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Information on EC 1.13.12.7 - firefly luciferase and Organism(s) Photuris pensylvanica and UniProt Accession Q27757

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EC Tree
IUBMB Comments
The enzyme, which is found in fireflies (Lampyridae), is responsible for their biolouminescence. The reaction begins with the formation of an acid anhydride between the carboxylic group of D-firefly luciferin and AMP, with the release of diphosphate. An oxygenation follows, with release of the AMP group and formation of a very short-lived peroxide that cyclizes into a dioxetanone structure, which collapses, releasing a CO2 molecule. The spontaneous breakdown of the dioxetanone (rather than the hydrolysis of the adenylate) releases the energy (about 50 kcal/mole) that is necessary to generate the excited state of oxyluciferin. The excited luciferin then emits a photon, returning to its ground state. The enzyme has a secondary acyl-CoA ligase activity when acting on L-firefly luciferin (see EC 6.2.1.52).
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This record set is specific for:
Photuris pensylvanica
UNIPROT: Q27757
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The taxonomic range for the selected organisms is: Photuris pensylvanica
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Synonyms
firefly luciferase, luciferin, photinus pyralis luciferase, beetle luciferase, pc3-luc, pplase, cbrluc, luciola italica luciferase, lucppy, ppy re-ts, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
firefly luciferase
firefly luciferin luciferase
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luciferase (firefly luciferin)
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Photinus luciferin 4-monooxygenase (ATP-hydrolyzing)
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Photinus pyralis luciferase
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
redox reaction
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oxidation
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reduction
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PATHWAY SOURCE
PATHWAYS
SYSTEMATIC NAME
IUBMB Comments
D-firefly luciferin:oxygen 4-oxidoreductase (decarboxylating, ATP-hydrolysing)
The enzyme, which is found in fireflies (Lampyridae), is responsible for their biolouminescence. The reaction begins with the formation of an acid anhydride between the carboxylic group of D-firefly luciferin and AMP, with the release of diphosphate. An oxygenation follows, with release of the AMP group and formation of a very short-lived peroxide that cyclizes into a dioxetanone structure, which collapses, releasing a CO2 molecule. The spontaneous breakdown of the dioxetanone (rather than the hydrolysis of the adenylate) releases the energy (about 50 kcal/mole) that is necessary to generate the excited state of oxyluciferin. The excited luciferin then emits a photon, returning to its ground state. The enzyme has a secondary acyl-CoA ligase activity when acting on L-firefly luciferin (see EC 6.2.1.52).
CAS REGISTRY NUMBER
COMMENTARY hide
61970-00-1
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2-(2-chlorophenyl)-6-methoxy-1,3-benzothiazole
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2-(2-fluorophenyl)-6-methoxy-1,3-benzothiazole
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2-(2-methoxyphenyl)-1,3-benzothiazole
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2-(3,4-dimethoxyphenyl)-1,3-benzothiazole
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2-(3,4-dimethoxyphenyl)-6-methoxy-1,3-benzothiazole
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2-(3-fluorophenyl)-1,3-benzothiazole
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2-(3-fluorophenyl)-6-methoxy-1,3-benzothiazole
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2-(4-chlorophenyl)-1,3-benzothiazole
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2-(4-chlorophenyl)-6-methoxy-1,3-benzothiazole
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2-(4-fluorophenyl)-6-methoxy-1,3-benzothiazole
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2-(4-methoxyphenyl)-1,3-benzothiazole
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2-(5-biphenyl-4-yl-1,2,4-oxadiazol-3-yl)pyridine
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2-(5-furan-2-yl-1,2,4-oxadiazol-3-yl)pyridine
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2-(5-pyridin-4-yl-1,2,4-oxadiazol-3-yl)pyridine
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2-[5-(2-methoxyphenyl)-1,2,4-oxadiazol-3-yl]pyridine
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3-(2-methoxyphenyl)-5-phenyl-1,2,4-oxadiazole
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3-methyl-2-[(E)-phenyldiazenyl]phenol
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3-pyridin-2-yl-1,2,4-oxadiazol-5-yl biphenyl-4-carboxylate
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4-(1,3-benzothiazol-2-yl)-N,N-dimethylaniline
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4-(1,3-benzothiazol-2-yl)benzonitrile
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4-(5-furan-2-yl-1,2,4-oxadiazol-3-yl)pyridine
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4-(6-methoxy-1,3-benzothiazol-2-yl)-N,N-dimethylaniline
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4-(6-methoxy-1,3-benzothiazol-2-yl)benzonitrile
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4-[3-(2-methoxyphenyl)-1,2,4-oxadiazol-5-yl]pyridine
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4-[5-(2-methoxyphenyl)-1,2,4-oxadiazol-3-yl]-N,N-dimethylaniline
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5-(2,4-dimethoxyphenyl)-3-phenyl-1,2,4-oxadiazole
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5-(2-fluorophenyl)-3-(4-methoxyphenyl)-1,2,4-oxadiazole
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5-(4-fluorophenyl)-3-(3-methylphenyl)-1,2,4-oxadiazole
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6-methoxy-2-(2-methoxyphenyl)-1,3-benzothiazole
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6-methoxy-2-(3-methylphenyl)-1,3-benzothiazole
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6-methoxy-2-(4-methoxyphenyl)-1,3-benzothiazole
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6-methoxy-2-[2-(2-methylbenzyl)phenyl]-1,3-benzothiazole
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6-methoxy-2-[3-(2-methylbenzyl)phenyl]-1,3-benzothiazole
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N-[3-(6-methoxy-1,3-benzothiazol-2-yl)phenyl]acetamide
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N-[4-(1,3-benzothiazol-2-yl)phenyl]acetamide
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IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0049
2-(2-chlorophenyl)-6-methoxy-1,3-benzothiazole
Photuris pensylvanica
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0.0005
2-(2-fluorophenyl)-6-methoxy-1,3-benzothiazole
Photuris pensylvanica
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0.0077
2-(2-methoxyphenyl)-1,3-benzothiazole
Photuris pensylvanica
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-
0.0019
2-(3,4-dimethoxyphenyl)-1,3-benzothiazole
Photuris pensylvanica
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-
0.0038
2-(3,4-dimethoxyphenyl)-6-methoxy-1,3-benzothiazole
Photuris pensylvanica
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-
0.0078
2-(3-fluorophenyl)-1,3-benzothiazole
Photuris pensylvanica
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0.0011
2-(3-fluorophenyl)-6-methoxy-1,3-benzothiazole
Photuris pensylvanica
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0.0014
2-(4-chlorophenyl)-1,3-benzothiazole
Photuris pensylvanica
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0.0038
2-(4-chlorophenyl)-6-methoxy-1,3-benzothiazole
Photuris pensylvanica
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0.00086
2-(4-fluorophenyl)-6-methoxy-1,3-benzothiazole
Photuris pensylvanica
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0.00036
2-(4-methoxyphenyl)-1,3-benzothiazole
Photuris pensylvanica
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0.000038
2-(5-biphenyl-4-yl-1,2,4-oxadiazol-3-yl)pyridine
Photuris pensylvanica
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0.0013
2-(5-furan-2-yl-1,2,4-oxadiazol-3-yl)pyridine
Photuris pensylvanica
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0.0019
2-(5-pyridin-4-yl-1,2,4-oxadiazol-3-yl)pyridine
Photuris pensylvanica
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0.00008
2-[5-(2-methoxyphenyl)-1,2,4-oxadiazol-3-yl]pyridine
Photuris pensylvanica
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0.0006
3-(2-methoxyphenyl)-5-phenyl-1,2,4-oxadiazole
Photuris pensylvanica
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0.00004
3-pyridin-2-yl-1,2,4-oxadiazol-5-yl biphenyl-4-carboxylate
Photuris pensylvanica
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0.00032
4-(1,3-benzothiazol-2-yl)-N,N-dimethylaniline
Photuris pensylvanica
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0.0021
4-(1,3-benzothiazol-2-yl)benzonitrile
Photuris pensylvanica
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0.0024
4-(5-furan-2-yl-1,2,4-oxadiazol-3-yl)pyridine
Photuris pensylvanica
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0.0027
4-(6-methoxy-1,3-benzothiazol-2-yl)-N,N-dimethylaniline
Photuris pensylvanica
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0.0061
4-(6-methoxy-1,3-benzothiazol-2-yl)benzonitrile
Photuris pensylvanica
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0.0048
4-[3-(2-methoxyphenyl)-1,2,4-oxadiazol-5-yl]pyridine
Photuris pensylvanica
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0.00032
4-[5-(2-methoxyphenyl)-1,2,4-oxadiazol-3-yl]-N,N-dimethylaniline
Photuris pensylvanica
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0.000054
5-(2,4-dimethoxyphenyl)-3-phenyl-1,2,4-oxadiazole
Photuris pensylvanica
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0.0003
5-(2-fluorophenyl)-3-(4-methoxyphenyl)-1,2,4-oxadiazole
Photuris pensylvanica
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0.00058
5-(4-fluorophenyl)-3-(3-methylphenyl)-1,2,4-oxadiazole
Photuris pensylvanica
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0.0056
6-methoxy-2-(2-methoxyphenyl)-1,3-benzothiazole
Photuris pensylvanica
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0.00067
6-methoxy-2-(3-methylphenyl)-1,3-benzothiazole
Photuris pensylvanica
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0.0041
6-methoxy-2-(4-methoxyphenyl)-1,3-benzothiazole
Photuris pensylvanica
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0.0043
6-methoxy-2-[2-(2-methylbenzyl)phenyl]-1,3-benzothiazole
Photuris pensylvanica
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0.03
6-methoxy-2-[3-(2-methylbenzyl)phenyl]-1,3-benzothiazole
Photuris pensylvanica
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0.0019
N-[3-(6-methoxy-1,3-benzothiazol-2-yl)phenyl]acetamide
Photuris pensylvanica
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0.0031
N-[4-(1,3-benzothiazol-2-yl)phenyl]acetamide
Photuris pensylvanica
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.2
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assay at
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
LUCI_PHOPE
545
0
60649
Swiss-Prot
other Location (Reliability: 1)
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37
4 h, 90% resiudal activity, 24 h, 70% residual activity, respectively, for engineered commercial enzyme. Wild-type enzyme loses 80% of initial activity within 39 min
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
analysis
an engineered, commercial thermostable luciferase is suitable for real-time monitoring of ATP release by bacteria, both in broth culture and on agar surfaces, which allows for the estimation of viable cell number by relating luminescence onset time to initial cell concentration. The method is able to rapidly detect the effect of antibiotics on bacterial cultures
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Inouye, S.
Firefly luciferase: an adenylate-forming enzyme for multicatalytic functions
Cell. Mol. Life Sci.
67
387-404
2010
Pyrearinus termitilluminans (AF116843), Photinus pyralis (P08659), Luciola cruciata (P13129), Aquatica lateralis (Q01158), Lampyroidea maculata (Q1WLP6), Luciola parvula (Q25118), Pyrocoelia miyako (Q26076), Luciola mingrelica (Q26304), Lampyris noctiluca (Q27688), Photuris pensylvanica (Q27757), Lampyris turkestanicus (Q5UFR2), Cratomorphus distinctus (Q5USC8), Pyrophorus mellifluus (Q717B6), Pyrophorus plagiophthalamus (Q718F0), Hotaria unmunsana (Q8T6U3), Pyrocoelia rufa (Q9GPF9), Phrixothrix hirtus (Q9U4U7), Phrixothrix vivianii (Q9U4U8)
Manually annotated by BRENDA team
Auld, D.S.; Zhang, Y.Q.; Southall, N.T.; Rai, G.; Landsman, M.; Maclure, J.; Langevin, D.; Thomas, C.J.; Austin, C.P.; Inglese, J.
A basis for reduced chemical library inhibition of firefly luciferase obtained from directed evolution
J. Med. Chem.
52
1450-1458
2009
Photinus pyralis, Photuris pensylvanica
Manually annotated by BRENDA team
Ihssen, J.; Jovanovic, N.; Sirec, T.; Spitz, U.
Real-time monitoring of extracellular ATP in bacterial cultures using thermostable luciferase
PLoS ONE
16
e0244200
2021
Photuris pensylvanica (Q27757)
Manually annotated by BRENDA team