KEGG   ENZYME: 1.14.20.1Help
Entry
EC 1.14.20.1                Enzyme                                 

Name
deacetoxycephalosporin-C synthase;
DAOCS;
penicillin N expandase;
DAOC synthase
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With 2-oxoglutarate as one donor, and the other dehydrogenated
BRITE hierarchy
Sysname
penicillin-N,2-oxoglutarate:oxygen oxidoreductase (ring-expanding)
Reaction(IUBMB)
penicillin N + 2-oxoglutarate + O2 = deacetoxycephalosporin C + succinate + CO2 + H2O [RN:R05301]
Reaction(KEGG)
Substrate
penicillin N [CPD:C06564];
2-oxoglutarate [CPD:C00026];
O2 [CPD:C00007]
Product
deacetoxycephalosporin C [CPD:C06565];
succinate [CPD:C00042];
CO2 [CPD:C00011];
H2O [CPD:C00001]
Comment
Forms part of the penicillin biosynthesis pathway (for pathway, click here).
History
EC 1.14.20.1 created 2002
Pathway
ec00311  Penicillin and cephalosporin biosynthesis
ec01100  Metabolic pathways
ec01130  Biosynthesis of antibiotics
Orthology
K12744  deacetoxycephalosporin-C synthase
Genes
SCT: SCAT_5687(cefE)
SCY: SCATT_56870
Taxonomy
Reference
1  [PMID:1354366]
  Authors
Cantwell C, Beckmann R, Whiteman P, Queener SW, Abraham EP.
  Title
Isolation of deacetoxycephalosporin C from fermentation broths of Penicillium chrysogenum transformants: construction of a new fungal biosynthetic pathway.
  Journal
Proc R Soc Lond B Biol Sci 248:283-9 (1992)
DOI:10.1098/rspb.1992.0073
Reference
2  [PMID:11352583]
  Authors
Lee HJ, Lloyd MD, Harlos K, Clifton IJ, Baldwin JE, Schofield CJ.
  Title
Kinetic and crystallographic studies on deacetoxycephalosporin C synthase (DAOCS).
  Journal
J Mol Biol 308:937-48 (2001)
DOI:10.1006/jmbi.2001.4649
Reference
3
  Authors
Yeh, W.K., Ghag, S.K. and Queener, S.W.
  Title
Enzymes for epimerization of isopenicillin N, ring expansion of penicillin N, and 3'-hydroxylation of deacetoxycephalosporin C. Function, evolution, refolding, and enzyme engineering.
  Journal
Ann NY Acad Sci 672:396-408 (1992)
Reference
4  [PMID:9723623]
  Authors
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.
  Title
Structure of a cephalosporin synthase.
  Journal
Nature 394:805-9 (1998)
DOI:10.1038/29575
Reference
5  [PMID:2656705]
  Authors
Dotzlaf JE, Yeh WK.
  Title
Purification and properties of deacetoxycephalosporin C synthase from recombinant Escherichia coli and its comparison with the native enzyme purified from Streptomyces clavuligerus.
  Journal
J Biol Chem 264:10219-27 (1989)
Other DBs
ExplorEnz - The Enzyme Database: 1.14.20.1
IUBMB Enzyme Nomenclature: 1.14.20.1
ExPASy - ENZYME nomenclature database: 1.14.20.1
BRENDA, the Enzyme Database: 1.14.20.1
CAS: 85746-10-7

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