Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With 2-oxoglutarate as one donor, and the other dehydrogenated
BRITE hierarchy

penicillin-N,2-oxoglutarate:oxygen oxidoreductase (ring-expanding)

penicillin N + 2-oxoglutarate + O2 = deacetoxycephalosporin C + succinate + CO2 + H2O [RN:R05301]

R05301
Reaction

penicillin N [CPD:C06564];
2-oxoglutarate [CPD:C00026];
O2 [CPD:C00007]

Forms part of the penicillin biosynthesis pathway (for pathway, click here).

EC 1.14.20.1 created 2002

1  [PMID:1354366]

Cantwell C, Beckmann R, Whiteman P, Queener SW, Abraham EP.

Isolation of deacetoxycephalosporin C from fermentation broths of Penicillium chrysogenum transformants: construction of a new fungal biosynthetic pathway.

Proc R Soc Lond B Biol Sci 248:283-9 (1992)
DOI:10.1098/rspb.1992.0073

2  [PMID:11352583]

Lee HJ, Lloyd MD, Harlos K, Clifton IJ, Baldwin JE, Schofield CJ.

Kinetic and crystallographic studies on deacetoxycephalosporin C synthase (DAOCS).

J Mol Biol 308:937-48 (2001)
DOI:10.1006/jmbi.2001.4649

[sclf:BB341_07740]

3

Yeh, W.K., Ghag, S.K. and Queener, S.W.

Enzymes for epimerization of isopenicillin N, ring expansion of penicillin N, and 3'-hydroxylation of deacetoxycephalosporin C. Function, evolution, refolding, and enzyme engineering.

Ann NY Acad Sci 672:396-408 (1992)

4  [PMID:9723623]

Valegard K, van Scheltinga AC, Lloyd MD, Hara T, Ramaswamy S, Perrakis A, Thompson A, Lee HJ, Baldwin JE, Schofield CJ, Hajdu J, Andersson I.

Structure of a cephalosporin synthase.

Nature 394:805-9 (1998)
DOI:10.1038/29575

[sclf:BB341_07740]

5  [PMID:2656705]

Dotzlaf JE, Yeh WK.

Purification and properties of deacetoxycephalosporin C synthase from recombinant Escherichia coli and its comparison with the native enzyme purified from Streptomyces clavuligerus.

J Biol Chem 264:10219-27 (1989)