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1.14.13.1: salicylate 1-monooxygenase

This is an abbreviated version!
For detailed information about salicylate 1-monooxygenase, go to the full flat file.

Word Map on EC 1.14.13.1

Reaction

salicylate
+
NADH
+
H+
+
O2
=
catechol
+
NAD+
+
H2O
+
CO2

Synonyms

Efe-shyA, FAD/NADH-dependent SA 1-hydroxylase, FAD_binding_3 domain-containing protein, FGSG_03657, FgShy1, FgShyC, flavin-dependent monooxygenase salicylate hydroxylase, NahG, NahU, NRRL3_9723, oxygenase, salicylate 1-mono-, SA 1-decarboxylase/hydroxylase, SA 1-hydroxylase, SA hydroxylase, SA1H, SahA, salA, salcylic acid 1-hydroxylase, SALH, salicylate 1-hydroxylase, Salicylate 1-monooxygenase, salicylate hydroxylase, salicylate hydroxylase (decarboxylating), salicylate monooxygenase, salicylate, NADH: oxygen oxidoreductase, salicylate, NADH: oxygen oxidoreductase (1-hydroxylating, decarboxylating), salicylate-1-hydroxylase, salicylic acid hydroxylase, salicylic hydroxylase, SalOH, SHL, Shy1, ShyA, ShyC, SlSA 1H, SlSA1H, Solyc08g063130

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.13 With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.13.1 salicylate 1-monooxygenase

Substrates Products

Substrates Products on EC 1.14.13.1 - salicylate 1-monooxygenase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1-hydroxy-2-naphthoate + NADH + 2 H+ + O2
?
show the reaction diagram
-
137% of the activity with salicylate
-
-
?
1-hydroxy-2-naphthoate + NADH + H+ + O2
?
show the reaction diagram
1-hydroxy-2-naphthoate + NADH + O2
1,2-dihydroxynaphthalene + CO2 + H2O + NAD+
show the reaction diagram
-
-
-
-
?
2,3-dihydroxybenzoate + NADH + 2 H+ + O2
pyrogallol + NAD+ + H2O + CO2
show the reaction diagram
2,3-dihydroxybenzoate + NADH + O2
pyrogallol + CO2 + H2O + NAD+
show the reaction diagram
2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurzitane + NADH
NO2- + N2O + formate + NH4+
show the reaction diagram
-
the enzyme catalyzes two oxygen-sensitive single-electron transfer steps necessary to release two nitrite ions from 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurzitane and this is followed by the secondary decomposition of this energetic chemical
N2O is abiotically produced from NO2-NH2
-
?
2,4-dihydroxybenzoate + NAD(P)H + O2
benzene-1,2,4-triol + CO2 + H2O + NAD(P)+
show the reaction diagram
-
-
-
?
2,4-dihydroxybenzoate + NADH + 2 H+ + O2
1,2,4-trihydroxybenzene + NAD+ + H2O + CO2
show the reaction diagram
-
91% of the activity with salicylate
-
-
?
2,4-dihydroxybenzoate + NADPH + H+ + O2
benzene-1,2,4-triol + NAD+ + H2O + CO2
show the reaction diagram
-
-
-
-
r
2,5-dihydroxybenzoate + NADH + O2
benzene-1,2,5-triol + CO2 + H2O + NAD+
show the reaction diagram
2,5-dihydroxybenzoic acid + NADH + H+ + O2
2,5-dihydroxyphenol + NAD+ + H2O + CO2
show the reaction diagram
146% activity compared to salicylate
-
-
?
2,6-dihydroxybenzoate + NADH + 2 H+ + O2
1,2,3-trihydroxybenzene + NAD+ + H2O + CO2
show the reaction diagram
-
70% of the activity with salicylate
-
-
?
2,6-dihydroxybenzoate + NADH + O2
pyrogallol + CO2 + H2O + NAD+
show the reaction diagram
2-hydroxy-1-naphthoate + NADH + 2 H+ + O2
?
show the reaction diagram
-
160% of the activity with salicylate
-
-
?
3,5-dinitrosalicylate + NADH + O2
? + NAD+ + H2O + CO2
show the reaction diagram
3-aminosalicylate + NADH + H+ + O2
3-aminobenzene-1,2-diol + NAD+ + H2O + CO2
show the reaction diagram
3-chlorosalicylate + NADH + H+ + O2
3-chlorobenzene-1,2-diol + NAD+ + H2O + CO2
show the reaction diagram
3-chlorosalicylate + NADH + H+ + O2
3-chlorocatechol + NAD+ + H2O + CO2
show the reaction diagram
-
-
-
?
3-methylsalicylate + NADH + 2 H+ + O2
3-methylcatechol + NAD+ + H2O + CO2
show the reaction diagram
3-methylsalicylate + NADH + H+ + O2
3-methylbenzene-1,2-diol + NAD+ + H2O + CO2
show the reaction diagram
3-methylsalicylate + NADH + H+ + O2
3-methylcatechol + NAD+ + H2O + CO2
show the reaction diagram
-
-
-
?
3-methylsalicylate + NADH + O2
1,2-dihydroxy-3-methylbenzene + CO2 + NAD+ + H2O
show the reaction diagram
3-methylsalicylate + NADH + O2
1,2-dihydroxy-3-methylbenzene + NAD+ + H2O + CO2
show the reaction diagram
4-(3-benzothiazol-2-yl-4-cyano-2-oxo-2H-chromen-7-yloxymethyl)-2-hydroxy-benzoic acid + O2 + NADH + 2 H+
?
show the reaction diagram
-
i.e. SHLF, two-step synthesis of a long-wavelength latent fluorogenic substrate SHLF. In the presence of NADH and under aerobic conditions, SHL catalyzes the decarboxylative hydroxylation of SHLF followed by a quinonemethide-type rearrangement reaction concomitant with the ejection of a fluorescence coumarin 2, which is spontaneous and irreversible at physiological temperatures in aqueous media. The fluorescence signal generated by this process is specific and, in the near red spectral region with an emission maximum at 595 nm, is suppressed by salicylic acid
-
-
?
4-aminosalicylate + NADH + 2 H+ + O2
4-aminocatechol + NAD+ + H2O + CO2
show the reaction diagram
4-aminosalicylate + NADH + H+ + O2
4-aminobenzene-1,2-diol + NAD+ + H2O + CO2
show the reaction diagram
4-aminosalicylate + NADH + O2
4-aminocatechol + CO2 + NAD+ + H2O
show the reaction diagram
4-chlorosalicylate + NADH + H+ + O2
4-chlorobenzene-1,2-diol + NAD+ + H2O + CO2
show the reaction diagram
4-chlorosalicylate + NADH + H+ + O2
4-chlorocatechol + NAD+ + H2O + CO2
show the reaction diagram
-
-
-
?
4-chlorosalicylate + NADH + O2
1,2-dihydroxy-4-chlorobenzene + CO2 + NAD+ + H2O
show the reaction diagram
4-chlorosalicylate + NADH + O2
4-chlorocatechol + NAD+ + H2O + CO2
show the reaction diagram
-
-
-
-
?
4-methylsalicylate + NADH + 2 H+ + O2
4-methylcatechol + NAD+ + H2O + CO2
show the reaction diagram
4-methylsalicylate + NADH + H+ + O2
4-methylbenzene-1,2-diol + NAD+ + H2O + CO2
show the reaction diagram
4-methylsalicylate + NADH + O2
1,2-dihydroxy-4-methylbenzene + CO2 + NAD+ + H2O
show the reaction diagram
-
-
-
-
?
5-aminosalicylate + NADH + 2 H+ + O2
5-aminocatechol + NAD+ + H2O + CO2
show the reaction diagram
5-aminosalicylate + NADH + H+ + O2
5-aminobenzene-1,2-diol + NAD+ + H2O + CO2
show the reaction diagram
5-aminosalicylate + NADH + O2
5-aminocatechol + CO2 + NAD+ + H2O
show the reaction diagram
-
-
-
-
?
5-chlorosalicylate + NADH + 2 H+ + O2
4-chlorocatechol + NAD+ + H2O + CO2
show the reaction diagram
-
46% of the activity with salicylate
-
-
?
5-chlorosalicylate + NADH + H+ + O2
5-chlorobenzene-1,2-diol + NAD+ + H2O + CO2
show the reaction diagram
5-chlorosalicylate + NADH + H+ + O2
5-chlorocatechol + NAD+ + H2O + CO2
show the reaction diagram
-
-
-
?
5-chlorosalicylate + NADH + O2
1,2-dihydroxy-5-chlorobenzene + CO2 + NAD+ + H2O
show the reaction diagram
5-chlorosalicylate + NADH + O2
1,2-dihydroxy-5-chlorobenzene + NAD+ + H2O + CO2
show the reaction diagram
5-fluorosalicylate + NADH + O2
1,2-dihydroxy-5-fluorobenzene + CO2 + NAD+ + H2O
show the reaction diagram
-
-
-
-
?
5-hydroxysalicylate + NADH + H+ + O2
2,5-dihydroxyphenol + NAD+ + H2O + CO2
show the reaction diagram
5-methoxysalicylate + NADH + O2
1,2-dihydroxy-5-methoxybenzene + CO2 + NAD+ + H2O
show the reaction diagram
-
-
-
-
?
5-methylsalicylate + NADH + 2 H+ + O2
4-methylcatechol + NAD+ + H2O + CO2
show the reaction diagram
-
68.5% of the activity with salicylate
-
-
?
5-methylsalicylate + NADH + 2 H+ + O2
5-methylcatechol + NAD+ + H2O + CO2
show the reaction diagram
5-methylsalicylate + NADH + H+ + O2
1,2-dihydroxy-5-methylbenzene + CO2 + NAD+ + H2O
show the reaction diagram
5-methylsalicylate + NADH + H+ + O2
4-methylbenzene-1,2-diol + NAD+ + H2O + CO2
show the reaction diagram
5-nitrosalicylate + NADH + 2 H+ + O2
4-nitrocatechol + NAD+ + H2O + CO2
show the reaction diagram
-
32% of the activity with salicylate
-
-
?
anthranilate + NADH + 2 H+ + O2
2-aminophenol + NAD+ + H2O + CO2
show the reaction diagram
-
67% of the activity with salicylate
-
-
?
aspirin + NADH + O2
? + NAD+ + H2O + CO2
show the reaction diagram
-
-
-
-
?
gentisate + NADH + 2 H+ + O2
?
show the reaction diagram
-
99% of the activity with salicylate
-
-
?
gentisate + NADH + 2 H+ + O2
hydroxyquinol + NAD+ + H2O + CO2
show the reaction diagram
-
93% activity compared to salicylate
-
-
?
m-hydroxybenzoate + NADH + O2
1,3-dihydroxybenzene + CO2 + NAD+ + H2O
show the reaction diagram
-
6% of the reaction with salicylate
-
-
?
o-iodophenol + NADH + O2
catechol + iodide + NAD+
show the reaction diagram
-
-
-
-
?
o-nitrophenol + NADH + O2
catechol + nitrite + NAD+
show the reaction diagram
p-aminosalicylate + NADH + O2
1,2-dihydroxy-4-aminobenzene + NAD+ + CO2 + H2O
show the reaction diagram
salicylaldehyde + NADH + O2
catechol + formate + NAD+
show the reaction diagram
-
mechanism
-
-
?
salicylate + NADH + 2 H+ + O2
catechol + NAD+ + H2O + CO2
show the reaction diagram
salicylate + NADH + H+ + O2
catechol + NAD+ + H2O + CO2
show the reaction diagram
salicylate + O2 + NADH + 2 H+
catechol + CO2 + H2O + NAD+
show the reaction diagram
salicylate + O2 + NADPH + 2 H+
catechol + CO2 + H2O + NADP+
show the reaction diagram
sulfosalicylate + NADH + O2
? + NAD+ + H2O + CO2
show the reaction diagram
-
-
-
-
?
additional information
?
-