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Literature summary for 1.1.1.295 extracted from

  • Mao, L.; Kawaide, H.; Higuchi, T.; Chen, M.; Miyamoto, K.; Hirata, Y.; Kimura, H.; Miyazaki, S.; Teruya, M.; Fujiwara, K.; Tomita, K.; Yamane, H.; Hayashi, K.I.; Nojiri, H.; Jia, L.; Qiu, J.; Ye, C.; Timko, M.P.; Fan, L.; Okada, K.
    Genomic evidence for convergent evolution of gene clusters for momilactone biosynthesis in land plants (2020), Proc. Natl. Acad. Sci. USA, 117, 12472-12480 .
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

Cloned (Comment) Organism
gene CpMAS, DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic analysis, the CpDTC1/HpDTC1 gene and the dehydrogenase momilactone A synthase gene is tandemly arranged and inductively transcribed following stress exposure, recombinant expression of His-tagged CpMAS enzyme in Escherichia coli. Transient coexpression of CpMAS with CpDTC1/HpDTC1, CpCYP970A14, and CpCYP964A1 genes encoding diterpene cyclase 1, pimaradiene oxidase 1, and pimaradiene oxidase 2, respectively in Nicotiana benthamiana Calohypnum plumiforme

Protein Variants

Protein Variants Comment Organism
additional information successful momilactone biosynthetic pathway reconstitution in Nicotiana benthamiana expressing the biosynthetic gene cluster (BGC), transient coexpression of CpMAS with CpDTC1/HpDTC1, CpCYP970A14, and CpCYP964A1 genes encoding diterpene cyclase 1, pimaradiene oxidase 1, and pimaradiene oxidase 2, respectively. The potential enzymatic activity of momilactone A synthesis from 3OH-syn-pimaradienolide exists endogenously in Nicotiana benthamiana leaves, based on in vitro assays with crude protein and in planta feeding assays. Eventually, coexpression of CpMAS with other clustered genes increases the production of momilactone A, and in planta conversion of 3OH-syn-pimaradienolide to momilactone A is apparently enhanced by CpMAS expression in Nicotiana benthamiana as compared to that in the vector control plant Calohypnum plumiforme

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
3beta-hydroxy-9beta-pimara-7,15-diene-19,6beta-olide + NAD(P)+ Echinochloa crus-galli
-
momilactone A + NAD(P)H + H+
-
?
3beta-hydroxy-9beta-pimara-7,15-diene-19,6beta-olide + NAD(P)+ Oryza sativa Japonica Group
-
momilactone A + NAD(P)H + H+
-
?
3beta-hydroxy-9beta-pimara-7,15-diene-19,6beta-olide + NAD(P)+ Calohypnum plumiforme
-
momilactone A + NAD(P)H + H+
-
?

Organism

Organism UniProt Comment Textmining
Calohypnum plumiforme A0A6F8PFR7 Hypnum plumaeforme
-
Echinochloa crus-galli
-
-
-
Oryza sativa Japonica Group Q7FAE2
-
-

Purification (Commentary)

Purification (Comment) Organism
recombinant His-tagged CpMAS enzyme from Escherichia coli by nickel affinity chromatography Calohypnum plumiforme

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3beta-hydroxy-9beta-pimara-7,15-diene-19,6beta-olide + NAD(P)+
-
Echinochloa crus-galli momilactone A + NAD(P)H + H+
-
?
3beta-hydroxy-9beta-pimara-7,15-diene-19,6beta-olide + NAD(P)+
-
Oryza sativa Japonica Group momilactone A + NAD(P)H + H+
-
?
3beta-hydroxy-9beta-pimara-7,15-diene-19,6beta-olide + NAD(P)+
-
Calohypnum plumiforme momilactone A + NAD(P)H + H+
-
?
3beta-hydroxy-9beta-pimara-7,15-diene-19,6beta-olide + NAD+
-
Echinochloa crus-galli momilactone A + NADH + H+
-
?
3beta-hydroxy-9beta-pimara-7,15-diene-19,6beta-olide + NAD+
-
Oryza sativa Japonica Group momilactone A + NADH + H+
-
?
3beta-hydroxy-9beta-pimara-7,15-diene-19,6beta-olide + NAD+
-
Calohypnum plumiforme momilactone A + NADH + H+
-
?
additional information identity of the momilactone A reaction product is validated by GC-MS analysis Calohypnum plumiforme ?
-
-

Synonyms

Synonyms Comment Organism
CpMAS
-
Calohypnum plumiforme
momilactone A synthase
-
Echinochloa crus-galli
momilactone A synthase
-
Oryza sativa Japonica Group
momilactone A synthase
-
Calohypnum plumiforme
OsMAS2
-
Oryza sativa Japonica Group

Cofactor

Cofactor Comment Organism Structure
NAD+
-
Echinochloa crus-galli
NAD+
-
Oryza sativa Japonica Group
NAD+
-
Calohypnum plumiforme
NADH
-
Echinochloa crus-galli
NADH
-
Oryza sativa Japonica Group
NADH
-
Calohypnum plumiforme

Expression

Organism Comment Expression
Calohypnum plumiforme the CpDTC1/HpDTC1 gene and the dehydrogenase momilactone A synthase gene is tandemly arranged and inductively transcribed following stress exposure up

General Information

General Information Comment Organism
evolution molecular architecture of the momilactone biosynthetic genes and evolutionary relationships with other momilactone-producing plants. Both cultivated and wild grass species of Oryza and Echinochloa crus-galli (barnyard grass) produce momilactones using a biosynthetic gene cluster (BGC) in their genomes. The bryophyte Calohypnum plumiforme (formerly Hypnum plumaeforme) also produces momilactones, and the bifunctional diterpene cyclase gene CpDTC1/HpDTC1, which is responsible for the production of the diterpene framework. While the gene cluster in Calohypnum plumiforme is functionally similar to that in rice and barnyard grass, it is likely a product of convergent evolution. Echinochloa crus-galli (barnyard grass) has been shown to possess one copy of the momilactone gene cluster in its genome. Thus, all of the momilactone-producing higher plants reported thus far appear to have a family-conserved BGC in their genomes. Evolution of momilactone gene clusters in plants, overview Echinochloa crus-galli
evolution molecular architecture of the momilactone biosynthetic genes and evolutionary relationships with other momilactone-producing plants. Both cultivated and wild grass species of Oryza and Echinochloa crus-galli (barnyard grass) produce momilactones using a biosynthetic gene cluster (BGC) in their genomes. The bryophyte Calohypnum plumiforme (formerly Hypnum plumaeforme) also produces momilactones, and the bifunctional diterpene cyclase gene CpDTC1/HpDTC1, which is responsible for the production of the diterpene framework. While the gene cluster in Calohypnum plumiforme is functionally similar to that in rice and barnyard grass, it is likely a product of convergent evolution. Echinochloa crus-galli (barnyard grass) has been shown to possess one copy of the momilactone gene cluster in its genome. Thus, all of the momilactone-producing higher plants reported thus far appear to have a family-conserved BGC in their genomes. Evolution of momilactone gene clusters in plants, overview Oryza sativa Japonica Group
evolution molecular architecture of the momilactone biosynthetic genes in the moss genome and their evolutionary relationships with other momilactone-producing plants. Both cultivated and wild grass species of Oryza and Echinochloa crus-galli (barnyard grass) produce momilactones using a biosynthetic gene cluster (BGC) in their genomes. The bryophyte Calohypnum plumiforme (formerly Hypnum plumaeforme) also produces momilactones, and the bifunctional diterpene cyclase gene CpDTC1/HpDTC1, which is responsible for the production of the diterpene framework. While the gene cluster in Calohypnum plumiforme is functionally similar to that in rice and barnyard grass, it is likely a product of convergent evolution. Echinochloa crus-galli (barnyard grass) has been shown to possess one copy of the momilactone gene cluster in its genome. Thus, all of the momilactone-producing higher plants reported thus far appear to have a family-conserved BGC in their genomes. Evolution of momilactone gene clusters in plants, overview Calohypnum plumiforme