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8FZ8

Structure of cytochrome P450sky2

Summary for 8FZ8
Entry DOI10.2210/pdb8fz8/pdb
DescriptorCytochrome P450, PROTOPORPHYRIN IX CONTAINING FE, OCTANOIC ACID (CAPRYLIC ACID), ... (4 entities in total)
Functional Keywordsp450sky2, epoxidation, oxidoreductase
Biological sourceStreptomyces nodosus
Total number of polymer chains1
Total formula weight45945.25
Authors
Murarka, V.C.,Poulos, T.L. (deposition date: 2023-01-27, release date: 2024-02-07, Last modification date: 2024-04-10)
Primary citationSong, Y.,Amaya, J.A.,Murarka, V.C.,Mendez, H.,Hogan, M.,Muldoon, J.,Evans, P.,Ortin, Y.,Kelly, S.L.,Lamb, D.C.,Poulos, T.L.,Caffrey, P.
Biosynthesis of a new skyllamycin in Streptomyces nodosus : a cytochrome P450 forms an epoxide in the cinnamoyl chain.
Org.Biomol.Chem., 22:2835-2843, 2024
Cited by
PubMed Abstract: Activation of a silent gene cluster in leads to synthesis of a cinnamoyl-containing non-ribosomal peptide (CCNP) that is related to skyllamycins. This novel CCNP was isolated and its structure was interrogated using mass spectrometry and nuclear magnetic resonance spectroscopy. The isolated compound is an oxidised skyllamycin A in which an additional oxygen atom is incorporated in the cinnamoyl side-chain in the form of an epoxide. The gene for the epoxide-forming cytochrome P450 was identified by targeted disruption. The enzyme was overproduced in and a 1.43 Å high-resolution crystal structure was determined. This is the first crystal structure for a P450 that forms an epoxide in a substituted cinnamoyl chain of a lipopeptide. These results confirm the proposed functions of P450s encoded by biosynthetic gene clusters for other epoxidized CCNPs and will assist investigation of how epoxide stereochemistry is determined in these natural products.
PubMed: 38511621
DOI: 10.1039/d4ob00178h
PDB entries with the same primary citation
Experimental method
X-RAY DIFFRACTION (1.43 Å)
Structure validation

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