Information on EC 1.13.12.7 - firefly luciferase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.13.12.7
-
RECOMMENDED NAME
GeneOntology No.
firefly luciferase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
D-firefly luciferin + O2 + ATP = firefly oxyluciferin + CO2 + AMP + diphosphate + hnu
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
decarboxylation
-
-
hydrolysis
-
-
oxidation
redox reaction
-
-
-
-
reduction
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
D-firefly luciferin:oxygen 4-oxidoreductase (decarboxylating, ATP-hydrolysing)
Photinus (firefly) is a bioluminescent insect. The first step in the reaction is the formation of an acid anhydride between the carboxylic group and AMP, with the release of diphosphate. The enzyme may be assayed by measurement of light emission.
CAS REGISTRY NUMBER
COMMENTARY hide
61970-00-1
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
UniProt
Manually annotated by BRENDA team
-
Q1WLP6
UniProt
Manually annotated by BRENDA team
-
Q1AG35
UniProt
Manually annotated by BRENDA team
Macrolampis sp2
-
-
-
Manually annotated by BRENDA team
-
UniProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
physiological function
additional information
-
usage of three different methods, molecular dynamics (MD) simulation, B-FITTER and framework rigidity optimized dynamics algorithm (FRODA) to determine the flexible regions of Photinus pyralis luciferase: fragment 197-207, fragment 471-481, and fragment 487-495. Introduction of proline within most flexible regions is used to rigidify these flexible regions resulting in mutants D476P and H489P. Analysis of the relationship between stability, activity and flexibility of wild-type and mutant enzymes, molecular dynamics simulations, modelling, overview
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(4S)-2-(6-hydroxy-1,3-benzoxazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid + ATP + O2
?
show the reaction diagram
-
decay time to 10%: 500 sec, relative specific activity: 13%
-
-
?
(4S)-2-(6-hydroxy-1-benzofuran-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid + ATP + O2
?
show the reaction diagram
-
decay time to 10%: 150 sec, relative specific activity: 1.7%
-
-
?
(4S)-2-(6-hydroxy-1-benzothiophen-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid + ATP + O2
?
show the reaction diagram
-
decay time to 10%: 5700 sec, relative specific activity: 421%
-
-
?
(4S)-2-(6-hydroxy-1H-benzimidazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid + ATP + O2
?
show the reaction diagram
-
decay time to 10%: 400 sec, relative specific activity: 0.4%
-
-
?
(4S)-2-(6-hydroxy-1H-indol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid + ATP + O2
?
show the reaction diagram
-
-
-
-
?
4'-methyl-D-luciferin + ATP + O2
?
show the reaction diagram
-
-
-
-
?
5,5'-dimethylluciferin + ATP + O2
dehydroluciferin-adenylate + diphosphate
show the reaction diagram
-
produces only red light, 6-amino and 4 hydroxy analogs tested
-
?
5,5-dimethyl-luciferyl-O-adenosine monophosphate + ?
5,5-dimethyloxyluciferin + hv
show the reaction diagram
5,5-dimethyl-luciferyl-O-adenosine monophosphate + ?
5,5-dimethyloxyluciferin + hv + ?
show the reaction diagram
-
-
-
-
?
5,5-dimethylluciferin + ATP
5,5-dimethyloxyluciferin + CO2 + H2O + AMP + diphosphate + hv
show the reaction diagram
-
-
-
-
?
5-methylluciferin + ATP
5-methyloxyluciferin + CO2 + H2O + AMP + diphosphate + hv
show the reaction diagram
-
-
-
-
?
5-methylluciferin + ATP + O2
?
show the reaction diagram
-
-
-
-
?
5-monomethyl-luciferyl-O-adenosine monophosphate + ?
5-monomethyloxyluciferin + hv + ?
show the reaction diagram
-
-
-
-
?
6'-amino-D-luciferin + ATP
? + hv
show the reaction diagram
-
-
-
-
?
6'-amino-D-luciferin + ATP + O2
?
show the reaction diagram
-
-
-
-
?
8-anilino-1-naphthalene-sulfonate + ?
?
show the reaction diagram
-
-
-
-
?
adenosine 5'-tetraphosphate + Photinus luciferin
oxidized Photinus luciferin + CO2 + H2O + AMP + diphosphate + hv
show the reaction diagram
-
0.75% light response relative to ATP
-
?
ADP
ATP + AMP
show the reaction diagram
-
-
reaction inhibited by P1,P5-di(adenosine-5'-)pentaphosphate, but independent of luciferin
?
arachidonic acid + ATP + CoA
arachidonoyl-CoA + ?
show the reaction diagram
-
-
-
-
?
arachidonic acid + ATP + CoA
arachidonoyl-CoA + AMP + diphosphate
show the reaction diagram
-
-
-
-
?
ATP + O2 + oxyluciferin
?
show the reaction diagram
-
assay at pH 7.5, 24-27C
-
-
?
coelenterazine disulfate + ATP + O2 + H2O
coelenteramide disulfate + AMP + CO2 + diphosphate
show the reaction diagram
-
-
-
?
D-5,5-dimethylluciferyl-adenylate + O2
?
show the reaction diagram
-
yellow-green color of luminescence
-
-
?
D-5,5-dimethylluciferyl-adenylate + O2 + ATP
?
show the reaction diagram
red color of luminescence
-
-
?
D-aminoluciferin + ATP + O2
?
show the reaction diagram
-
assay at 37C. 5 min
-
-
?
D-firefly luciferin + O2 + ATP
firefly oxyluciferin + CO2 + AMP + diphosphate + hv
show the reaction diagram
D-luciferin + ATP
diphosphate + luciferyl-adenylate
show the reaction diagram
-
-
-
-
r
D-luciferin + ATP + O2
?
show the reaction diagram
D-luciferin + ATP + O2
luciferyl-adenylate
show the reaction diagram
-
-
-
?
D-luciferin + ATP + O2
luciferyl-adenylate + diphosphate
show the reaction diagram
-
-
-
-
r
D-luciferin + ATP + O2
luciferyl-adenylate + diphosphate + H2O + hv
show the reaction diagram
D-luciferin + ATP + O2
luciferyl-AMP + diphosphate
show the reaction diagram
-
assay at pH 7.8
-
-
r
D-luciferin + ATP + O2
oxidized D-luciferin + AMP + CO2 + diphosphate
show the reaction diagram
D-luciferin + ATP + O2
oxidized D-luciferin + CO2 + H2O + AMP + diphosphate + hv
show the reaction diagram
D-luciferin + ATP + O2
oxidized luciferin + AMP + CO2 + diphosphate
show the reaction diagram
-
-
-
-
?
D-luciferin + ATP + O2
oxidized luciferin + AMP + CO2 + diphosphate + hv
show the reaction diagram
D-luciferin + ATP + O2
oxyluciferin + CO2 + AMP + hv + diphosphate
show the reaction diagram
-
-
-
-
?
D-luciferin + dATP + O2
?
show the reaction diagram
-
-
-
-
?
D-luciferin + O2
?
show the reaction diagram
-
10 microM, assay at pH 7.5
-
-
?
D-luciferin + O2 + ATP
oxidized D-luciferin + CO2 + H2O + AMP + diphosphate + hv
show the reaction diagram
D-luciferin + O2 + ATP
oxidized luciferin + CO2 + H2O + AMP + diphosphate + hv
show the reaction diagram
-
-
-
-
?
D-luciferin + O2 + ATP
oxyluciferin + AMP + CO2 + light
show the reaction diagram
-
-
-
-
?
D-luciferin + O2 + ATP
oxyluciferin + CO2 + H2O + AMP + diphosphate + hv
show the reaction diagram
-
-
-
-
r
D-luciferyl-adenylate + O2
oxyluciferin + CO2 + AMP + hv
show the reaction diagram
-
-
-
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ir
D-luciferyl-AMP + O2
dehydroluciferyl-AMP + H2O2
show the reaction diagram
-
-
-
-
ir
D-luciferyl-O-adenosine monophosphate + ?
?
show the reaction diagram
-
-
-
-
?
D-naphthylluciferin + ATP + O2
?
show the reaction diagram
-
-
-
-
?
D-quinolylluciferin + ATP + O2
?
show the reaction diagram
-
-
-
-
?
decanoic acid + ATP + CoA
decanoyl-CoA + AMP + diphosphate
show the reaction diagram
dehydroluciferin + ATP
dehydroluciferyl-AMP + diphosphate
show the reaction diagram
dehydroluciferin + ATP + O2
diphosphate + dehydroluciferin-adenylate
show the reaction diagram
-
-
-
?
dehydroluciferin + CoA
dehydroluciferyl-CoA
show the reaction diagram
-
-
-
-
?
dehydroluciferyladenylate + CoA
dehydroluciferyl-CoA + ?
show the reaction diagram
-
-
-
-
?
deoxyATP + Photinus luciferin
oxidized Photinus luciferin + CO2 + H2O + AMP + diphosphate + hv
show the reaction diagram
-
-
-
?
fatty acid + ATP + CoA
fatty acyl-CoA + AMP
show the reaction diagram
-
-
-
-
?
L-luciferin + CoA + ATP
luciferyl-CoA + AMP + diphosphate
show the reaction diagram
-
L-luciferin is converted to luciferyl adenylate, and the adenyl group of luciferyl adenylate is then substituted to CoA-SH to give luciferyl-CoA. Even in presence of CoA-SH, D-luciferin is used for the light production reaction, but is not converted into luciferyl-CoA
-
-
?
lauric acid + ATP + CoA
lauroyl-CoA + AMP + diphosphate
show the reaction diagram
linoleic acid + ATP + CoA
linoleoyl-CoA + AMP + CoA
show the reaction diagram
linoleic acid + ATP + CoA
linoleoyl-CoA + AMP + diphosphate
show the reaction diagram
-
-
-
-
?
linolenic acid + ATP + CoA
linolenoyl-CoA + AMP + CoA
show the reaction diagram
-
-
-
-
?
linolenic acid + ATP + CoA
linolenoyl-CoA + AMP + diphosphate
show the reaction diagram
-
-
-
-
?
luciferin + ATP + O2
?
show the reaction diagram
-
assay at 25C, pH 7.8
-
-
?
luciferin + ATP + O2
diadenosine 5',5''-P1,P4-tetraphosphate
show the reaction diagram
-
-
-
r
luciferin + ATP + O2
oxidized luciferin + CO2 + H2O + AMP + diphosphate + hv
show the reaction diagram
luciferin + ATP + O2
oxyluciferin + AMP + CO2 + diphosphate
show the reaction diagram
-
-
-
-
?
luciferin + MgATP2-
AMP + diphosphate
show the reaction diagram
luciferin + O2 + ATP
?
show the reaction diagram
-
assay at pH 7.8
-
-
?
luciferin + O2 + ATP
oxidized luciferin + CO2 + H2O + AMP + diphosphate + hv
show the reaction diagram
luciferin + O2 + ATP
oxyluciferin + AMP + CO2 + light
show the reaction diagram
-
-
-
-
ir
luciferyl adenylate + O2
dehydroluciferyl adenylate + ?
show the reaction diagram
-
-
-
-
?
luciferyl-adenylate
oxyluciferin + hnu
show the reaction diagram
-
-
-
-
luciferyl-adenylate + O2
oxyluciferin + AMP + CO2 + hv
show the reaction diagram
luciferyl-AMP + O2
oxyluciferin + hv + CO2 + AMP + diphosphate
show the reaction diagram
-
-
-
-
r
luciferyl-O-adenosine monophosphate + ?
?
show the reaction diagram
luciferyl-O-adenosine monophosphate + CoA
luciferyl-CoA + AMP
show the reaction diagram
-
-
-
-
?
myristic acid + ATP + CoA
myristoyl-CoA + AMP + diphosphate
show the reaction diagram
oleic acid + ATP + CoA
oleoyl-CoA + AMP + diphosphate
show the reaction diagram
P1,P5-di(adenosine-5'-)pentaphosphate + Photinus luciferin
oxidized Photinus luciferin + CO2 + H2O + AMP + diphosphate + hv
show the reaction diagram
-
2.2% light response relative to ATP
-
?
palmitic acid + ATP + CoA
palmitoyl-CoA + AMP + diphosphate
show the reaction diagram
-
-
-
-
?
Photinus luciferin + O2 + ATP
oxidized Photinus luciferin + CO2 + H2O + AMP + diphosphate + hv
show the reaction diagram
Photinus luciferin + O2 + GTP
adenosine 5'-P1-tetraphospho-P4-5'''-guanosine
show the reaction diagram
-
-
-
?
polyethylene glycol-6-amino-D-luciferin
? + hv
show the reaction diagram
-
longer light emission
-
-
?
R-COOH + ATP
R-CO-AMP + diphosphate
show the reaction diagram
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
coelenterazine disulfate + ATP + O2 + H2O
coelenteramide disulfate + AMP + CO2 + diphosphate
show the reaction diagram
-
-
-
?
D-firefly luciferin + O2 + ATP
firefly oxyluciferin + CO2 + AMP + diphosphate + hv
show the reaction diagram
luciferin + O2 + ATP
oxidized luciferin + CO2 + H2O + AMP + diphosphate + hv
show the reaction diagram
luciferin + O2 + ATP
oxyluciferin + AMP + CO2 + light
show the reaction diagram
-
-
-
-
ir
Photinus luciferin + O2 + ATP
oxidized Photinus luciferin + CO2 + H2O + AMP + diphosphate + hv
show the reaction diagram
-
highly specific for ATP
-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Co2+
-
influences the interaction with triazine dyes
Fe2+
-
influences the interaction with triazine dyes
Mn2+
-
influences the interaction with triazine dyes
Ni2+
-
influences the interaction with triazine dyes
additional information
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(2R)-2-[4-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)phenyl]propanoic acid
-
common name indoprofen
(2Z)-1-(4-chlorophenyl)-3-(pyridin-2-ylamino)prop-2-en-1-one
-
-
(2Z)-3-[(2-bromophenyl)amino]-1-pyridin-2-ylprop-2-en-1-one
-
-
(2Z)-3-[(4-fluorophenyl)amino]-1-furan-2-ylprop-2-en-1-one
-
-
(2Z)-3-[[4-(dimethylamino)cyclohexa-1,5-dien-1-yl]amino]-1-phenylprop-2-en-1-one
-
-
(3Z)-3-[[4-(dimethylamino)phenyl]methylidene]-1,3-dihydro-2H-indol-2-one
-
common name SU4312
1-phenyl-3-(5-phenylpyridin-2-yl)urea
-
10 microM, 20% inhibition
1-[3-(6-ethoxy-1,3-benzothiazol-2-yl)thiophen-2-yl]urea
-
-
2,4-dimethoxy-N-(5-methylpyridin-2-yl)benzamide
2-(2-amino-3-methoxyphenyl)-4H-chromen-4-one
-
common name PD98059
2-(2-chlorophenyl)-6-methoxy-1,3-benzothiazole
-
2-(2-fluorophenyl)-6-methoxy-1,3-benzothiazole
2-(2-imino-4,5,6,7-tetrahydro-1,3-benzothiazol-3(2H)-yl)-1-(4-methylphenyl)ethanone
-
common name pifithrin-alpha
2-(2-methoxyphenyl)-1,3-benzothiazole
2-(3,4-dimethoxyphenyl)-1,3-benzothiazole
2-(3,4-dimethoxyphenyl)-6-methoxy-1,3-benzothiazole
2-(3-fluorophenyl)-1,3-benzothiazole
2-(3-fluorophenyl)-6-methoxy-1,3-benzothiazole
2-(4-chlorophenyl)-1,3-benzothiazole
2-(4-chlorophenyl)-6-methoxy-1,3-benzothiazole
2-(4-ethoxyphenyl)-4-[(4-methylpiperazin-1-yl)carbonyl]quinoline
-
-
2-(4-ethoxyphenyl)-4-[(4-pyridin-2-ylpiperazin-1-yl)carbonyl]quinoline
-
-
2-(4-fluorophenyl)-6-methoxy-1,3-benzothiazole
2-(4-methoxyphenyl)-1,3-benzothiazole
2-(4-methylphenyl)-4-[(4-pyrimidin-2-ylpiperazin-1-yl)carbonyl]quinoline
-
-
2-(5-biphenyl-4-yl-1,2,4-oxadiazol-3-yl)pyridine
2-(5-furan-2-yl-1,2,4-oxadiazol-3-yl)pyridine
2-(5-naphthalen-2-yl-1,2,4-oxadiazol-3-yl)pyridine
-
-
2-(5-pyridin-4-yl-1,2,4-oxadiazol-3-yl)pyridine
2-(6'-hydroxy-2'-benzothiazolyl)-4-hydroxymethylthiazole
-
competitive inhibitor
2-([7-(propan-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy)aniline
-
-
2-hydroxy-N'-[(1E)-(2-hydroxyphenyl)methylidene]benzohydrazide
-
common name SCS
2-methyl-6-(phenylethynyl)pyridine
-
common name MPEB
2-methyl-6-[(Z)-2-phenylethenyl]pyridine
-
common name SIB1893
2-phenylbenzothiazole
-
-
2-[5-(2-methoxyphenyl)-1,2,4-oxadiazol-3-yl]pyridine
2-[5-(3,4-dichlorophenyl)-1,2,4-oxadiazol-3-yl]pyridine
-
-
2-[5-(3-chloro-4-methylphenyl)-1,2,4-oxadiazol-3-yl]pyridine
-
-
2-[5-(3-chlorophenyl)-1,2,4-oxadiazol-3-yl]pyridine
-
-
2-[5-(5-bromofuran-2-yl)-1,2,4-oxadiazol-3-yl]pyridine
-
-
3',5'-cyclic AMP
3,4-dichloro-N-(5-phenylpyridin-2-yl)benzamide
-
10 microM, 13% inhibition
3,4-dimethoxy-N-(5-phenylpyridin-2-yl)benzamide
-
10 microM, 26% inhibition
-
3,5-diphenyl-1,2,4-oxadiazole
-
-
3-(2-hydroxyphenyl)-1H-benzo[f]chromen-1-one
-
common name flavonoid
3-(2-methoxyphenyl)-5-phenyl-1,2,4-oxadiazole
3-([7-(propan-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy)aniline
-
-
3-chloro-N-(5-phenylpyridin-2-yl)benzamide
-
-
3-methyl-2-[(E)-phenyldiazenyl]phenol
-
3-pyridin-2-yl-1,2,4-oxadiazol-5-yl biphenyl-4-carboxylate
3-[5-(2-fluorophenyl)-1,2,4-oxadiazol-3-yl]benzoic acid
-
decrease of Fluc proteolysis, 2 microM
3-[5-(2-methoxyphenyl)-1,2,4-oxadiazol-3-yl]benzoic acid
-
-
3-[5-(3-chlorophenyl)-1,2,4-oxadiazol-3-yl]benzoic acid
-
-
3-[5-(3-methoxyphenyl)-1,2,4-oxadiazol-3-yl]benzoic acid
-
-
3-[5-(4-chlorophenyl)-1,2,4-oxadiazol-3-yl]benzoic acid
-
-
3-[5-[2-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl]benzoic acid
-
-
3-[5-[4-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl]benzoic acid
-
-
4-((7-[4-(trifluoromethyl)benzyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy)aniline
-
7% inhibition
4-(1,3-benzothiazol-2-yl)-N,N-dimethylaniline
4-(1,3-benzothiazol-2-yl)benzonitrile
4-(1,4-dioxa-8-azaspiro[4.5]dec-8-ylcarbonyl)-2-(4-ethoxyphenyl)quinoline
-
-
4-(1-methylethoxy)-N-(5-phenylpyridin-2-yl)benzamide
-
10 microM, 12% inhibition
-
4-(4-aminophenoxy)-7-(propan-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine
-
-
4-(5-furan-2-yl-1,2,4-oxadiazol-3-yl)pyridine
4-(6-methoxy-1,3-benzothiazol-2-yl)-N,N-dimethylaniline
4-(6-methoxy-1,3-benzothiazol-2-yl)benzonitrile
4-(7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)aniline
-
19% inhibition
4-(dimethylamino)-N-(5-phenylpyridin-2-yl)benzamide
-
10 microM, 35% inhibition
4-([2-(methylsulfanyl)-7-(propan-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy)aniline
-
31% inhibition
4-([2-(methylsulfonyl)-7-(propan-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy)aniline
-
9% inhibition
4-([7-(2,2-dimethylpropyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy)-N,N-dimethylaniline
-
-
4-([7-(2,2-dimethylpropyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy)-N-methylaniline
-
-
4-([7-(2,2-dimethylpropyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy)aniline
-
-
4-([7-(2-methylprop-2-en-1-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy)aniline
-
-
4-([7-(2-methylpropyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy)aniline
-
-
4-([7-(3-methylbut-2-en-1-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy)aniline
-
-
4-([7-(3-methylbutyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy)aniline
-
-
4-([7-(4-methoxybenzyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy)aniline
-
26% inhibition
4-([7-(prop-2-en-1-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy)aniline
-
-
4-([7-(propan-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy)aniline
-
-
4-amino-6-[(E)-[4'-[(Z)-(8-amino-1-hydroxy-5,7-disulfonato-6,7-dihydronaphthalen-2-yl)diazenyl]-3-methylbiphenyl-4-yl]diazenyl]-5-hydroxy-2,3-dihydronaphthalene-1,3-disulfonate
-
common name Evans Blue
4-amino-N-(5-phenylpyridin-2-yl)benzamide
-
-
4-chloro-N-(5-phenylpyridin-2-yl)benzamide
-
-
4-methoxy-N-(5-phenylpyridin-2-yl)benzamide
-
10 microM, 28% inhibition
4-methoxy-N-[(4-methylpyridin-2-yl)carbamoyl]benzamide
-
-
4-methyl-N-(5-phenylpyridin-2-yl)benzamide
-
10 microM, 18% inhibition
4-methyl-N-(phenylmethyl)benzenesulfonamide
-
-
4-[(7-benzyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]aniline
-
46% inhibition
4-[(7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]aniline
-
-
4-[(7-ethenyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]aniline
-
-
4-[(7-ethyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]aniline
-
-
4-[(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]aniline
-
48% inhibition
4-[1-(1,3-benzothiazol-2-yl)-2-(4-methylpiperazin-1-yl)-2-oxoethyl]phenol
-
-
4-[3-(2-methoxyphenyl)-1,2,4-oxadiazol-5-yl]pyridine
4-[5-(2-chlorophenyl)-1,2,4-oxadiazol-3-yl]benzoic acid
-
-
4-[5-(2-fluorophenyl)-1,2,4-oxadiazol-3-yl]benzoic acid
-
-
4-[5-(2-methoxyphenyl)-1,2,4-oxadiazol-3-yl]-N,N-dimethylaniline
4-[5-(3-chlorophenyl)-1,2,4-oxadiazol-3-yl]benzoic acid
-
-
4-[5-(3-fluorophenyl)-1,2,4-oxadiazol-3-yl]benzoic acid
-
-
5'-O-[(N-dehydroluciferyl)-sulfamoyl]-adenosine
-
stable and potent reversibel inhibitor
5'-O-[N-(dehydroluciferyl)sulfamoyl]adenosine
-
competitive inhibitor
5-(2,4-dimethoxyphenyl)-3-phenyl-1,2,4-oxadiazole
5-(2-bromophenyl)-3-(4-methylphenyl)-1,2,4-oxadiazole
-
-
5-(2-chloro-4-methylphenyl)-3-phenyl-1,2,4-oxadiazole
-
-
5-(2-fluorophenyl)-3-(4-methoxyphenyl)-1,2,4-oxadiazole
5-(4-fluorophenyl)-3-(3-methylphenyl)-1,2,4-oxadiazole
5-anilino-1-naphthalene sulfonate
5-methyl-N-[6-(methylsulfonyl)-1,3-benzothiazol-2-yl]thiophene-2-carboxamide
-
-
5-naphthalen-2-yl-3-phenyl-1,2,4-oxadiazole
-
-
6-methoxy-2-(2-methoxyphenyl)-1,3-benzothiazole
6-methoxy-2-(3-methylphenyl)-1,3-benzothiazole
6-methoxy-2-(4-methoxyphenyl)-1,3-benzothiazole
6-methoxy-2-[2-(2-methylbenzyl)phenyl]-1,3-benzothiazole
-
6-methoxy-2-[3-(2-methylbenzyl)phenyl]-1,3-benzothiazole
-
6-methyl-2-[(Z)-phenyldiazenyl]pyridin-3-ol
-
common name SIB1757
6-toluidino-2-naphthalene sulfonate
arachidonic acid
-
concentration above 10 microM
arsenate
bovine serum albumin
-
inhibition when present in large excess
-
bromoform
-
-
butanoic acid
-
IC50: 13.6 mM
CoA
-
above 0.1 mM, N-terminal domain
D-luciferin
-
inhibits CoA-ligase activity with L-luciferin, IC50: 0.135 mM against 0.1 mM L-luciferin
Decanoic acid
-
IC50: 0.0132 mM
dehydroluciferin
dehydroluciferyl adenylate
dehydroluciferyl-adenylate
-
tight-binding competitive inhibitor
dehydroluciferyl-CoA
-
IC50: 0.005 mM
diphosphate
dithiothreitol
-
-
dodecanoic acid
Dodecanol
-
mixed-type inhibitor
dodecylamine
-
noncompetitive inhibitor
ethanol
-
-
ethyl 4-[[2-(4-ethoxyphenyl)quinolin-4-yl]carbonyl]piperazine-1-carboxylate
-
-
ethyl [4-(4-aminophenoxy)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]acetate
-
33% inhibition
ethyl-2-benzothiazole sulfonate
-
competitive inhibitor
-
geneticin
-
induces nonsense suppression
gentamicin
-
induces nonsense suppression
Halothane
-
non-competitive inhibitor
hexadecanoic acid
-
IC50: 0.00067 mM
hexanoic acid
-
IC50: 3.4 mM
iodoacetamide
-
-
L-1-tosylamido-2-phenethyl chlorometyl ketone
-
competitive inhibitor with respect to luciferin, noncompetitive with respect to ATP
L-AMP
-
a potent luciferase inhibitor
-
L-luciferin
Limulus amebocyte lysate
-
decreased luminescence intensity to 10%
-
linoleic acid
-
concentration above 10 microM
lipoic acid
-
-
Luciferin
MgATP2-
-
-
myristic acid
-
-
N'-(3-chlorophenyl)-N-[(1Z)-(3-chlorophenyl)methylidene]imidoformamide
-
common name DCB
N,N-dimethyl-4-([7-(2-methylprop-2-en-1-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy)aniline
-
-
N,N-dimethyl-4-([7-(propan-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy)aniline
-
-
N-(4-ethoxyphenyl)-2-methoxybenzamide
-
-
N-(5-methylpyridin-2-yl)benzamide
-
-
N-(5-phenylpyridin-2-yl)benzamide
-
; 10 microM, 27% inhibition
N-(5-phenylpyridin-2-yl)butanamide
-
10 mciroM, 22% inhibition
N-(5-phenylpyridin-2-yl)cyclohexanecarboxamide
-
-
N-(6-ethoxy-1,3-benzothiazol-2-yl)-2-methylfuran-3-carboxamide
-
-
N-(6-methoxy-1,3-benzothiazol-2-yl)-2-methylfuran-3-carboxamide
-
-
N-(6-methoxy-1,3-benzothiazol-2-yl)-3-methylthiophene-2-carboxamide
-
-
N-(6-methyl-1,3-benzothiazol-2-yl)thiophene-2-carboxamide
-
-
N-(6-phenylpyridin-2-yl)benzamide
-
10 microM, 30% inhibition
N-benzyl-5-phenylpyridin-2-amine
-
10 microM, 20% inhibition
N-ethylmaleimide
-
-
N-methyl-4-([7-(2-methylprop-2-en-1-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy)aniline
-
-
N-methyl-4-([7-(propan-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy)aniline
-
-
N-pyridin-2-ylbenzamide
-
-
N-quinolin-2-ylbenzamide
-
-
N-tosyl-L-lysine chloromethyl ketone
-
-
N-tosyl-L-phenylalanine chloromethyl ketone
N-[3-(6-methoxy-1,3-benzothiazol-2-yl)phenyl]acetamide
N-[4-(1,3-benzothiazol-2-yl)phenyl]acetamide
N-[5-(3,4-dichlorophenyl)pyridin-2-yl]benzamide
-
10 microM, 4% inhibition
N-[5-(3-chlorophenyl)pyridin-2-yl]benzamide
-
10 microM, 38% inhibition
N-[5-(4-chlorophenyl)pyridin-2-yl]benzamide
-
-
N-[5-(4-methoxyphenyl)pyridin-2-yl]benzamide
-
-
N-[5-(4-methylphenyl)pyridin-2-yl]benzamide
-
10 microM, 51% inhibition
N-[5-(4-tert-butylphenyl)pyridin-2-yl]benzamide
-
10 microM, 49% inhibition
N-[5-[(2,2-dimethylpropanoyl)amino]pyridin-2-yl]-3-hydroxybenzamide
-
-
N-[5-[4-(1-methylethoxy)phenyl]pyridin-2-yl]benzamide
-
10 microM, 38% inhibition
N-[5-[4-(dimethylamino)phenyl]pyridin-2-yl]benzamide
-
10 microM, 14% inhibition
N-[5-[4-(trifluoromethyl)phenyl]pyridin-2-yl]benzamide
-
10 microM, 39% inhibition
N-[6-(methylsulfonyl)-1,3-benzothiazol-2-yl]thiophene-2-carboxamide
-
-
octadecanoic
-
IC50: 0.00063 mM
-
Octanoic acid
-
IC50: 2.9 mM
oleic acid
-
concentration above 10 microM
oxyluciferin
p-mercuribenzoate
-
-
phenyl (5-phenylpyridin-2-yl)carbamate
-
-
-
phosphate
-
-
pifithrin-alpha
-
20 microM, above 95% inhibition
Procion blue MX-R
resveratrol
-
resveratrol is 3,5,4'-trihydroxystilbene, potent inhibitor
ribose-5-phosphate
-
-
tetradecanoic acid
-
IC50: 0.00068 mM
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
alpha-synuclein
-
dose-dependent enhancement of oxyluciferin formation, maximum rate of bioluminescence independent upon ATP concentration
-
diphosphate
-
stimulates light production under some conditions
Luciferin
-
preparations supplemented with extra luciferin provide maximum light emission
molecular oxygen
-
Polyethyleneglycol
-
stimulates activity by promoting the dissociation of inhibitory product from the enzyme
Polyvinylpyrrolidone
-
stimulates activity by promoting the dissociation of inhibitory product from the enzyme
Triphosphate
-
stimulates light production under some conditions
Triton X-100
-
stimulates activity by promoting the dissociation of inhibitory product from the enzyme
[1,1,3,3-tetramethylguanidine][acetate]
-
enzyme shows increased activity and increased thermal stability
[1,1,3,3-tetramethylguanidine][lactate]
-
increase in concentration of [1,1,3,3-tetramethylguanidine][Lac] up to 0.25 M increases enzyme activity, and at concentrations more than 0.25 M enzyme activity is decreased. Optimum temperature and thermal stability studies show more stability of luciferase only in the presence of [1,1,3,3-tetramethylguanidine][Lac]
[1,1,3,3-tetramethylguanidine][propionate]
-
in the presence of [1,1,3,3-tetramethylguanidine][propionate], enzyme activities are decreased with an increase in ionic liquid concentration
[1,1,3,3-tetramethylguanidine][trichloroacetate]
-
enzyme shows decreased activity
[1,1,3,3-tetramethylguanidine][trifluoroacetate]
-
enzyme shows unchanged activity
additional information
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.176
(4S)-2-(6-hydroxy-1,3-benzoxazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
-
pH 8.5, temperature not specified in the publication
0.07
(4S)-2-(6-hydroxy-1-benzofuran-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
-
pH 8.5, temperature not specified in the publication
0.061
(4S)-2-(6-hydroxy-1-benzothiophen-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
-
pH 9.1, temperature not specified in the publication
0.02
(4S)-2-(6-hydroxy-1H-benzimidazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
-
pH 8.5, temperature not specified in the publication
0.00025 - 0.0008
5,5-dimethyl-luciferyl-O-adenosine monophosphate
0.00015 - 6.9
ATP
0.014 - 0.024
D-firefly luciferin
0.001 - 2.5
D-luciferin
0.00038 - 0.0126
D-luciferyl-O-adenosine monophosphate
0.0149
dehydroluciferyl-adenylate
-
-
0.0982
L-luciferin
-
-
0.00741 - 0.0163
lauric acid
0.0136
linoleic acid
-
-
0.0136
linolenic acid
-
-
0.0072 - 0.218
Luciferin
0.0006 - 0.0127
luciferyl-O-adenosine monophosphate
0.025 - 6.2
MgATP2-
0.0147
oxyluciferin
-
-
additional information
additional information
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0018
(4S)-2-(6-hydroxy-1,3-benzoxazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
-
pH 8.5, temperature not specified in the publication
0.00063
(4S)-2-(6-hydroxy-1-benzofuran-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
-
pH 8.5, temperature not specified in the publication
0.0067
(4S)-2-(6-hydroxy-1-benzothiophen-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
-
pH 9.1, temperature not specified in the publication
0.00051
(4S)-2-(6-hydroxy-1H-benzimidazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
-
pH 8.5, temperature not specified in the publication
0.000000157 - 0.24
D-luciferin
0.0000311 - 0.32
D-luciferyl-O-adenosine monophosphate
0.278 - 0.651
lauric acid
0.13
linolenic acid
-
-
1.6
Luciferin
-
-
0.000000157 - 0.24
MgATP2-
additional information
additional information
-
kinetic of light emission
-
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.01
(4S)-2-(6-hydroxy-1,3-benzoxazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
-
pH 8.5, temperature not specified in the publication
0.01
(4S)-2-(6-hydroxy-1-benzofuran-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
-
pH 8.5, temperature not specified in the publication
0.11
(4S)-2-(6-hydroxy-1-benzothiophen-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
-
pH 9.1, temperature not specified in the publication
0.03
(4S)-2-(6-hydroxy-1H-benzimidazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
-
pH 8.5, temperature not specified in the publication
6.78
D-luciferin
-
pH 8.2, temperature not specified in the publication
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0006
2-(6'-hydroxy-2'-benzothiazolyl)-4-hydroxymethylthiazole
-
-
0.9
3',5'-cyclic AMP
-
-
0.0014
4-[5-(2-chlorophenyl)-1,2,4-oxadiazol-3-yl]benzoic acid
-
-
0.03
4-[5-(3-chlorophenyl)-1,2,4-oxadiazol-3-yl]benzoic acid
-
-
0.00034
5'-O-[(N-dehydroluciferyl)-sulfamoyl]-adenosine
-
-
0.000034 - 0.00034
5'-O-[N-(dehydroluciferyl)sulfamoyl]adenosine
0.23
5-anilino-1-naphthalene sulfonate
-
-
0.0059
6-toluidino-2-naphthalene sulfonate
-
-
0.9
dAMP
-
-
0.7
dATP
-
-
0.00001 - 0.001
dehydroluciferin
0.0000038
dehydroluciferyl-adenylate
-
-
0.0000038
L-AMP
-
pH 7.8, 25C
-
0.003 - 0.004
L-luciferin
-
-
0.25
L-tosylamido-2-phenethyl chloromethyl ketone
-
-
-
0.000026
lipoic acid
-
-
1
MgATP2-
-
-
0.00053
myristic acid
-
-
0.73
N-tosyl-L-lysine chloromethyl ketone
-
-
0.25
N-tosyl-L-phenylalanine chloromethyl ketone
-
-
0.0005
oxyluciferin
0.3
phosphate
-
-
0.002
resveratrol
-
-
0.34
ribose-5-phosphate
-
-
additional information
5'-O-[hydroxy({[(2Z)-2-(6-oxo-1,3-benzothiazol-2(6H)-ylidene)-2,3-dihydro-1,3-thiazol-4-yl]carbonyl}oxy)phosphoryl]adenosine
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0002
(2R)-2-[4-(1-oxo-1,3-dihydro-2H-isoindol-2-yl)phenyl]propanoic acid
Photinus pyralis
-
-
0.002
(2Z)-1-(4-chlorophenyl)-3-(pyridin-2-ylamino)prop-2-en-1-one
Photinus pyralis
-
-
0.00008
(2Z)-3-[(2-bromophenyl)amino]-1-pyridin-2-ylprop-2-en-1-one
Photinus pyralis
-
-
0.001
(2Z)-3-[(4-fluorophenyl)amino]-1-furan-2-ylprop-2-en-1-one
Photinus pyralis
-
-
0.00021
(2Z)-3-[[4-(dimethylamino)cyclohexa-1,5-dien-1-yl]amino]-1-phenylprop-2-en-1-one
Photinus pyralis
-
-
0.0008
(3Z)-3-[[4-(dimethylamino)phenyl]methylidene]-1,3-dihydro-2H-indol-2-one
Photinus pyralis
-
-
0.0006
1-[3-(6-ethoxy-1,3-benzothiazol-2-yl)thiophen-2-yl]urea
Photinus pyralis
-
-
0.00008
2,4-dimethoxy-N-(5-methylpyridin-2-yl)benzamide
Photinus pyralis
-
-
0.0062
2-(2-amino-3-methoxyphenyl)-4H-chromen-4-one
Photinus pyralis
-
-
0.0049 - 0.0054
2-(2-chlorophenyl)-6-methoxy-1,3-benzothiazole
-
0.0005 - 0.0006
2-(2-fluorophenyl)-6-methoxy-1,3-benzothiazole
0.00032
2-(2-imino-4,5,6,7-tetrahydro-1,3-benzothiazol-3(2H)-yl)-1-(4-methylphenyl)ethanone
Photinus pyralis
-
-
0.0077 - 0.0113
2-(2-methoxyphenyl)-1,3-benzothiazole
0.0019 - 0.0032
2-(3,4-dimethoxyphenyl)-1,3-benzothiazole
0.0028 - 0.0038
2-(3,4-dimethoxyphenyl)-6-methoxy-1,3-benzothiazole
0.0078 - 0.0242
2-(3-fluorophenyl)-1,3-benzothiazole
0.0011 - 0.0015
2-(3-fluorophenyl)-6-methoxy-1,3-benzothiazole
0.0014 - 0.0045
2-(4-chlorophenyl)-1,3-benzothiazole
0.0035 - 0.0038
2-(4-chlorophenyl)-6-methoxy-1,3-benzothiazole
0.0013
2-(4-ethoxyphenyl)-4-[(4-methylpiperazin-1-yl)carbonyl]quinoline
Photinus pyralis
-
-
0.00041
2-(4-ethoxyphenyl)-4-[(4-pyridin-2-ylpiperazin-1-yl)carbonyl]quinoline
Photinus pyralis
-
-
0.00086 - 0.0013
2-(4-fluorophenyl)-6-methoxy-1,3-benzothiazole