Detail Information

P450 Protein:

P450 SymbolCYP107L1
Protein NameCytochrome P450 monooxygenase PikC
Uniprot IDO87605
EC Number1.14.15.33
SpeciesStreptomyces venezuelae
Txid 54571
P450 Protein Structure
Model Confidence (pLDDT)
Very high (>90)
High (90 > 70)
Low (70 > 50)
Very low (<50)
Subcellular Location/
Protein Sequence GO

Reaction Scheme:

Chemical Conversion C28H47NO7 + Fe2S2 + O2 + H+ → C28H47NO8 + Fe2S2 + H2O
Reaction TypeOxidation
Chemical BondCH
RheaID 39887

Narbomycin

+

[2Fe-2S]1+

+

O2

+

H+

CYP107L1

Pikromycin

+

[2Fe-2S]2+

+

H2O

Substrate Information:

Substrate Name Narbomycin
Substrate Chemical FormulaC28H47NO7
Substrate PubChem CID5282036
Substrate SmilesCC[C@@H]1[C@@H](/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H](C(=O)[C@H](C(=O)O1)C)C)O[C@H]2[C@@H]([C@H](C[C@H](O2)C)N(C)C)O)C)C)C
Substrate Structure
Substrate Name [2Fe-2S]1+
Substrate Chemical FormulaFe2S2
Substrate SmilesS1[Fe]S[Fe+]1
Substrate Structure
Substrate Name O2
Substrate Chemical FormulaO2
Substrate PubChem CID977
Substrate CAS Number7782-44-7
Substrate SmilesO=O
Substrate Structure
Substrate Name H+
Substrate Chemical FormulaH+
Substrate PubChem CID1038
Substrate CAS Number12408-02-5
Substrate Smiles[H+]
Substrate Structure

Product Information:

Product Name Pikromycin
Product Chemical FormulaC28H47NO8
Product PubChem CID5282037
Product SmilesCC[C@@H]1[C@@](/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H](C(=O)[C@H](C(=O)O1)C)C)O[C@H]2[C@@H]([C@H](C[C@H](O2)C)N(C)C)O)C)C)(C)O
Product Structure
Product Name [2Fe-2S]2+
Product Chemical FormulaFe2S2
Product SmilesS1[Fe+]S[Fe+]1
Product Structure
Product Name H2O
Product Chemical FormulaH2O
Product PubChem CID962
Product CAS Number7732-18-5
Product SmilesO
Product Structure

References:

Title: Hydroxylation of macrolactones YC-17 and narbomycin is mediated by the pikC-encoded cytochrome P450 in Streptomyces venezuelae.
PMID: 9831532
Journal: Chemistry & biology
Year: 1998/11/1
Title: A gene cluster for macrolide antibiotic biosynthesis in Streptomyces venezuelae: architecture of metabolic diversity.
PMID: 9770448
Journal: Proceedings of the National Academy of Sciences of the United States of America
Year: 1998/10/13
Title: The structural basis for substrate anchoring, active site selectivity, and product formation by P450 PikC from Streptomyces venezuelae.
PMID: 16825192
Journal: The Journal of biological chemistry
Year: 2006/9/8
Title: Analysis of transient and catalytic desosamine-binding pockets in cytochrome P-450 PikC from Streptomyces venezuelae.
PMID: 19124459
Journal: The Journal of biological chemistry
Year: 2009/2/27
Title: Selective oxidation of carbolide C-H bonds by an engineered macrolide P450 mono-oxygenase.
PMID: 19833867
Journal: Proceedings of the National Academy of Sciences of the United States of America
Year: 2009/11/3
Title: Directing group-controlled regioselectivity in an enzymatic C-H bond oxygenation.
PMID: 24627965
Journal: Jou
Year: 2014/4/2

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