroline ^a   Stefani, Valter ^a   Corbellini, Valeriano Antonio ^d   Scroferneker, Maria Lúcia ^a  

^a FEDERAL UNIVERSITY OF RIO GRANDE DO SUL   (Brazil)

^b UNIVERSIDADE FEDERAL DO PAMPA   (Brazil)

^c Municipal Department of Environmental Protection   (Brazil)

^d UNIVERSITY OF SANTA CRUZ DO SUL   (Brazil)

Author keywords

6 nitrocoumarin; Enzymatic activity; Fluorogenic substrate; Sporotrichosis

Indexed keywords

6 HYDROXYLAMINOCOUMARIN; 6 NITROCOUMARIN; COUMARIN DERIVATIVE; DIMETHYL SULFOXIDE; FLUORESCENT DYE; NITROREDUCTASE; SILICA GEL; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME SUBSTRATE; EPIFLUORESCENCE MICROSCOPE; FUNGAL DETECTION; FUNGAL STRAIN; FUNGUS CULTURE; FUNGUS IDENTIFICATION; FUNGUS ISOLATION; INCUBATION TEMPERATURE; INCUBATION TIME; NONHUMAN; SPOROTHRIX SCHENCKII; TEMPERATURE SENSITIVITY; THIN LAYER CHROMATOGRAPHY; ULTRAVIOLET RADIATION;

CHROMATOGRAPHY, THIN LAYER; COUMARINS; FLUORESCENT DYES; NITROREDUCTASES; SPOROTHRIX; SUBSTRATE SPECIFICITY; ULTRAVIOLET RAYS;

EID: 84884162855     PISSN: 00364665     EISSN: 16789946     Source Type: Journal    
DOI: 10.1590/S0036-46652013000500010     Document Type: Article

References (28)

1. Bryant C, De Luca M. Purification and characterization of an oxygen-insensitive NAD(P)H nitroreductase from Enterobacter cloacae. J Biol Chem. 1991;266:4119-25.
2. Carballo MG, Rodríguez NA, Peralta NB, de Cabalier ED. Application of direct fluorescence technique in the diagnosis of superficial mycosis. Rev Fac Cien Med Univ Nac Cordoba. 2002;59:57-61.
3. Cellier M, Fabrega OJ, Fazackerley E, James AL, Orenga S, Perry JD, et al. 2-Arylbenzothiazole, benzoxazole and benzimidazole derivatives as fluorogenic substrates for the detection of nitroreductase and aminopeptidase activity in clinically important bacteria. Bioorg Med Chem. 2011;19:2903-10.
4. da Rosa AC, Scroferneker ML, Vettorato R, Gervini RL, Vettorato G, Weber A. Epidemiology of sporotrichosis: a study of 304 cases in Brazil. J Am Acad Dermatol. 2005;52:451-9.
5. Gazenko SV, Reponen TA, Grinshpun SA, Willeke K. Analysis of airborne actinomycete spores with fluorogenic substrates. Appl Environ Microbiol. 1998;64:4410-5.
6. Günay NS, Capan G, Ulusoy N, Ergenç N, Otük G, Kaya D. 5-Nitroimidazole derivatives as possible antibacterial and antifungal agents. Farmaco. 1999;54:826-31.
7. Haack T, Erdinger L, Boche G. Mutagenicity in Salmonella typhimurium TA98 and TA100 of nitroso and respective hydroxylamine compounds. Mutat Res. 2001;491:183-93.
8. Hannink N, Rosser SJ, French CE, Basran A, Murray JA, Nicklin S, et al. Phytodetoxification of TNT by transgenic plants expressing a bacterial nitroreductase. Nat Biotechnol. 2001;19:1168-72.
9. James AL, Perry JD, Jay C, Monget D, Rasburn JW, Gould FK. Fluorogenic substrates for the detection of microbial nitroreductases. Lett Appl Microbiol. 2001;33:403-8.
10. Kadiyala V, Nadeau LJ, Spain JC. Construction of Escherichia coli strains for conversion of nitroacetophenones to ortho-aminophenols. Appl Environ Microbiol. 2003;69:6520-6.
11. Kauffman CA, Hajjeh R, Chapman SW. Practice guidelines for the management of patients with sporotrichosis. For the Mycoses Study Group. Infectious Diseases Society of America. Clin Infect Dis. 2000;30:684-7.
12. Kitts CL, Green CE, Otley RA, Alvarez MA, Unkefer PJ. Type I nitroreductases in soil enterobacteria reduce TNT (2,4,6,-trinitrotoluene) and RDX (hexahydro-1,3,5-trinitro-1,3,5-triazine). Can J Microbiol. 2000;46:278-82.
13. Krasovitskii BM, Bolotin BM. Organic luminescent materials: benzazoles. New York: VCH; 1988.
14. Lacaz CS, Porto E, Martins JEC, Heins-Vaccari EM, Melo NT. Micologia médica. São Paulo: Sarvier; 2002.
15. Lee BU, Park SC, Cho YS, Kahng HY, Oh KH. Expression and characterization of the TNT nitroreductase of Pseudomonas sp. HK-6 in Escherichia coli. Curr Microbiol. 2008;56:386-90.
16. Lopes-Bezerra LM, Schubach A, Costa RO. Sporothrix schenckii and sporotrichosis. An Acad Bras Cienc. 2006;78:293-308.
17. Marimon R, Serena C, Gené J, Cano J, Guarro J. In vitro antifungal susceptibilities of five species of Sporothrix. Antimicrob Agents Chemother. 2008;52:732-4.
18. Morgan GT, Micklethwait FMG. 6-Aminocoumarin. J Chem Soc. 1904;85:1230-8.
19. Olender D, Zwawiak J, Lukianchuk V, Lesyk R, Kropacz A, Fojutowski A, et al. Synthesis of some N-substituted nitroimidazole derivatives as potential antioxidant and antifungal agents. Eur J Med Chem. 2009;44:645-52.
20. Oliveira IM, Zanotto-Filho A, Moreira JCF, Bonatto D, Henriques JAP. The role of two putative nitroreductases, Frm2p and Hbn1p, in the oxidative stress response in Saccharomyces cerevisiae. Yeast. 2010;27:89-102.
21. Ramos L, Mellado S, Ramadan S, Bulacio L, López C. Empleo de blanco de calcoflúor para el estudio de las especies de Malassezia por microscopia directa. Rev Argent Microbiol. 2006;38:4-8.
22. Rippon JW. Sporotrichosis. In: Rippon JW. Medical mycology: the pathogenic fungi and the pathogenic actinomycetes. Philadelphia: W. B: Saunders; 1988.
23. Santos RC, Faleiro NVS, Campo LF, Scroferneker ML, Corbellini VA, Rodembusch FS, et al. Synthesis and photophysical properties of novel succinimidyl benzazole derivatives, evaluated by Candida albicans ATCC 10231 fluorescent staining. Tetrahedron Lett. 2011;52:3048-53.
24. Sarlauskas J, Nemeikaite-Ceniene A, Anusevicius Z, Miseviciene L, Julvez MM, Medina M, et al. Flavoenzyme-catalyzed redox cycling of hydroxylamino and amino metabolites of 2,4,6-trinitrotoluene: implications for their cytotoxicity. Arch Biochem Biophys. 2004;425:184-92.
25. Smith AL, Erwin AL, Kline T, Unrath WC, Nelson K, Weber A, et al. Chloramphenicol is a substrate for a novel nitroreductase pathway in Haemophilus influenzae. Antimicrob Agents Chemother. 2007;51:2820-9.
26. Vass SO, Jarrom D, Wilson WR, Hyde EI, Searle PF. E. coli NfsA: an alternative nitroreductase for prodrug activation gene therapy in combination with CB1954. Br J Cancer. 2009;100:1903-11.
27. Wahler D, Reymond JL. Novel methods for biocatalyst screening. Curr Opin Chem Biol. 2001;5:152-8.
28. Xu J, Yang Q, Qian X, Samuelsson J, Janson JC. Assessment of 4-nitro-1,8-naphthalic anhydride reductase activity in homogenates of bakers' yeast by reversed-phase high-performance liquid chromatography. J Chromatogr B Analyt Technol Biomed Life Sci. 2007;847:82-7.