Detail Information
P450 Protein:
| P450 Symbol | CYP71BJ1 |
| Protein Name | Tabersonine/lochnericine 19-hydroxylase |
| Uniprot ID | F5BHA2 |
| EC Number | 1.14.14.- |
| Species | Catharanthus roseus (Madagascar periwinkle) (Vinca rosea) |
| Txid | 4058 |
| P450 Protein Structure |
Model Confidence (pLDDT)
Very high (>90)
High (90 > 70)
Low (70 > 50)
Very low (<50)
|
| Subcellular Location | Membrane; Single-pass membrane protein |
| Protein Sequence | GO |
Reaction Scheme:
| Chemical Conversion | C21H24N2O2 + C17H21N4O9P-2 + O2 → C21H25N2O3+ + C17H18N4O9P-3 + H2O + H+ |
| Reaction Type | Oxidation |
| Chemical Bond | CH2 |
| RheaID | 61044 |
+
+
CYP71BJ1
+
+
+
Substrate Information:
| Substrate Name | (-)-Tabersonine |
| Substrate Chemical Formula | C21H24N2O2 |
| Substrate PubChem CID | 495253 |
| Substrate Smiles | CCC12CC(=C3C4(C1N(CC4)CC=C2)C5=CC=CC=C5N3)C(=O)OC |
| Substrate Structure |
| Substrate Name | FMNH2 |
| Substrate Chemical Formula | C17H21N4O9P-2 |
| Substrate PubChem CID | 44229161 |
| Substrate Smiles | CC1=CC2=C(C=C1C)N(C3=C(N2)C(=O)NC(=O)N3)C[C@@H]([C@@H]([C@@H](COP(=O)([O-])[O-])O)O)O |
| Substrate Structure |
| Substrate Name | O2 |
| Substrate Chemical Formula | O2 |
| Substrate PubChem CID | 977 |
| Substrate CAS Number | 7782-44-7 |
| Substrate Smiles | O=O |
| Substrate Structure |
Product Information:
| Product Name | (-)-(R)-19-Hydroxytabersonine |
| Product Chemical Formula | C21H25N2O3+ |
| Product PubChem CID | 138911113 |
| Product Smiles | C[C@H]([C@]12CC(=C3[C@@]4([C@H]1[NH+](CC4)CC=C2)C5=CC=CC=C5N3)C(=O)OC)O |
| Product Structure |
| Product Name | FMN |
| Product Chemical Formula | C17H18N4O9P-3 |
| Product PubChem CID | 44229199 |
| Product Smiles | CC1=CC2=C(C=C1C)N(C3=NC(=NC(=O)C3=N2)[O-])C[C@@H]([C@@H]([C@@H](COP(=O)([O-])[O-])O)O)O |
| Product Structure |
| Product Name | H2O |
| Product Chemical Formula | H2O |
| Product PubChem CID | 962 |
| Product CAS Number | 7732-18-5 |
| Product Smiles | O |
| Product Structure |
| Product Name | H+ |
| Product Chemical Formula | H+ |
| Product PubChem CID | 1038 |
| Product CAS Number | 12408-02-5 |
| Product Smiles | [H+] |
| Product Structure |
References:
| Title: | A stereoselective hydroxylation step of alkaloid biosynthesis by a unique cytochrome P450 in Catharanthus roseus. |
| PMID: | 21454651 |
| Journal: | The Journal of biological chemistry |
| Year: | 2011/5/13 |
| Title: | The assembly of (+)-vincadifformine- and (-)-tabersonine-derived monoterpenoid indole alkaloids in Catharanthus roseus involves separate branch pathways. |
| PMID: | 31009114 |
| Journal: | The Plant journal : for cell and molecular biology |
| Year: | 2019/8/1 |