MetaCyc Pathway: 5,6-dehydrokavain biosynthesis (engineered) in Marinobacter adhaerens HP15

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Reactions and Genes L-Phenylalanine as (N)
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3-phenylpropanoate + ATP + coenzyme A→3-phenylpropanoyl-CoA + AMP + diphosphate
No genes
trans-cinnamate + ATP + coenzyme A→(E)-cinnamoyl-CoA + AMP + diphosphate
No genes
Acetyl-CoA C-acyltransferase:
(E)-cinnamoyl-CoA + acetyl-CoA→(4E)-3-oxo-5-phenylpent-4-enoyl-CoA + coenzyme A
(EC 2.3.1.16)
HP15_1009 +0.2
HP15_1233 +0.1
HP15_1513 -0.4
HP15_2344 +0.2
HP15_2423 -0.1
HP15_2695 -3.0
HP15_2996 -1.0
HP15_35 -0.2
HP15_3943 -0.1
HP15_49 +0.1
HP15_5 +0.3
Acetyl-CoA C-acyltransferase:
3-phenylpropanoyl-CoA + acetyl-CoA→3-oxo-5-phenylpentanoyl-CoA + coenzyme A
(EC 2.3.1.16)
HP15_1009 +0.2
HP15_1233 +0.1
HP15_1513 -0.4
HP15_2344 +0.2
HP15_2423 -0.1
HP15_2695 -3.0
HP15_2996 -1.0
HP15_35 -0.2
HP15_3943 -0.1
HP15_49 +0.1
HP15_5 +0.3
Acetyl-CoA C-acyltransferase:
(4E)-3-oxo-5-phenylpent-4-enoyl-CoA + acetyl-CoA→(6E)-3,5-dioxo-7-phenylhept-6-enoyl-CoA + coenzyme A
(EC 2.3.1.16)
HP15_1009 +0.2
HP15_1233 +0.1
HP15_1513 -0.4
HP15_2344 +0.2
HP15_2423 -0.1
HP15_2695 -3.0
HP15_2996 -1.0
HP15_35 -0.2
HP15_3943 -0.1
HP15_49 +0.1
HP15_5 +0.3
Acetyl-CoA C-acyltransferase:
3-oxo-5-phenylpentanoyl-CoA + acetyl-CoA→3,5-dioxo-7-phenylheptanoyl-CoA + coenzyme A
(EC 2.3.1.16)
HP15_1009 +0.2
HP15_1233 +0.1
HP15_1513 -0.4
HP15_2344 +0.2
HP15_2423 -0.1
HP15_2695 -3.0
HP15_2996 -1.0
HP15_35 -0.2
HP15_3943 -0.1
HP15_49 +0.1
HP15_5 +0.3
(6E)-3,5-dioxo-7-phenylhept-6-enoyl-CoA→(E)-4-hydroxy-6-(styryl)pyran-2-one + coenzyme A (spontaneous)
No genes
3,5-dioxo-7-phenylheptanoyl-CoA→4-hydroxy-6-(penethyl)pyran-2-one + coenzyme A (spontaneous)
No genes
(E)-4-hydroxy-6-(styryl)pyran-2-one + S-adenosyl-L-methionine→5,6-dehydrokavain + S-adenosyl-L-homocysteine + H+ (EC 2.1.1.M66)
No genes
4-hydroxy-6-(penethyl)pyran-2-one + S-adenosyl-L-methionine→dihydro-5,6-dehydrokavain + S-adenosyl-L-homocysteine + H+ (EC 2.1.1.M66)
No genes

Links:

Candidate genes for each reaction are identified from best hits to MetaCyc; by matching EC numbers (which are assigned by TIGRFam, SEED, or best hits to KEGG); or by matching SEED roles to KEGG reactions to MetaCyc reactions. See the "Protein" tab of each gene for more information