Literature summary for 4.1.1.76 extracted from

Okrasa, K.; Levy, C.; Wilding, M.; Goodall, M.; Baudendistel, N.; Hauer, B.; Leys, D.; Micklefield, J.
Structure-guided directed evolution of alkenyl and arylmalonate decarboxylases (2009), Angew. Chem. Int. Ed. Engl., 48, 7691-7694.

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Protein Variants

Protein Variants	Comment	Organism
G190A	the mutant shows 4.6% relative activity compared to the wild type enzyme	Bordetella bronchiseptica
G190S/P14V/P15G	the mutant shows 1.9% relative activity compared to the wild type enzyme	Bordetella bronchiseptica
M159C	the mutant shows 1.4% relative activity compared to the wild type enzyme using phenylmalonate or methyl(phenyl)propanedioic acid as substrate, the mutant shows 1.7% relative activity compared to the wild type enzyme using 2-hydroxy-2-phenylmalonic acid as substrate	Bordetella bronchiseptica
M159G	the mutant shows 19% relative activity compared to the wild type enzyme	Bordetella bronchiseptica
M159S	the mutant shows 2.6% relative activity compared to the wild type enzyme	Bordetella bronchiseptica
M159V	the mutant shows 51% relative activity compared to the wild type enzyme	Bordetella bronchiseptica
P14V/P15G	the mutant shows 11% relative activity compared to the wild type enzyme using phenylmalonate as substrate, the mutant shows 1.9% relative activity compared to the wild type enzyme using 2-hydroxy-2-phenylmalonic acid as substrate, the mutant shows 1.5% relative activity compared to the wild type enzyme using hydroxy(2-methylprop-1-en-1-yl)propanedioic acid as substrate	Bordetella bronchiseptica

Inhibitors

Inhibitors	Comment	Organism	Structure
benzylphosphonate	competitive inhibitor of AMDase	Bordetella bronchiseptica

KM Value [mM]

KM Value [mM]	KM Value Maximum [mM]	Substrate	Comment	Organism	Structure
0.3	-	Phenylmalonate	mutant enzyme M159V	Bordetella bronchiseptica
0.43	-	Phenylmalonate	mutant enzyme M159G	Bordetella bronchiseptica
0.8	-	2-vinyl-2-methylmalonic acid	mutant enzyme G190A	Bordetella bronchiseptica
3.5	-	methyl(2-methylprop-1-en-1-yl)propanedioic acid	wild type enzyme	Bordetella bronchiseptica
3.5	-	Phenylmalonate	mutant enzyme P14V/P15G	Bordetella bronchiseptica
4.1	-	2-hydroxy-2-phenylmalonic acid	mutant enzyme M159C	Bordetella bronchiseptica
5	-	Phenylmalonate	mutant enzyme M159S	Bordetella bronchiseptica
7.3	-	hydroxy(2-methylprop-1-en-1-yl)propanedioic acid	wild type enzyme	Bordetella bronchiseptica
7.8	-	2-vinyl-2-methylmalonic acid	wild type enzyme	Bordetella bronchiseptica
9.1	-	hydroxy[(1E)-prop-1-en-1-yl]propanedioic acid	wild type enzyme	Bordetella bronchiseptica
10.7	-	Phenylmalonate	wild type enzyme	Bordetella bronchiseptica
12.1	-	Phenylmalonate	mutant enzyme M159C	Bordetella bronchiseptica
12.8	-	methyl[(1E)-prop-1-en-1-yl]propanedioic acid	wild type enzyme	Bordetella bronchiseptica
14.3	-	2-hydroxy-2-phenylmalonic acid	mutant enzyme G190S/P14V/P15G	Bordetella bronchiseptica
14.4	-	(1E)-but-1-en-1-yl(methyl)propanedioic acid	wild type enzyme	Bordetella bronchiseptica
15.3	-	2-hydroxy-2-phenylmalonic acid	mutant enzyme P14V/P15G	Bordetella bronchiseptica
26.9	-	methyl(phenyl)propanedioic acid	wild type enzyme	Bordetella bronchiseptica
30.2	-	2-hydroxy-2-phenylmalonic acid	wild type enzyme	Bordetella bronchiseptica

Organism

Organism	UniProt	Comment	Textmining
Bordetella bronchiseptica	Q05115	-	-

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
(1E)-but-1-en-1-yl(methyl)propanedioic acid	-	Bordetella bronchiseptica	(2S,3Z)-2-methylhex-3-enoic acid + CO2	-	?
2-amino-2-vinylmalonate	-	Bordetella bronchiseptica	(R)-vinylglycine + CO2	-	?
2-hydroxy-2-phenylmalonic acid	-	Bordetella bronchiseptica	(2S)-hydroxy(phenyl)ethanoic acid + CO2	-	?
2-hydroxy-2-phenylmalonic acid	-	Bordetella bronchiseptica	? + CO2	-	?
2-vinyl-2-methylmalonic acid	-	Bordetella bronchiseptica	(2S)-2-methylbut-3-enoic acid + CO2	-	?
2-vinyl-2-methylmalonic acid	-	Bordetella bronchiseptica	? + CO2	-	?
amino(phenyl)propanedioic acid	-	Bordetella bronchiseptica	(2S)-amino(phenyl)ethanoic acid + CO2	-	?
hydroxy(2-methylprop-1-en-1-yl)propanedioic acid	-	Bordetella bronchiseptica	(2S)-2-hydroxy-4-methylpent-3-enoic acid + CO2	-	?
hydroxy[(1E)-prop-1-en-1-yl]propanedioic acid	-	Bordetella bronchiseptica	(2S)-2-hydroxybut-3-enoic acid + CO2	-	?
methyl(2-methylprop-1-en-1-yl)propanedioic acid	-	Bordetella bronchiseptica	(2S)-2,4-dimethylpent-3-enoic acid + CO2	-	?
methyl(phenyl)propanedioic acid	-	Bordetella bronchiseptica	(2S)-2-phenylpropanoic acid + CO2	-	?
methyl[(1E)-prop-1-en-1-yl]propanedioic acid	-	Bordetella bronchiseptica	(2S,3Z)-2-methylpent-3-enoic acid + CO2	-	?
Phenylmalonate	best substrate	Bordetella bronchiseptica	Phenylacetate + CO2	-	?

Synonyms

Synonyms	Comment	Organism
AMDase	-	Bordetella bronchiseptica

Turnover Number [1/s]

Turnover Number Minimum [1/s]	Turnover Number Maximum [1/s]	Substrate	Comment	Organism	Structure
5.2	-	methyl(2-methylprop-1-en-1-yl)propanedioic acid	wild type enzyme	Bordetella bronchiseptica
20.7	-	hydroxy(2-methylprop-1-en-1-yl)propanedioic acid	wild type enzyme	Bordetella bronchiseptica
20.8	-	2-vinyl-2-methylmalonic acid	mutant enzyme G190A	Bordetella bronchiseptica
23.4	-	2-hydroxy-2-phenylmalonic acid	mutant enzyme M159C	Bordetella bronchiseptica
23.9	-	(1E)-but-1-en-1-yl(methyl)propanedioic acid	wild type enzyme	Bordetella bronchiseptica
42.8	-	2-vinyl-2-methylmalonic acid	wild type enzyme	Bordetella bronchiseptica
46.2	-	methyl[(1E)-prop-1-en-1-yl]propanedioic acid	wild type enzyme	Bordetella bronchiseptica
47.6	-	hydroxy[(1E)-prop-1-en-1-yl]propanedioic acid	wild type enzyme	Bordetella bronchiseptica
94.4	-	2-hydroxy-2-phenylmalonic acid	mutant enzyme G190S/P14V/P15G	Bordetella bronchiseptica
99.8	-	2-hydroxy-2-phenylmalonic acid	mutant enzyme P14V/P15G	Bordetella bronchiseptica
101	-	2-hydroxy-2-phenylmalonic acid	wild type enzyme	Bordetella bronchiseptica
246	-	Phenylmalonate	mutant enzyme M159G	Bordetella bronchiseptica
279	-	methyl(phenyl)propanedioic acid	wild type enzyme	Bordetella bronchiseptica
316	-	Phenylmalonate	wild type enzyme	Bordetella bronchiseptica
386	-	Phenylmalonate	mutant enzyme M159S	Bordetella bronchiseptica
450	-	Phenylmalonate	mutant enzyme M159V	Bordetella bronchiseptica
489	-	Phenylmalonate	mutant enzyme M159C	Bordetella bronchiseptica
1143	-	Phenylmalonate	mutant enzyme P14V/P15G	Bordetella bronchiseptica

Cofactor

Cofactor	Comment	Organism	Structure
additional information	AMDase does not require cofactors	Bordetella bronchiseptica

Ki Value [mM]

Ki Value [mM]	Ki Value maximum [mM]	Inhibitor	Comment	Organism	Structure
5.2	-	benzylphosphonate	-	Bordetella bronchiseptica

kcat/KM [mM/s]

kcat/KM Value [1/mMs^-1]	kcat/KM Value Maximum [1/mMs^-1]	Substrate	Comment	Organism	Structure
1.5	-	methyl(2-methylprop-1-en-1-yl)propanedioic acid	wild type enzyme	Bordetella bronchiseptica
1.7	-	(1E)-but-1-en-1-yl(methyl)propanedioic acid	wild type enzyme	Bordetella bronchiseptica
2.8	-	hydroxy(2-methylprop-1-en-1-yl)propanedioic acid	wild type enzyme	Bordetella bronchiseptica
3.3	-	2-hydroxy-2-phenylmalonic acid	wild type enzyme	Bordetella bronchiseptica
3.6	-	methyl[(1E)-prop-1-en-1-yl]propanedioic acid	wild type enzyme	Bordetella bronchiseptica
5.2	-	hydroxy[(1E)-prop-1-en-1-yl]propanedioic acid	wild type enzyme	Bordetella bronchiseptica
5.5	-	2-vinyl-2-methylmalonic acid	wild type enzyme	Bordetella bronchiseptica
5.8	-	2-hydroxy-2-phenylmalonic acid	mutant enzyme M159C	Bordetella bronchiseptica
6.5	-	2-hydroxy-2-phenylmalonic acid	mutant enzyme P14V/P15G	Bordetella bronchiseptica
6.6	-	2-hydroxy-2-phenylmalonic acid	mutant enzyme G190S/P14V/P15G	Bordetella bronchiseptica
10.4	-	methyl(phenyl)propanedioic acid	wild type enzyme	Bordetella bronchiseptica
25.2	-	2-vinyl-2-methylmalonic acid	mutant enzyme G190A	Bordetella bronchiseptica
29.6	-	Phenylmalonate	wild type enzyme	Bordetella bronchiseptica
40.4	-	Phenylmalonate	mutant enzyme M159C	Bordetella bronchiseptica
77.2	-	Phenylmalonate	mutant enzyme M159S	Bordetella bronchiseptica
326	-	Phenylmalonate	mutant enzyme P14V/P15G	Bordetella bronchiseptica
570	-	Phenylmalonate	mutant enzyme M159G	Bordetella bronchiseptica
1499	-	Phenylmalonate	mutant enzyme M159V	Bordetella bronchiseptica

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Release 2023.1 (January 2023)