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Literature summary for 2.5.1.122 extracted from

  • Bandari, C.; Scull, E.M.; Masterson, J.M.; Tran, R.H.Q.; Foster, S.B.; Nicholas, K.M.; Singh, S.
    Determination of alkyl-donor promiscuity of tyrosine-O-prenyltransferase SirD from Leptosphaeria maculans (2017), ChemBioChem, 18, 2323-2327 .
    View publication on PubMed

Application

Application Comment Organism
synthesis the broad alkyl donor specificity of SirD opens the door for the interrogation of the alkyl donor specificity of other prenyltransferases for potential utility as biocatalysts for differential alkylation applications Leptosphaeria maculans

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli BL21(DE3) cells Leptosphaeria maculans

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.05
-
(2Z)-3-chlorobut-2-en-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.07
-
(2E)-but-2-en-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.12
-
(2E,4Z)-2-methylhexa-2,4-dien-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.13
-
cyclohex-1-en-1-ylmethyl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.17
-
(2E)-2-methylpenta-2,4-dien-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.2
-
(2E)-3-methylpent-2-en-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.21
-
2-cyclohexylideneethyl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.23
-
dimethylallyl diphosphate with L-tyrosine as cosubstrate, at pH 7.5 and 35┬░C Leptosphaeria maculans
0.24
-
3-ethylpent-2-en-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.26
-
(2E)-penta-2,4-dien-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.73
-
(2E)-5-methylhexa-2,4-dien-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ 5 mM used in assay conditions Leptosphaeria maculans

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
dimethylallyl diphosphate + L-tyrosine Leptosphaeria maculans
-
diphosphate + 4-O-dimethylallyl-L-tyrosine
-
?

Organism

Organism UniProt Comment Textmining
Leptosphaeria maculans Q6Q874
-
-

Purification (Commentary)

Purification (Comment) Organism
Ni-NTA column chromatography Leptosphaeria maculans

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2E)-2-methylpenta-2,4-dien-1-yl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[(2E)-2-methylpenta-2,4-dien-1-yl]-L-tyrosine + diphosphate
-
?
(2E)-3-(2-methoxyphenyl)prop-2-en-1-yl trihydrogen diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[(2E)-3-(2-methoxyphenyl)prop-2-en-1-yl]-L-tyrosine + diphosphate
-
?
(2E)-3-methylpent-2-en-1-yl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[(2E)-3-methylpent-2-en-1-yl]-L-tyrosine + diphosphate
-
?
(2E)-3-phenylbut-2-en-1-yl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[(2E)-3-phenylbut-2-en-1-yl]-L-tyrosine + diphosphate
-
?
(2E)-3-phenylprop-2-en-1-yl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[(2E)-3-phenylprop-2-en-1-yl]-L-tyrosine + diphosphate
-
?
(2E)-5-methylhexa-2,4-dien-1-yl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[(2E)-5-methylhexa-2,4-dien-1-yl]-L-tyrosine + diphosphate
-
?
(2E)-but-2-en-1-yl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[(2E)-but-2-en-1-yl]-L-tyrosine + diphosphate
-
?
(2E)-penta-2,4-dien-1-yl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[(2E)-penta-2,4-dien-1-yl]-L-tyrosine + diphosphate
-
?
(2E,4E)-2-methylhexa-2,4-dien-1-yl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[(2E,4E)-2-methylhexa-2,4-dien-1-yl]-L-tyrosine + diphosphate
-
?
(2E,4E)-5-phenylpenta-2,4-dien-1-yl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[(2E,4E)-5-phenylpenta-2,4-dien-1-yl]-L-tyrosine + diphosphate
-
?
(2Z)-3-chlorobut-2-en-1-yl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[(2Z)-3-chlorobut-2-en-1-yl]-L-tyrosine + diphosphate
-
?
2-cyclohexylideneethyl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[2-cyclohexylideneethyl]-L-tyrosine + diphosphate
-
?
2-methylprop-2-en-1-yl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[2-methylprop-2-en-1-yl]-L-tyrosine + diphosphate
-
?
2-oxopropyl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[2-oxopropyl]-L-tyrosine + diphosphate
-
?
3,3-diphenylprop-2-en-1-yl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[3,3-diphenylprop-2-en-1-yl]-L-tyrosine + diphosphate
-
?
3-ethylpent-2-en-1-yl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[3-ethylpent-2-en-1-yl]-L-tyrosine + diphosphate
-
?
cyanomethyl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[cyanomethyl]-L-tyrosine + diphosphate
-
?
cyclohex-1-en-1-ylmethyl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[cyclohex-1-en-1-ylmethyl]-L-tyrosine + diphosphate
-
?
dimethylallyl diphosphate + L-tryptophan
-
Leptosphaeria maculans diphosphate + 7-dimethylallyl-L-tryptophan
-
?
dimethylallyl diphosphate + L-tyrosine
-
Leptosphaeria maculans diphosphate + 4-O-dimethylallyl-L-tyrosine
-
?
prop-2-en-1-yl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[prop-2-en-1-yl]-L-tyrosine + diphosphate
-
?
prop-2-yn-1-yl diphosphate + L-tyrosine
-
Leptosphaeria maculans O-[prop-2-yn-1-yl]-L-tyrosine + diphosphate
-
?

Synonyms

Synonyms Comment Organism
SirD
-
Leptosphaeria maculans
tyrosine O-prenyltransferase
-
Leptosphaeria maculans
tyrosine-O-prenyltransferase
-
Leptosphaeria maculans

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.00067
-
(2Z)-3-chlorobut-2-en-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.00083
-
(2E)-penta-2,4-dien-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.001
-
(2E)-but-2-en-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.00167
-
(2E)-5-methylhexa-2,4-dien-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.00367
-
(2E)-2-methylpenta-2,4-dien-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.0055
-
cyclohex-1-en-1-ylmethyl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.0123
-
(2E,4Z)-2-methylhexa-2,4-dien-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.055
-
3-ethylpent-2-en-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.0583
-
2-cyclohexylideneethyl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.3
-
(2E)-3-methylpent-2-en-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.683
-
dimethylallyl diphosphate with L-tyrosine as cosubstrate, at pH 7.5 and 35┬░C Leptosphaeria maculans

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.0023
-
(2E)-5-methylhexa-2,4-dien-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.0033
-
(2E)-penta-2,4-dien-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.015
-
(2E)-but-2-en-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.0167
-
(2Z)-3-chlorobut-2-en-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.0217
-
(2E)-2-methylpenta-2,4-dien-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.042
-
cyclohex-1-en-1-ylmethyl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.1017
-
(2E,4Z)-2-methylhexa-2,4-dien-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.23
-
3-ethylpent-2-en-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
0.267
-
2-cyclohexylideneethyl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
1.5
-
(2E)-3-methylpent-2-en-1-yl diphosphate at pH 7.5 and 35┬░C Leptosphaeria maculans
2.97
-
dimethylallyl diphosphate with L-tyrosine as cosubstrate, at pH 7.5 and 35┬░C Leptosphaeria maculans