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4.1.99.2: tyrosine phenol-lyase

This is an abbreviated version!
For detailed information about tyrosine phenol-lyase, go to the full flat file.

Word Map on EC 4.1.99.2

Reaction

L-tyrosine
+
H2O
=
phenol
 +
pyruvate
 +
NH3

Synonyms

beta-tyrosinase, Fn-TPL, L-tyrosine phenol-lyase, phenol-lyase, tyrosine, TnaA, TPL, tyrosine phenol lyase, tyrosine phenol-lyase, tyrosine-phenol lyase

ECTree

     4 Lyases
         4.1 Carbon-carbon lyases
             4.1.99 Other carbon-carbon lyases
                4.1.99.2 tyrosine phenol-lyase

Inhibitors

Inhibitors on EC 4.1.99.2 - tyrosine phenol-lyase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,2-dihydroxybenzene
-
cleavage of Tyr
1,3-dihydroxybenzene
-
cleavage of Tyr
1-amino-2-(4-hydroxyphenyl)-ethyl phosphinic acid
-
-
1-amino-2-(4-hydroxyphenyl)-ethyl phosphonic acid
-
-
2-Aminophenol
-
cleavage of Tyr
2-aza-L-tyrosine
-
competitive
2-bromophenol
-
cleavage of Tyr
2-chlorophenol
-
cleavage of Tyr
2-Fluorophenol
-
cleavage of Tyr
2-iodophenol
-
cleavage of Tyr
2-methylphenol
-
cleavage of Tyr
3,4-dihydroxyphenyl-L-alanine
-
inactivated by a Pictet-Spengler reaction between the cofactor and 3,4-dihydroxyphenyl-L-alanine, on treatment with excess pyridoxal-5'-phosphate the inactivated enzymes recovers over 80% of the original activity
3-Aminophenol
-
cleavage of Tyr
3-aza-L-tyrosine
-
competitive
3-bromophenol
-
cleavage of Tyr
3-chlorophenol
-
cleavage of Tyr
3-Fluorophenol
-
cleavage of Tyr
3-iodophenol
-
cleavage of Tyr
3-methylphenol
-
cleavage of Tyr
4-Aminophenol
-
cleavage of Tyr
4-hydroxyphenylpropionate
competitive inhibitor, addition of 4-hydroxypyridin in the reaction results in decay of the quinonoid-aldimine spectrum with rate constant of 1.4/s and formation of an intermediate absorbing at 338 nm, assigned to an aminoacrylate intermediate
4-hydroxypyridine
-
cleavage of Tyr
D-Ala
-
competitive
L-Ala
L-bishomotyrosine
-
L-homoserine
-
-
L-m-Tyr
-
competitive
L-methionine
inhibition of alpha,beta-elimination reaction
L-Phe
L-phenylalanine
L-tryptophan
L-tyrosine
O-methyl-L-bishomotyrosine
-
O-methyl-L-homotyrosine
-
per(2,3,6-tri-O-methyl)-alpha-cyclodextrin
-
non-competitive
per(2,3,6-tri-O-methyl)-beta-cyclodextrin
-
non-competitive
per(2,3,6-tri-O-methyl)-gamma-cyclodextrin
-
non-competitive
phenol
pyrocatechol
-
inhibits pyruvate formation from L-Tyr, mixed type
additional information
-