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Literature summary extracted from

  • Hollenhorst, M.A.; Bumpus, S.B.
    Matthews, M.L.; Bollinger, J.M.Jr.; Kelleher, N.L.; Walsh, C.T.: The nonribosomal peptide synthetase enzyme DdaD tethers N(beta)-fumaramoyl-l-2,3-diaminopropionate for Fe(II)/alpha-ketoglutarate-dependent epoxidation by DdaC during dapdiamide antibiotic biosynthesis (2010), J. Am. Chem. Soc., 132, 15773-15781.
    View publication on PubMedView publication on EuropePMC

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
6.3.2.B15 0.053
-
 Nbeta-(R,R)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionate pH 8.0, 22°C Pantoea agglomerans
6.3.2.B15 0.072
-
 (2E)-4-[[(2S)-2-amino-2-carboxyethyl]amino]-4-oxobut-2-enoate pH 8.0, 22°C Pantoea agglomerans
6.3.2.47 0.053
-
 3-((((2R,3R)-3-carboxyoxiran-2-yl)carbonyl)amino)-L-alanine pH 8.0, 22°C Pantoea agglomerans
6.3.2.47 0.072
-
 3-[[(2E)-4-amino-4-oxobut-2-enoyl]amino]-L-alanine pH 8.0, 22°C Pantoea agglomerans

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
6.3.2.B15 ATP + Nbeta-(R,R)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionate + L-valine Pantoea agglomerans the enzyme is involved ion the biosynthesis of the natural antibiotic Nbeta-epoxysuccinamoyldiaminopropionyl-valine ADP + phosphate + Nbeta-(R,R)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionyl-L-valine
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
6.3.2.B15 Pantoea agglomerans E2JA31
-
-
6.3.2.47 Pantoea agglomerans E2JA31
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
6.3.2.B15 ATP + (2E)-4-[[(2S)-2-amino-2-carboxyethyl]amino]-4-oxobut-2-enoate + L-valine
-
 Pantoea agglomerans ADP + phosphate + N-[(2S)-3-[[(2E)-4-amino-4-oxobut-2-enoyl]amino]-2-methylpropanoyl]-L-valine
-
 ?
6.3.2.B15 ATP + Nbeta-(R,R)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionate + L-valine the enzyme is involved ion the biosynthesis of the natural antibiotic Nbeta-epoxysuccinamoyldiaminopropionyl-valine Pantoea agglomerans ADP + phosphate + Nbeta-(R,R)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionyl-L-valine
-
 ?
6.3.2.B15 ATP + Nbeta-(R,R)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionate + L-valine kcat/Km for the (S,S)-stereoisomer is 2.5% compared to the kcat/Km-value for the (R,R)-stereoisomer. Nbeta-(R,R)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionate i.e. 3-[[[(2R,3R)-3-carboxyoxiran-2-yl]carbonyl]amino]-L-alanine Pantoea agglomerans ADP + phosphate + Nbeta-(R,R)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionyl-L-valine
-
 ?
6.3.2.B15 ATP + Nbeta-(S,S)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionate + L-valine kcat/Km for the (S,S)-stereoisomer is 2.5% compared to the kcat/Km-value for the (R,R)-stereoisomer. Nbeta-(S,S)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionate i.e. 3-[[[(2S,3S)-3-carboxyoxiran-2-yl]carbonyl]amino]-L-alanine Pantoea agglomerans ADP + phosphate + Nbeta-(S,S)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionyl-L-valine
-
 ?
6.3.2.47 ATP + 3-((((2R,3R)-3-carboxyoxiran-2-yl)carbonyl)amino)-L-alanine + L-valine i.e. N-beta-epoxysuccinamoyl-2,3-diaminopropionate. DdaF can catalyze the ligation of both Nbeta-trans-epoxysuccinamoyl-diaminopropionate diastereomers to Val to produce the Nbeta-trans-epoxysuccinamoyl-diaminopropionate-L-valine dipeptide antibiotics. DdaF uses (R,R)-Nbeta-trans-epoxysuccinamoyl-diaminopropionate as a saturable substrate, whereas saturation is not achieved with (S,S)-Nbeta-trans-epoxysuccinamoyl-diaminopropionate at concentrations up to 590 microM Pantoea agglomerans ADP + phosphate + 3-((((2R,3R)-3-carboxyoxiran-2-yl)carbonyl)amino)-L-alanyl-L-valine product is a natural antibiotic ?
6.3.2.47 ATP + 3-[[(2E)-4-amino-4-oxobut-2-enoyl]amino]-L-alanine + L-valine i.e. Nbeta-fumaramoyl-diaminopropionate Pantoea agglomerans ADP + phosphate + 3-[[(2E)-4-amino-4-oxobut-2-enoyl]amino]-L-alanyl-L-valine
-
 ?

Synonyms

EC Number Synonyms Comment Organism
6.3.2.B15 DdaF
-
 Pantoea agglomerans

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
6.3.2.B15 22
-
 assay at Pantoea agglomerans

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
6.3.2.B15 0.35
-
 (2E)-4-[[(2S)-2-amino-2-carboxyethyl]amino]-4-oxobut-2-enoate pH 8.0, 22°C Pantoea agglomerans
6.3.2.B15 3
-
 Nbeta-(R,R)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionate pH 8.0, 22°C Pantoea agglomerans
6.3.2.47 0.3
-
 3-[[(2E)-4-amino-4-oxobut-2-enoyl]amino]-L-alanine pH 8.0, 22°C Pantoea agglomerans
6.3.2.47 3
-
 3-((((2R,3R)-3-carboxyoxiran-2-yl)carbonyl)amino)-L-alanine pH 8.0, 22°C Pantoea agglomerans

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
6.3.2.B15 8
-
 assay at Pantoea agglomerans

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
6.3.2.B15 1.4
-
 Nbeta-(S,S)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionate pH 8.0, 22°C Pantoea agglomerans
6.3.2.B15 4.9
-
 (2E)-4-[[(2S)-2-amino-2-carboxyethyl]amino]-4-oxobut-2-enoate pH 8.0, 22°C Pantoea agglomerans
6.3.2.B15 56.6
-
 Nbeta-(R,R)-trans-epoxysuccinamoyl-(2S)-2,3-diaminopropionate pH 8.0, 22°C Pantoea agglomerans
6.3.2.47 4.83
-
 3-[[(2E)-4-amino-4-oxobut-2-enoyl]amino]-L-alanine pH 8.0, 22°C Pantoea agglomerans
6.3.2.47 56.7
-
 3-((((2R,3R)-3-carboxyoxiran-2-yl)carbonyl)amino)-L-alanine pH 8.0, 22°C Pantoea agglomerans