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Literature summary extracted from

  • Li, R.; Zhang, J.; Li, Z.; Peters, R.J.; Yang, B.
    Dissecting the labdane-related diterpenoid biosynthetic gene clusters in rice reveals directional cross-cluster phytotoxicity (2022), New Phytol., 233, 878-889.
    View publication on PubMed

Protein Variants

EC Number Protein Variants Comment Organism
1.14.14.123 additional information construction of CYP76M8 knockout mutants. CRISPR/Cas9 can be applied to simultaneously target multiple genes/loci, i.e. CYP76M8 and related gene CYP76M7. The lesion mimic phenotype depends on both CYP76M7 and CYP76M8, as exhibited by cyp76m7/8 double, but not cyp76m7 or cyp76m8 single, mutant lines. The lesions arise from directional phytotoxicity, presumably from the BGC from chromosome 4 (c4BGC)-dependent labdane-related diterpenoid (LRD) intermediates that accumulate in the absence of the BGC from chromosome 2 (c2BGC), specifically loss of CYP76M7 and CYP76M8. Phytocassanes, momilactones and oryzalexin S are no longer detectable in DELTAc2/c4bgc plants, and production of oryzalexins A-F is significantly reduced. Mutants DELTAc2bgc and DELTAc2/c4bgc mutant plants are significantly more susceptible to both strains of Magnaporthe oryzae applied than the wild-type strain Kitaake, although this effect is much more pronounced with Magnaporthe oryzae strain O254 than with strain CA89. By contrast, DELTAc4bgc mutant plants do not exhibit significantly increased susceptibility to either strain of Magnaporte oryzae. DELTAc2bgc and DELTAc2/c4bgc plants are significantly more susceptible to pathogen Xanthomonas oryzae pv. oryzae (Xoo) strain PXO99, with almost a 10fold increase in colony forming units (CFU) relative to the wild-type, while DELTAc4bgc plants instead exhibit a slight but significant decrease in CFU Oryza sativa Japonica Group

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.14.14.123 Fe2+ required, in the heme Oryza sativa Japonica Group

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.14.123 ent-sandaracopimaradien-3beta-ol + [reduced NADPH-hemoprotein reductase] + O2 Oryza sativa Japonica Group
-
oryzalexin D + [oxidized NADPH-hemoprotein reductase] + H2O
-
?

Organism

EC Number Organism UniProt Comment Textmining
1.14.14.112 Oryza sativa Japonica Group Q69X58
-
-
1.14.14.123 Oryza sativa Japonica Group Q6YTF1 cv. Kitaake
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.14.123 seedling
-
Oryza sativa Japonica Group
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.14.123 ent-sandaracopimaradien-3beta-ol + [reduced NADPH-hemoprotein reductase] + O2
-
Oryza sativa Japonica Group oryzalexin D + [oxidized NADPH-hemoprotein reductase] + H2O
-
?

Synonyms

EC Number Synonyms Comment Organism
1.14.14.112 CYP76M7
-
Oryza sativa Japonica Group
1.14.14.123 CYP76M8
-
Oryza sativa Japonica Group

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.14.123 cytochrome P450 the enzyme is a cytochrome P450 monooxygenase Oryza sativa Japonica Group
1.14.14.123 heme
-
Oryza sativa Japonica Group

General Information

EC Number General Information Comment Organism
1.14.14.112 malfunction the cyp76m7/8 double mutant exhibits significant reductions of both phytocassanes or momilactones, with no consistent effect on either oryzalexin S or oryzalexins A-F Oryza sativa Japonica Group
1.14.14.112 physiological function the enzyme is associated with the production of phytocassanes Oryza sativa Japonica Group
1.14.14.123 evolution directional cross-cluster phytotoxicity, presumably arising from the accumulation of LRD intermediates dependent on the c4BGC in the absence of enzymes CYP76M7 and CYP76M8, highlights their interdependent evolution and the selective pressures driving BGC assembly Oryza sativa Japonica Group
1.14.14.123 malfunction deletion of the BGC from chromosome 2 (c2BGC), which is associated with phytocassane biosynthesis, but not that from chromosome 4 (c4BGC), which is associated with momilactone biosynthesis, leads to a lesion mimic phenotype. This phenotype is dependent on two closely related genes encoding cytochrome P450 (CYP) monooxygenases, CYP76M7 and CYP76M8, from the c2BGC. Rather than being redundant, CYP76M7 has been associated with the production of phytocassanes, whereas CYP76M8 is associated with momilactone biosynthesis. Intriguingly, the lesion mimic phenotype is not present in a line with both BGCs deleted. Phytocassanes, momilactones and oryzalexin S are no longer detectable in DELTAc2/c4bgc plants, and production of oryzalexins A-F is significantly reduced. Mutants DELTAc2bgc and DELTAc2/c4bgc mutant plants are significantly more susceptible to both strains of Magnaporthe oryzae applied than the wild-type strain Kitaake, although this effect is much more pronounced with Magnaporthe oryzae strain O254 than with strain CA89. By contrast, DELTAc4bgc mutant plants do not exhibit significantly increased susceptibility to either strain of Magnaporte oryzae. DELTAc2bgc and DELTAc2/c4bgc plants are significantly more susceptible to pathogen Xanthomonas oryzae pv. oryzae (Xoo) strain PXO99, with almost a 10fold increase in colony forming units (CFU) relative to the wild-type, while DELTAc4bgc plants instead exhibit a slight but significant decrease in CFU Oryza sativa Japonica Group
1.14.14.123 metabolism Oryza sativa is a staple food crop and serves as a model cereal plant. It contains two biosynthetic gene clusters (BGCs) for the production of labdane-related diterpenoids (LRDs), which serve important roles in combating biotic and abiotic stress. Two closely related genes encoding cytochrome P450 (CYP) mono-oxygenases, CYP76M7 and CYP76M8, belong to the BGC from chromosome 2, c2BGC. Enzyme CYP76M8 is associated with momilactone biosynthesis, it plays a less important role in phytocassane biosynthesis. The results reveal directional cross-cluster phytotoxicity, presumably arising from the accumulation of LRD intermediates dependent on the BGC from chromosome 4, c4BGC, in the absence of CYP76M7 and CYP76M8, highlighting their interdependent evolution and the selective pressures driving BGC assembly Oryza sativa Japonica Group
1.14.14.123 physiological function enzyme CYP76M8 is associated with momilactone biosynthesis, it plays a less important role in phytocassane biosynthesis. Biosynthetic gene cluster of chromosome 2 (c2BGC)-dependent LRDs act as phytoalexins and phytoanticipins against Xanthomonas oryzae pv. oryzae (Xoo) infection Oryza sativa Japonica Group