Detail Information

P450 Protein:

P450 Symbol	CYP107L1
Protein Name	Cytochrome P450 monooxygenase PikC
Uniprot ID	O87605
EC Number	1.14.15.33
Species	Streptomyces venezuelae
Txid	54571
P450 Protein Structure	Go to AlphaFold Website Model Confidence (pLDDT) Very high (>90) High (90 > 70) Low (70 > 50) Very low (<50) Powered by PDBe Molstar & AlphaFold
Subcellular Location
Protein Sequence	GO
Remarks	The biocatalyst was the engineered self-sufficient fusion protein PikC D50N/D176Q/E246A–RhFRED. The PikC catalytic-domain sequence can be reconstructed from wild-type PikC by introducing the reported D50N, D176Q, and E246A substitutions. However, the complete amino acid sequence of the experimental fusion construct, including the precise PikC–RhFRED junction, native linker, and expression-tag residues, was not directly provided in this article.

Reaction Scheme:

Chemical Conversion	C22H36N4O4 + C21H25N7O17P3-3 → C22H36N4O5 + C21H26N7O17P3-4
Reaction Type	Oxidation
Chemical Bond	CH2
Solvents	Dimethyl sulfoxide, Water
Conditions	14 - 16 h, p H 7.3, 30°C
Transformations	Hydroxylation at an Aliphatic Carbon

(4E,6S,7S)-7-methyl-12-oxooxacyclododec-4-en-6-yl (2R)-2-{4-[(diethylamino)methyl]-1,2,3-triazol-1-yl}propanoate

NADP+

CYP107L1

(3R,4E,6S,7S)-3-hydroxy-7-methyl-12-oxooxacyclododec-4-en-6-yl (2R)-2-(4-{[ethyl(methyl)amino]methyl}-1,2,3-triazol-1-yl)propanoate

NADPH(4-)

Substrate Information:

Substrate Name	(4E,6S,7S)-7-methyl-12-oxooxacyclododec-4-en-6-yl (2R)-2-{4-[(diethylamino)methyl]-1,2,3-triazol-1-yl}propanoate
Substrate Chemical Formula	C22H36N4O4
Substrate Smiles	C1/[C@@H](OC(=O)[C@@H](C)N2N=NC(CN(CC)CC)=C2)[C@@H](C)CCCCC(=O)OCC/C=1
Substrate Structure	Download SDF

Substrate Name	NADP+
Substrate Chemical Formula	C21H25N7O17P3-3
Substrate PubChem CID	162422398
Substrate Smiles	C1=CC(=C[N+](=C1)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)([O-])OP(=O)([O-])OC[C@@H]3[C@H]([C@H]([C@@H](O3)N4C=NC5=C(N=CN=C54)N)O)OP(=O)([O-])[O-])O)O)C(=O)N
Substrate Structure	Download SDF

Product Information:

Product Name	(3R,4E,6S,7S)-3-hydroxy-7-methyl-12-oxooxacyclododec-4-en-6-yl (2R)-2-(4-{[ethyl(methyl)amino]methyl}-1,2,3-triazol-1-yl)propanoate
Product Chemical Formula	C22H36N4O5
Product Smiles	C1/[C@@H](OC(=O)[C@@H](C)N2N=NC(CN(CC)CC)=C2)[C@@H](C)CCCCC(=O)OC[C@H](O)/C=1
Product Structure	Download SDF

Product Name	NADPH(4-)
Product Chemical Formula	C21H26N7O17P3-4
Product PubChem CID	15983949
Product Smiles	C1C=CN(C=C1C(=O)N)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)([O-])OP(=O)([O-])OC[C@@H]3[C@H]([C@H]([C@@H](O3)N4C=NC5=C(N=CN=C54)N)OP(=O)([O-])[O-])O)O)O
Product Structure	Download SDF

References:

Title:	Synthesis of Diverse 11- and 12-Membered Macrolactones from a Common Linear Substrate Using a Single Biocatalyst.
PMID:	29296671
Journal:	ACS Central Science
Year:	2017/12/7