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Literature summary extracted from

  • Chizzali, C.; Beerhues, L.
    Phytoalexins of the pyrinae: biphenyls and dibenzofurans (2012), Beilstein J. Org. Chem., 8, 613-620.
    View publication on PubMedView publication on EuropePMC

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.3.1.177 3 malonyl-CoA + benzoyl-CoA Malus sylvestris
-
4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA Malus domestica
-
4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA Chaenomeles japonica
-
4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA Pyrus communis
-
4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA Rhaphiolepis bibas
-
4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA Sorbus aucuparia
-
4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA Photinia glabra
-
4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA Rhaphiolepis umbellata
-
4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA Aronia arbutifolia
-
4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA Chaenomeles cathayensis
-
4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA Malus sieversii
-
4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?

Organism

EC Number Organism UniProt Comment Textmining
2.3.1.177 Aronia arbutifolia
-
-
-
2.3.1.177 Chaenomeles cathayensis
-
-
-
2.3.1.177 Chaenomeles japonica
-
-
-
2.3.1.177 Malus domestica
-
-
-
2.3.1.177 Malus sieversii
-
-
-
2.3.1.177 Malus sylvestris
-
-
-
2.3.1.177 Photinia glabra
-
-
-
2.3.1.177 Pyrus communis
-
-
-
2.3.1.177 Rhaphiolepis bibas
-
-
-
2.3.1.177 Rhaphiolepis umbellata
-
-
-
2.3.1.177 Sorbus aucuparia
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
2.3.1.177 cell culture
-
Sorbus aucuparia
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.3.1.177 3 malonyl-CoA + benzoyl-CoA
-
Malus sylvestris 4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA
-
Malus domestica 4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA
-
Chaenomeles japonica 4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA
-
Pyrus communis 4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA
-
Rhaphiolepis bibas 4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA
-
Sorbus aucuparia 4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA
-
Photinia glabra 4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA
-
Rhaphiolepis umbellata 4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA
-
Aronia arbutifolia 4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA
-
Chaenomeles cathayensis 4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 3 malonyl-CoA + benzoyl-CoA
-
Malus sieversii 4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
?
2.3.1.177 additional information the enzyme also catalyzes the reaction of EC 2.3.1.208, 4-hydroxycoumarin synthase, with malonyl-CoA and 2-hydroxybenzoyl-CoA, i.e. salicoyl-CoA, as substrates forming 4-hydroxycoumarin, no formation of 2',3,5-trihydroxybiphenyl Sorbus aucuparia ?
-
?

Synonyms

EC Number Synonyms Comment Organism
2.3.1.177 BIS
-
Malus sylvestris
2.3.1.177 BIS
-
Malus domestica
2.3.1.177 BIS
-
Chaenomeles japonica
2.3.1.177 BIS
-
Pyrus communis
2.3.1.177 BIS
-
Rhaphiolepis bibas
2.3.1.177 BIS
-
Sorbus aucuparia
2.3.1.177 BIS
-
Photinia glabra
2.3.1.177 BIS
-
Rhaphiolepis umbellata
2.3.1.177 BIS
-
Aronia arbutifolia
2.3.1.177 BIS
-
Chaenomeles cathayensis
2.3.1.177 BIS
-
Malus sieversii

Expression

EC Number Organism Comment Expression
2.3.1.177 Malus sylvestris the enzyme is induced by elicitors up
2.3.1.177 Malus domestica the enzyme is induced by elicitors up
2.3.1.177 Chaenomeles japonica the enzyme is induced by elicitors up
2.3.1.177 Pyrus communis the enzyme is induced by elicitors up
2.3.1.177 Rhaphiolepis bibas the enzyme is induced by elicitors up
2.3.1.177 Sorbus aucuparia the enzyme is induced by elicitors up
2.3.1.177 Photinia glabra the enzyme is induced by elicitors up
2.3.1.177 Rhaphiolepis umbellata the enzyme is induced by elicitors up
2.3.1.177 Aronia arbutifolia the enzyme is induced by elicitors up
2.3.1.177 Chaenomeles cathayensis the enzyme is induced by elicitors up
2.3.1.177 Malus sieversii the enzyme is induced by elicitors up

General Information

EC Number General Information Comment Organism
2.3.1.177 evolution the type-III polyketide synthase biphenyl synthase is encoded by a gene family, members of which are differentially regulated Malus sylvestris
2.3.1.177 evolution the type-III polyketide synthase biphenyl synthase is encoded by a gene family, members of which are differentially regulated Malus domestica
2.3.1.177 evolution the type-III polyketide synthase biphenyl synthase is encoded by a gene family, members of which are differentially regulated Chaenomeles japonica
2.3.1.177 evolution the type-III polyketide synthase biphenyl synthase is encoded by a gene family, members of which are differentially regulated Pyrus communis
2.3.1.177 evolution the type-III polyketide synthase biphenyl synthase is encoded by a gene family, members of which are differentially regulated Rhaphiolepis bibas
2.3.1.177 evolution the type-III polyketide synthase biphenyl synthase is encoded by a gene family, members of which are differentially regulated Sorbus aucuparia
2.3.1.177 evolution the type-III polyketide synthase biphenyl synthase is encoded by a gene family, members of which are differentially regulated Photinia glabra
2.3.1.177 evolution the type-III polyketide synthase biphenyl synthase is encoded by a gene family, members of which are differentially regulated Rhaphiolepis umbellata
2.3.1.177 evolution the type-III polyketide synthase biphenyl synthase is encoded by a gene family, members of which are differentially regulated Aronia arbutifolia
2.3.1.177 evolution the type-III polyketide synthase biphenyl synthase is encoded by a gene family, members of which are differentially regulated Chaenomeles cathayensis
2.3.1.177 evolution the type-III polyketide synthase biphenyl synthase is encoded by a gene family, members of which are differentially regulated Malus sieversii
2.3.1.177 metabolism biphenyl synthase is the key enzyme that forms the carbon skeleton, it is involved in biosynthesis of aucuparin Malus sylvestris
2.3.1.177 metabolism biphenyl synthase is the key enzyme that forms the carbon skeleton, it is involved in biosynthesis of aucuparin Malus domestica
2.3.1.177 metabolism biphenyl synthase is the key enzyme that forms the carbon skeleton, it is involved in biosynthesis of aucuparin Chaenomeles japonica
2.3.1.177 metabolism biphenyl synthase is the key enzyme that forms the carbon skeleton, it is involved in biosynthesis of aucuparin Pyrus communis
2.3.1.177 metabolism biphenyl synthase is the key enzyme that forms the carbon skeleton, it is involved in biosynthesis of aucuparin Rhaphiolepis bibas
2.3.1.177 metabolism biphenyl synthase is the key enzyme that forms the carbon skeleton, it is involved in biosynthesis of aucuparin Photinia glabra
2.3.1.177 metabolism biphenyl synthase is the key enzyme that forms the carbon skeleton, it is involved in biosynthesis of aucuparin Rhaphiolepis umbellata
2.3.1.177 metabolism biphenyl synthase is the key enzyme that forms the carbon skeleton, it is involved in biosynthesis of aucuparin Aronia arbutifolia
2.3.1.177 metabolism biphenyl synthase is the key enzyme that forms the carbon skeleton, it is involved in biosynthesis of aucuparin Chaenomeles cathayensis
2.3.1.177 metabolism biphenyl synthase is the key enzyme that forms the carbon skeleton, it is involved in biosynthesis of aucuparin Malus sieversii
2.3.1.177 metabolism biphenyl synthase is the key enzyme that forms the carbon skeleton, it is involved in biosynthesis of aucuparin. Biosynthetic reactions leading to biphenyl and dibenzofuran phytoalexins in cell cultures of Sorbus aucuparia, overview Sorbus aucuparia
2.3.1.177 additional information biphenyls exhibit stronger antibacterial activity than structurally related dibenzofurans do, occurrence of dibenzofuran phytoalexins in species of the Pyrinae, overview Malus sylvestris
2.3.1.177 additional information biphenyls exhibit stronger antibacterial activity than structurally related dibenzofurans do, occurrence of dibenzofuran phytoalexins in species of the Pyrinae, overview Malus domestica
2.3.1.177 additional information biphenyls exhibit stronger antibacterial activity than structurally related dibenzofurans do, occurrence of dibenzofuran phytoalexins in species of the Pyrinae, overview Chaenomeles japonica
2.3.1.177 additional information biphenyls exhibit stronger antibacterial activity than structurally related dibenzofurans do, occurrence of dibenzofuran phytoalexins in species of the Pyrinae, overview Pyrus communis
2.3.1.177 additional information biphenyls exhibit stronger antibacterial activity than structurally related dibenzofurans do, occurrence of dibenzofuran phytoalexins in species of the Pyrinae, overview Rhaphiolepis bibas
2.3.1.177 additional information biphenyls exhibit stronger antibacterial activity than structurally related dibenzofurans do, occurrence of dibenzofuran phytoalexins in species of the Pyrinae, overview Sorbus aucuparia
2.3.1.177 additional information biphenyls exhibit stronger antibacterial activity than structurally related dibenzofurans do, occurrence of dibenzofuran phytoalexins in species of the Pyrinae, overview Photinia glabra
2.3.1.177 additional information biphenyls exhibit stronger antibacterial activity than structurally related dibenzofurans do, occurrence of dibenzofuran phytoalexins in species of the Pyrinae, overview Rhaphiolepis umbellata
2.3.1.177 additional information biphenyls exhibit stronger antibacterial activity than structurally related dibenzofurans do, occurrence of dibenzofuran phytoalexins in species of the Pyrinae, overview Aronia arbutifolia
2.3.1.177 additional information biphenyls exhibit stronger antibacterial activity than structurally related dibenzofurans do, occurrence of dibenzofuran phytoalexins in species of the Pyrinae, overview Chaenomeles cathayensis
2.3.1.177 additional information biphenyls exhibit stronger antibacterial activity than structurally related dibenzofurans do, occurrence of dibenzofuran phytoalexins in species of the Pyrinae, overview Malus sieversii
2.3.1.177 physiological function biphenyls, whose biosynthesis involves the biphenyl synthase, and dibenzofurans are the phytoalexins of the Pyrinae, corresponding to the Maloideae, a subfamily of the plant family Rosaceae. Occurrence of biphenyl phytoalexins in species of the Pyrinae, overview Malus sylvestris
2.3.1.177 physiological function biphenyls, whose biosynthesis involves the biphenyl synthase, and dibenzofurans are the phytoalexins of the Pyrinae, corresponding to the Maloideae, a subfamily of the plant family Rosaceae. Occurrence of biphenyl phytoalexins in species of the Pyrinae, overview Malus domestica
2.3.1.177 physiological function biphenyls, whose biosynthesis involves the biphenyl synthase, and dibenzofurans are the phytoalexins of the Pyrinae, corresponding to the Maloideae, a subfamily of the plant family Rosaceae. Occurrence of biphenyl phytoalexins in species of the Pyrinae, overview Chaenomeles japonica
2.3.1.177 physiological function biphenyls, whose biosynthesis involves the biphenyl synthase, and dibenzofurans are the phytoalexins of the Pyrinae, corresponding to the Maloideae, a subfamily of the plant family Rosaceae. Occurrence of biphenyl phytoalexins in species of the Pyrinae, overview Pyrus communis
2.3.1.177 physiological function biphenyls, whose biosynthesis involves the biphenyl synthase, and dibenzofurans are the phytoalexins of the Pyrinae, corresponding to the Maloideae, a subfamily of the plant family Rosaceae. Occurrence of biphenyl phytoalexins in species of the Pyrinae, overview Rhaphiolepis bibas
2.3.1.177 physiological function biphenyls, whose biosynthesis involves the biphenyl synthase, and dibenzofurans are the phytoalexins of the Pyrinae, corresponding to the Maloideae, a subfamily of the plant family Rosaceae. Occurrence of biphenyl phytoalexins in species of the Pyrinae, overview Sorbus aucuparia
2.3.1.177 physiological function biphenyls, whose biosynthesis involves the biphenyl synthase, and dibenzofurans are the phytoalexins of the Pyrinae, corresponding to the Maloideae, a subfamily of the plant family Rosaceae. Occurrence of biphenyl phytoalexins in species of the Pyrinae, overview Photinia glabra
2.3.1.177 physiological function biphenyls, whose biosynthesis involves the biphenyl synthase, and dibenzofurans are the phytoalexins of the Pyrinae, corresponding to the Maloideae, a subfamily of the plant family Rosaceae. Occurrence of biphenyl phytoalexins in species of the Pyrinae, overview Rhaphiolepis umbellata
2.3.1.177 physiological function biphenyls, whose biosynthesis involves the biphenyl synthase, and dibenzofurans are the phytoalexins of the Pyrinae, corresponding to the Maloideae, a subfamily of the plant family Rosaceae. Occurrence of biphenyl phytoalexins in species of the Pyrinae, overview Aronia arbutifolia
2.3.1.177 physiological function biphenyls, whose biosynthesis involves the biphenyl synthase, and dibenzofurans are the phytoalexins of the Pyrinae, corresponding to the Maloideae, a subfamily of the plant family Rosaceae. Occurrence of biphenyl phytoalexins in species of the Pyrinae, overview Chaenomeles cathayensis
2.3.1.177 physiological function biphenyls, whose biosynthesis involves the biphenyl synthase, and dibenzofurans are the phytoalexins of the Pyrinae, corresponding to the Maloideae, a subfamily of the plant family Rosaceae. Occurrence of biphenyl phytoalexins in species of the Pyrinae, overview Malus sieversii