1.14.12.22 9-fluorenone + NAD(P)H + H+ + O2 - Pseudomonas resinovorans 1,1a-dihydroxy-1-hydrofluoren-9-one + NAD(P)+ angular dioxygenation, yield 8-12% ? 411441 1.14.12.22 9H-carbazole + NADH + H+ + O2 - Janthinobacterium sp. J3 2'-aminobiphenyl-2,3-diol + NAD+ - ? 440128 1.14.12.22 9H-carbazole + NADH + H+ + O2 - Pseudomonas sp. GBS.5 2'-aminobiphenyl-2,3-diol + NAD+ - ? 440128 1.14.12.22 9H-carbazole + NADH + H+ + O2 - Neptuniibacter sp. CAR-SF 2'-aminobiphenyl-2,3-diol + NAD+ - ? 440128 1.14.12.22 9H-carbazole + NADPH + H+ + O2 - Janthinobacterium sp. J3 2'-aminobiphenyl-2,3-diol + NADP+ - ? 440129 1.14.12.22 9H-carbazole + NADPH + H+ + O2 - Pseudomonas sp. GBS.5 2'-aminobiphenyl-2,3-diol + NADP+ - ? 440129 1.14.12.22 9H-carbazole + NADPH + H+ + O2 - Neptuniibacter sp. CAR-SF 2'-aminobiphenyl-2,3-diol + NADP+ - ? 440129 1.14.12.22 anthracene + NAD(P)H + H+ + O2 - Pseudomonas sp. cis-1,2-dihydroxy-1,2-dihydroanthracene + NAD(P)+ - ? 411631 1.14.12.22 anthracene + NAD(P)H + H+ + O2 - Janthinobacterium sp. J3 cis-1,2-dihydroxy-1,2-dihydroanthracene + NAD(P)+ - ? 411631 1.14.12.22 anthracene + NAD(P)H + H+ + O2 18 h reaction time, 8.7% substrate remaining Pseudomonas sp. cis-1,2-dihydroxy-1,2-dihydroanthracene + NAD(P)+ - ? 411631 1.14.12.22 anthracene + NAD(P)H + H+ + O2 - Pseudomonas sp. CA10 cis-1,2-dihydroxy-1,2-dihydroanthracene + NAD(P)+ - ? 411631 1.14.12.22 anthracene + NAD(P)H + H+ + O2 18 h reaction time, 8.7% substrate remaining Pseudomonas sp. CA10 cis-1,2-dihydroxy-1,2-dihydroanthracene + NAD(P)+ - ? 411631 1.14.12.22 anthracene + NADH + H+ + O2 - Janthinobacterium sp. J3 ? - ? 441050 1.14.12.22 anthracene + NADH + H+ + O2 - Pseudomonas sp. GBS.5 ? - ? 441050 1.14.12.22 biphenyl + NAD(P)H + H+ + O2 - Kordiimonas gwangyangensis 2-hydroxybiphenyl + 3-hydroxybiphenyl + biphenyl dihydrodiol + NAD(P)+ in Escherichia coli expressing terminal oxygenase gene CarAa and ferredoxin component gene CarAc, ratio of products depends on reaction time. Synthesis of up to 46% biphenyl dihydrodiol ? 411801 1.14.12.22 biphenyl + NAD(P)H + H+ + O2 - Pseudomonas resinovorans cis-2,3-dihydroxy-2,3-dihydrobiphenyl + 2-hydroxybiphenyl + 3-hydroxybiphenyl + NAD(P)+ lateral dioxygenation to cis-2,3-dihydroxy-2,3-dihydrobiphenyl, yield 85-90%, and to dihydrodiol, yield 9-11% ? 411802 1.14.12.22 biphenyl + NAD(P)H + H+ + O2 - Pseudomonas sp. cis-2,3-dihydroxy-2,3-dihydrobiphenyl + NAD(P)+ cis dihydroxylation ? 411803 1.14.12.22 biphenyl + NAD(P)H + H+ + O2 18 h reaction time, 0% substrate remaining Pseudomonas sp. cis-2,3-dihydroxy-2,3-dihydrobiphenyl + NAD(P)+ - ? 411803 1.14.12.22 biphenyl + NAD(P)H + H+ + O2 - Pseudomonas sp. CA10 cis-2,3-dihydroxy-2,3-dihydrobiphenyl + NAD(P)+ cis dihydroxylation ? 411803 1.14.12.22 biphenyl + NAD(P)H + H+ + O2 18 h reaction time, 0% substrate remaining Pseudomonas sp. CA10 cis-2,3-dihydroxy-2,3-dihydrobiphenyl + NAD(P)+ - ? 411803 1.14.12.22 biphenyl + NADH + H+ + O2 - Janthinobacterium sp. J3 ? - ? 376417 1.14.12.22 biphenyl + NADH + H+ + O2 - Neptuniibacter sp. CAR-SF ? - ? 376417 1.14.12.22 carbazole + NAD(P)H + H+ + O2 - Pseudomonas sp. 2'-aminobiphenyl-2,3-diol + NAD(P)+ - ? 411834 1.14.12.22 carbazole + NAD(P)H + H+ + O2 - Pseudomonas stutzeri 2'-aminobiphenyl-2,3-diol + NAD(P)+ - ? 411834 1.14.12.22 carbazole + NAD(P)H + H+ + O2 - Janthinobacterium sp. J3 2'-aminobiphenyl-2,3-diol + NAD(P)+ - ? 411834 1.14.12.22 carbazole + NAD(P)H + H+ + O2 - Kordiimonas gwangyangensis 2'-aminobiphenyl-2,3-diol + NAD(P)+ 100% 2'-aminobiphenyl-2,3-diol in Escherichia coli expressing terminal oxygenase gene CarAa and ferredoxin component gene CarAc ? 411834 1.14.12.22 carbazole + NAD(P)H + H+ + O2 - Sphingomonas sp. 2'-aminobiphenyl-2,3-diol + NAD(P)+ about 80% conversion in Escherichia coli harboring genes car-AaAcfdr ? 411834 1.14.12.22 carbazole + NAD(P)H + H+ + O2 best substrate Pseudomonas resinovorans 2'-aminobiphenyl-2,3-diol + NAD(P)+ angular dioxygenation, yield 70-80% ? 411834 1.14.12.22 carbazole + NAD(P)H + H+ + O2 18 h reaction time, 1.3% substrate remaining Pseudomonas sp. 2'-aminobiphenyl-2,3-diol + NAD(P)+ - ? 411834 1.14.12.22 carbazole + NAD(P)H + H+ + O2 - Sphingomonas sp. XLDN2-5 2'-aminobiphenyl-2,3-diol + NAD(P)+ about 80% conversion in Escherichia coli harboring genes car-AaAcfdr ? 411834 1.14.12.22 carbazole + NAD(P)H + H+ + O2 - Pseudomonas sp. CA10 2'-aminobiphenyl-2,3-diol + NAD(P)+ - ? 411834 1.14.12.22 carbazole + NAD(P)H + H+ + O2 18 h reaction time, 1.3% substrate remaining Pseudomonas sp. CA10 2'-aminobiphenyl-2,3-diol + NAD(P)+ - ? 411834 1.14.12.22 carbazole + NADH + H+ + O2 - Pseudomonas resinovorans 2'-aminobiphenyl-2,3-diol + NAD+ - ? 411836 1.14.12.22 carbazole + NADH + H+ + O2 - Pseudomonas resinovorans CA10 2'-aminobiphenyl-2,3-diol + NAD+ - ? 411836 1.14.12.22 carbazole + NADPH + H+ + O2 - Pseudomonas resinovorans 2'-aminobiphenyl-2,3-diol + NADP+ - ? 411837 1.14.12.22 carbazole + NADPH + H+ + O2 - Pseudomonas resinovorans CA10 2'-aminobiphenyl-2,3-diol + NADP+ - ? 411837 1.14.12.22 dibenzo-p-dioxin + NAD(P)H + H+ + O2 - Kordiimonas gwangyangensis 2,2',3-trihydroxybiphenyl ether + NAD(P)+ 26% 2,2',3-trihydroxybiphenyl ether in Escherichia coli expressing terminal oxygenase gene CarAa and ferredoxin component gene CarAc ? 411983 1.14.12.22 dibenzo-p-dioxin + NAD(P)H + H+ + O2 - Janthinobacterium sp. J3 2,2',3-trihydroxydiphenyl ether + NAD(P)+ - ? 411984 1.14.12.22 dibenzo-p-dioxin + NAD(P)H + H+ + O2 18 h reaction time, 3.9% substrate remaining Pseudomonas sp. ? + NAD(P)+ - ? 411985 1.14.12.22 dibenzo-p-dioxin + NAD(P)H + H+ + O2 18 h reaction time, 3.9% substrate remaining Pseudomonas sp. CA10 ? + NAD(P)+ - ? 411985 1.14.12.22 dibenzofuran + NAD(P)H 18 h reaction time, 48.5% substrate remaining Pseudomonas sp. ? + NAD(P)+ - ? 411987 1.14.12.22 dibenzofuran + NAD(P)H 18 h reaction time, 48.5% substrate remaining Pseudomonas sp. CA10 ? + NAD(P)+ - ? 411987 1.14.12.22 dibenzofuran + NAD(P)H + H+ + O2 - Kordiimonas gwangyangensis 2,2',3-trihydroxybiphenyl + NAD(P)+ 74% 2,2',3-trihydroxybiphenyl in Escherichia coli expressing terminal oxygenase gene CarAa and ferredoxin component gene CarAc ? 411986 1.14.12.22 dibenzofuran + NAD(P)H + H+ + O2 - Pseudomonas resinovorans 2,2',3-trihydroxybiphenyl + NAD(P)+ angular dioxygenation, yield 60-65% ? 411986 1.14.12.22 dibenzofuran + NADH + H+ + O2 - Neptuniibacter sp. CAR-SF 2,2',3-trihydroxybiphenyl + NAD+ - ? 441285 1.14.12.22 dibenzothiophene + NAD(P)H + H+ + O2 - Pseudomonas sp. dibenzothiophene-5-oxide + NAD(P)+ - ? 411989 1.14.12.22 dibenzothiophene + NAD(P)H + H+ + O2 - Janthinobacterium sp. J3 dibenzothiophene-5-oxide + NAD(P)+ - ? 411989 1.14.12.22 dibenzothiophene + NAD(P)H + H+ + O2 - Pseudomonas sp. dibenzothiophene-5-oxide + NAD(P)+ monooxygenation ? 411989 1.14.12.22 dibenzothiophene + NAD(P)H + H+ + O2 - Pseudomonas sp. CA10 dibenzothiophene-5-oxide + NAD(P)+ - ? 411989 1.14.12.22 dibenzothiophene + NAD(P)H + H+ + O2 - Pseudomonas sp. CA10 dibenzothiophene-5-oxide + NAD(P)+ monooxygenation ? 411989 1.14.12.22 dibenzothiophene + NADH + H+ + O2 - Pseudomonas resinovorans dibenzothiophene sulfoxide + NAD+ + H2O monooxygenation, yield 99-100% ? 411988 1.14.12.22 dibenzothiophene + NADH + H+ + O2 - Janthinobacterium sp. J3 ? - ? 441288 1.14.12.22 dibenzothiophene + NADH + H+ + O2 - Pseudomonas sp. GBS.5 ? - ? 441288 1.14.12.22 dibenzothiophene + NADH + H+ + O2 - Neptuniibacter sp. CAR-SF dibenzothiophene 5-oxide + NAD+ - ? 441289 1.14.12.22 dibenzo[1,4]dioxin + NADH + H+ + O2 - Janthinobacterium sp. J3 ? - ? 441283 1.14.12.22 fluoranthene + NAD(P)H + H+ + O2 - Pseudomonas sp. cis-2,3-dihydroxy-2,3-dihydrofluoranthene + monohydroxyfluoranthene + NAD(P)+ - ? 412055 1.14.12.22 fluoranthene + NAD(P)H + H+ + O2 - Pseudomonas sp. CA10 cis-2,3-dihydroxy-2,3-dihydrofluoranthene + monohydroxyfluoranthene + NAD(P)+ - ? 412055 1.14.12.22 fluoranthene + NAD(P)H + H+ + O2 poor substrate Janthinobacterium sp. J3 cis-2,3-dihydroxy-2,3-dihydrofluoranthene + NAD(P)+ - ? 412056 1.14.12.22 fluoranthene + NADH + H+ + O2 - Pseudomonas sp. GBS.5 ? - ? 441396 1.14.12.22 fluoranthene + NADH + H+ + O2 - Neptuniibacter sp. CAR-SF ? - ? 441396 1.14.12.22 fluorene + NAD(P)H + H+ + O2 - Pseudomonas resinovorans 9-fluorenol + ? + NAD(P)+ monooxygenation to 9-fluorenol, yield 3-5%, and lateral dioxygenation to dihydrodiol, yield 5-8% ? 412057 1.14.12.22 fluorene + NAD(P)H + H+ + O2 - Kordiimonas gwangyangensis 9-fluorenone + 9-fluorenol + monohydroxyfluorene + fluorene dihydrodiol + NAD(P)+ in Escherichia coli expressing terminal oxygenase gene CarAa and ferredoxin component gene CarAc, ratio of products depends on reaction time ? 412058 1.14.12.22 fluorene + NAD(P)H + H+ + O2 - Janthinobacterium sp. J3 9-hydroxyfluorene + NAD(P)+ - ? 412059 1.14.12.22 fluorene + NAD(P)H + H+ + O2 - Pseudomonas sp. 9-hydroxyfluorene + NAD(P)+ monooxygenation ? 412059 1.14.12.22 fluorene + NAD(P)H + H+ + O2 18 h reaction time, 80.8% substrate remaining Pseudomonas sp. 9-hydroxyfluorene + NAD(P)+ - ? 412059 1.14.12.22 fluorene + NAD(P)H + H+ + O2 - Pseudomonas sp. CA10 9-hydroxyfluorene + NAD(P)+ monooxygenation ? 412059 1.14.12.22 fluorene + NADH + H+ + O2 - Neptuniibacter sp. CAR-SF 9-fluorenone + NAD+ - ? 441400 1.14.12.22 fluorene + NADH + H+ + O2 - Janthinobacterium sp. J3 ? - ? 441401 1.14.12.22 additional information in the presence of NADH, His-tagged ferrdoxin subunit CarAc is reduced by His-tagged ferredoxin reductase CarAd. Terminal oxygenase subunit CarAa is reduced by His-tagged CarAc, His-tagged CarAd, and NADH. The three purified proteins CarAa, CarAc and CarAd can reconstitute the CARDO activity in vitro. In the reconstituted CARDO system, His-tagged CarAc is indispensable for electron transport, while His-tagged CarAd can be replaced by some unrelated reductases Pseudomonas resinovorans ? - ? 89 1.14.12.22 additional information in the presence of NADH, His-tagged ferrdoxin subunit CarAc is reduced by His-tagged ferredoxin reductase CarAd. The three purified proteins CarAa, CarAc and CarAd can reconstitute the CARDO activity in vitro. In the reconstituted CARDO system, His-tagged CarAc is indispensable for electron transport, while His-tagged CarAd can be replaced by some unrelated reductases Pseudomonas resinovorans ? - ? 89 1.14.12.22 additional information terminal oxygenase subunit CarAa is reduced by His-tagged ferredoxin CarAc, His-tagged ferredoxin reductase CarAd, and NADH. The three purified proteins can reconstitute the CARDO activity in vitro. In the reconstituted CARDO system, His-tagged CarAc is indispensable for electron transport, while His-tagged CarAd can be replaced by some unrelated reductases Pseudomonas resinovorans ? - ? 89 1.14.12.22 additional information the enzyme does not degrade alkanes like pentadecane, hexadecane, heptadecane, octadecane, nonadecane and docosane Pseudomonas sp. GBS.5 ? - ? 89 1.14.12.22 additional information terminal oxygenase subunit CarAa is reduced by His-tagged ferredoxin CarAc, His-tagged ferredoxin reductase CarAd, and NADH. The three purified proteins can reconstitute the CARDO activity in vitro. In the reconstituted CARDO system, His-tagged CarAc is indispensable for electron transport, while His-tagged CarAd can be replaced by some unrelated reductases Pseudomonas resinovorans CA10 ? - ? 89 1.14.12.22 additional information in the presence of NADH, His-tagged ferrdoxin subunit CarAc is reduced by His-tagged ferredoxin reductase CarAd. Terminal oxygenase subunit CarAa is reduced by His-tagged CarAc, His-tagged CarAd, and NADH. The three purified proteins CarAa, CarAc and CarAd can reconstitute the CARDO activity in vitro. In the reconstituted CARDO system, His-tagged CarAc is indispensable for electron transport, while His-tagged CarAd can be replaced by some unrelated reductases Pseudomonas resinovorans CA10 ? - ? 89 1.14.12.22 additional information in the presence of NADH, His-tagged ferrdoxin subunit CarAc is reduced by His-tagged ferredoxin reductase CarAd. The three purified proteins CarAa, CarAc and CarAd can reconstitute the CARDO activity in vitro. In the reconstituted CARDO system, His-tagged CarAc is indispensable for electron transport, while His-tagged CarAd can be replaced by some unrelated reductases Pseudomonas resinovorans CA10 ? - ? 89 1.14.12.22 N-ethylcarbazole + NAD(P)H + H+ + O2 - Pseudomonas sp. ? + NAD(P)+ - ? 412535 1.14.12.22 N-methylcarbazole + NAD(P)H + H+ + O2 - Pseudomonas sp. ? + NAD(P)+ - ? 412541 1.14.12.22 naphthalene + NAD(P)H + H+ + O2 - Kordiimonas gwangyangensis 1-naphthol + cis-1,2-dihydroxy-1,2-dihydronaphthalene + NAD(P)+ 7.3% 1-naphthol and 93% cis-1,2-dihydroxy-1,2-dihydronaphthalene in Escherichia coli expressing terminal oxygenase gene CarAa and ferredoxin component gene CarAc ? 412589 1.14.12.22 naphthalene + NAD(P)H + H+ + O2 - Pseudomonas resinovorans cis-1,2-dihydroxy-1,2-dihydronaphthalene + 1-naphthol + NAD(P)+ lateral dioxygenation, yield 65-70% ? 412590 1.14.12.22 naphthalene + NAD(P)H + H+ + O2 - Pseudomonas sp. cis-1,2-dihydroxy-1,2-dihydronaphthalene + NAD(P)+ cis dihydroxylation ? 412591 1.14.12.22 naphthalene + NAD(P)H + H+ + O2 18 h reaction time, 23.6% substrate remaining Pseudomonas sp. cis-1,2-dihydroxy-1,2-dihydronaphthalene + NAD(P)+ - ? 412591 1.14.12.22 naphthalene + NADH + H+ + O2 - Janthinobacterium sp. J3 ? - ? 441751 1.14.12.22 naphthalene + NADH + H+ + O2 - Neptuniibacter sp. CAR-SF ? - ? 441751 1.14.12.22 phenanthrene + NAD(P)H + H+ + O2 - Pseudomonas sp. ? + NAD(P)+ products are three dihydrodiols ? 412678 1.14.12.22 phenanthrene + NAD(P)H + H+ + O2 18 h reaction time, 5.4% substrate remaining Pseudomonas sp. ? + NAD(P)+ - ? 412678 1.14.12.22 phenanthrene + NAD(P)H + H+ + O2 - Kordiimonas gwangyangensis phenanthrene dihydrodiol + monohydroxyphenanthrene + NAD(P)+ 70% phenanthrene dihydrodiol and 9% monohydroxyphenanthrene in Escherichia coli expressing terminal oxygenase gene CarAa and ferredoxin component gene CarAc ? 412679 1.14.12.22 phenanthrene + NADH + H+ + O2 - Pseudomonas sp. GBS.5 ? - ? 441856 1.14.12.22 phenazine + NAD(P)H + H+ + O2 - Pseudomonas sp. ? + NAD(P)+ - ? 412680 1.14.12.22 phenothiazine + NAD(P)H + H+ + O2 18 h reaction time, 7.6% substrate remaining Pseudomonas sp. ? + NAD(P)+ - ? 412683 1.14.12.22 phenoxathiin + NAD(P)H + H+ + O2 - Pseudomonas sp. 2,2',3-trihydroxydiphenyl sulfide + NAD(P)+ angular dioxygenation by CARDO occurs at the angular position adjacent to the oxygen atom to yield hetero ring-cleaved compounds ? 412684 1.14.12.22 phenoxathiin + NAD(P)H + H+ + O2 18 h reaction time, 25% substrate remaining Pseudomonas sp. 2,2',3-trihydroxydiphenyl sulfide + NAD(P)+ - ? 412684 1.14.12.22 phenoxazine + NAD(P)H + H+ + O2 18 h reaction time, 1.1% substrate remaining Pseudomonas sp. ? + NAD(P)+ - ? 412685 1.14.12.22 pyrene + NADH + H+ + O2 - Pseudomonas sp. GBS.5 ? - ? 441901 1.14.12.22 xanthene + NAD(P)H + H+ + O2 - Pseudomonas sp. 2,2',3-trihydroxydiphenylmethane + NAD(P)+ angular dioxygenation ? 413064 1.14.12.22 xanthene + NAD(P)H + H+ + O2 18 h reaction time, 52.8% substrate remaining Pseudomonas sp. 2,2',3-trihydroxydiphenylmethane + NAD(P)+ - ? 413064