Detail Information

P450 Protein:

P450 Symbol	juvC
Protein Name	Cytochrome P450 hydroxylase
Uniprot ID	A0A1Z1MZ61
Species	Micromonospora chalcea subsp. izumensis
Txid	2008351
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

Reaction Scheme:

Chemical Conversion	C31H53NO7 → C31H53NO8
Reaction Type	Oxidation
Chemical Bond	CH
Solvents	Dimethyl sulfoxide;Water
Conditions	overnight, pH 7.3, 30°C
Transformations	Hydroxylation at an Aliphatic Carbon

Tylonolide, 20-deoxo-23-deoxy-5-O-[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]- (9CI, ACI)

juvC

Cirramycin A1, 12,13-deepoxy-12,13-didehydro-20-deoxo-4′-deoxy-20-hydroxy- (9CI, ACI)

Substrate Information:

Substrate Name	Tylonolide, 20-deoxo-23-deoxy-5-O-[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]- (9CI, ACI)
Substrate Chemical Formula	C31H53NO7
Substrate PubChem CID	73188495
Substrate Smiles	O=C1OC(CC)C(C=C(C=CC(=O)C(C)CC(CC)C(OC2OC(C)CC(N(C)C)C2O)C(C)C(O)C1)C)C
Substrate Structure	Download SDF

Product Information:

Product Name	Cirramycin A1, 12,13-deepoxy-12,13-didehydro-20-deoxo-4′-deoxy-20-hydroxy- (9CI, ACI)
Product Chemical Formula	C31H53NO8
Product PubChem CID	3042013
Product CAS Number	58947-83-4
Product Smiles	O=C1OC(CC)C(C=C(C=CC(=O)C(C)CC(CCO)C(OC2OC(C)CC(N(C)C)C2O)C(C)C(O)C1)C)C
Product Structure	Download SDF

References:

Title:	Chemoenzymatic Total Synthesis and Structural Diversification of Tylactone-Based Macrolide Antibiotics through Late-Stage Polyketide Assembly, Tailoring, and C-H Functionalization.
PMID:	28525276
Journal:	Journal of the American Chemical Society
Year:	2017/6/5