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1.14.20.1: deacetoxycephalosporin-C synthase

This is an abbreviated version!
For detailed information about deacetoxycephalosporin-C synthase, go to the full flat file.

Word Map on EC 1.14.20.1

Reaction

Penicillin N
+
2-oxoglutarate
 +
O2
=
deacetoxycephalosporin C
 +
succinate
 +
CO2
 +
H2O

Synonyms

acDAOC/DACS, cefE, cefEF, Cephalosporin biosynthesis expandase/hydroxylase, DAOC synthase, DAOC/DAC synthase, DAOC/DACS, DAOCS, deacetoxy/deacetylcephalosporin C synthase, deacetoxycephalosporin C synthase, deacetoxycephalosporin-C synthase, deacetoxycephalosporin-C synthetase, deacetoxycephalosporin/deacetylcephalosporin C synthase, expandase, expendase, penicillin N expandase, scDAOCS

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.20 With 2-oxoglutarate as one donor, and the other dehydrogenated
                1.14.20.1 deacetoxycephalosporin-C synthase

Reference

topprint

Reference on EC 1.14.20.1 - deacetoxycephalosporin-C synthase

Please use the Reference Search for a specific query.
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Cantwell, C.; Beckmann, R.; Whiteman, P.; Queener, S.W.; Abraham, E.P.
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
283-289
1992
Penicillium chrysogenum
Manually annotated by BRENDA team
Lee, H.J.; Lloyd, M.D.; Harlos, K.; Clifton, I.J.; Baldwin, J.E.; Schofield, C.J.
Kinetic and crystallographic studies on deacetoxycephalosporin C synthase (DAOCS)
J. Mol. Biol.
308
937-948
2001
Streptomyces clavuligerus (P18548)
Manually annotated by BRENDA team
Valegard, K.; van Scheltinga, A.C.T.; Lloyd, M.D.; Hara, T.; Ramaswamy, S.; Perrakis, A.; Thompson, A.; Lee, H.J.; Baldwin, J.E.; Schofield, C.J.; Hajdu, J.; Andersson, I.
Structure of a cephalosporin synthase
Nature
394
805-809
1998
Streptomyces clavuligerus (P18548)
Manually annotated by BRENDA team
Yeh, W.K.; Ghag, S.K.; 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. N. Y. Acad. Sci.
672
396-408
1992
Acremonium chrysogenum, Streptomyces clavuligerus
-
Manually annotated by BRENDA team
Lee, H.J.; Dai, Y.F.; Shiau, C.Y.; Schofield, C.J.; Lloyd, M.D.
The kinetic properties of various R258 mutants of deacetoxycephalosporin C synthase
Eur. J. Biochem.
270
1301-1307
2003
Streptomyces clavuligerus, Streptomyces clavuligerus (P18548)
Manually annotated by BRENDA team
Lipscomb, S.J.; Lee, H.J.; Mukherji, M.; Baldwin, J.E.; Schofield, C.J.; Lloyd, M.D.
The role of arginine residues in substrate binding and catalysis by deacetoxycephalosporin C synthase
Eur. J. Biochem.
269
2735-2739
2002
Streptomyces clavuligerus
Manually annotated by BRENDA team
Lloyd, M.D.; Lee, H.J.; Harlos, K.; Zhang, Z.H.; Baldwin, J.E.; Schofield, C.J.; Charnock, J.M.; Garner, C.D.; Hara, T.; Terwisscha van Scheltinga, A.C.; Valeg.Ang.rd, K.; Viklund, J.A.C.; Hajdu, J.; Andersson, I.; Danielsson, A.; Bhikhabhai, R.
Studies on the active site of deacetoxycephalosporin C synthase
J. Mol. Biol.
287
943-960
1999
Streptomyces clavuligerus (P18548), Streptomyces clavuligerus
Manually annotated by BRENDA team
Chin, H.S.; Sim, J.; Seah, K.I.; Sim, T.S.
Deacetoxycephalosporin C synthase isozymes exhibit diverse catalytic activity and substrate specificity
FEMS Microbiol. Lett.
218
251-257
2003
Acremonium chrysogenum, Acremonium chrysogenum (Q9P4T5), Streptomyces clavuligerus, Streptomyces jumonjinensis, Streptomyces jumonjinensis (Q93FD4)
Manually annotated by BRENDA team
Ghag, S.K.; Brems, D.N.; Hassell, T.C.; Yeh, W.K.
Refolding and purification of Cephalosporium acremonium deacetoxycephalosporin C synthetase/hydroxylase from granules of recombinant Escherichia coli
Biotechnol. Appl. Biochem.
24
109-119
1996
Acremonium chrysogenum
Manually annotated by BRENDA team
Baldwin, J.E.; Blackburn, J.M.; Heath, R.J.; Sutherland, J.D.
High-level soluble expression and purification of deacetoxycephalosporin C/deacetylcephalosporin C synthase
Bioorg. Med. Chem. Lett.
2
663-668
1992
Acremonium chrysogenum
-
Manually annotated by BRENDA team
Kovacevic, S.; Weigel, B.J.; Tobin, M.B.; Ingolia, T.D.; Miller, J.R.
Cloning, characterization, and expression in Escherichia coli of the Streptomyces clavuligerus gene encoding deacetoxycephalosporin C synthetase
J. Bacteriol.
171
754-760
1989
Streptomyces clavuligerus
Manually annotated by BRENDA team
Cortes, J.; Martin, J.F.; Castro, J.M.; Laiz, L.; Liras, P.
Purification and characterization of a 2-oxoglutarate-linked ATP-independent deacetoxycephalosporin C synthase of Streptomyces lactamdurans
J. Gen. Microbiol.
133
3165-3174
1987
Amycolatopsis lactamdurans
Manually annotated by BRENDA team
Sim, J.; Sim, T.S.
Mutational evidence supporting the involvement of tripartite residues His183, Asp185, and His243 in Streptomyces clavuligerus deacetoxycephalosporin C synthase for catalysis
Biosci. Biotechnol. Biochem.
64
828-832
2000
Streptomyces clavuligerus
Manually annotated by BRENDA team
Dotzlaf, J.E.; Yeh, W.K.
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
10219-10227
1989
Streptomyces clavuligerus
Manually annotated by BRENDA team
Shen, Y.Q.; Wolfe, S.; Demain, A.L.
Desacetoxycephalosporin C synthetase: importance of order of cofactor/reactant addition
Enzyme Microb. Technol.
6
402-404
1984
Acremonium chrysogenum
-
Manually annotated by BRENDA team
Lubbe, C.; Wolfe, S.; Demain, A.L.
Dithiothreitol reactivates desacetoxycephalosporin C synthetase after inactivation
Enzyme Microb. Technol.
7
353-356
1985
Streptomyces clavuligerus
-
Manually annotated by BRENDA team
Chin, H.S.; Sim, T.S.
C-terminus modification of Streptomyces clavuligerus deacetoxycephalosporin C synthase improves catalysis with an expanded substrate specificity
Biochem. Biophys. Res. Commun.
295
55-61
2002
Streptomyces clavuligerus (P18548), Streptomyces clavuligerus
Manually annotated by BRENDA team
Chin, H.S.; Sim, J.; Sim, T.S.
Mutation of N304 to leucine in Streptomyces clavuligerus deacetoxycephalosporin C synthase creates an enzyme with increased penicillin analog conversion
Biochem. Biophys. Res. Commun.
287
507-513
2001
Streptomyces clavuligerus (P18548), Streptomyces clavuligerus
Manually annotated by BRENDA team
Wei, C.L.; Yang, Y.B.; Wang, W.C.; Liu, W.C.; Hsu, J.S.; Tsai, Y.C.
Engineering Streptomyces clavuligerus deacetoxycephalosporin C synthase for optimal ring expansion activity toward penicillin G
Appl. Environ. Microbiol.
69
2306-2312
2003
Streptomyces clavuligerus
Manually annotated by BRENDA team
Lloyd, M.D.; Lipscomb, S.J.; Hewitson, K.S.; Hensgens, C.M.H.; Baldwin, J.E.; Schofield, C.J.
Controlling the substrate selectivity of deacetoxycephalosporin/deacetylcephalosporin C synthase
J. Biol. Chem.
279
15420-15426
2004
Acremonium chrysogenum, Acremonium chrysogenum (P11935)
Manually annotated by BRENDA team
Oester, L.M.; van Scheltinga, A.C.; Valegard, K.; Hose, A.M.; Dubus, A.; Hajdu, J.; Andersson, I.
Conformational flexibility of the C terminus with implications for substrate binding and catalysis revealed in a new crystal form of deacetoxycephalosporin C synthase
J. Mol. Biol.
343
157-171
2004
Streptomyces clavuligerus (P18548), Streptomyces clavuligerus
Manually annotated by BRENDA team
Samson, S.M.; Dotzlaf, J.E.; Slisz, M.L.; Becker, G.W.; Van Frank, R.M.; Veal, L.E.; Yeh, W.K.; Miller, J.R.; Queener, S.W.; Ingolia, T.D.
Cloning and expression of the fungal expandase/hydroxylase gene involved in cephalosporin biosynthesis
Bio/Technology
5
1207-1214
1987
Acremonium chrysogenum
-
Manually annotated by BRENDA team
Baldwin, J.E.; Adlington, R.M.; Coates, J.B.; Crabbe, M.J.; Crouch, N.P.; Keeping, J.W.; Knight, G.C.; Schofield, C.J.; Ting, H.H.; Vallejo, C.A.; et al.
Purification and initial characterization of an enzyme with deacetoxycephalosporin C synthetase and hydroxylase activities
Biochem. J.
245
831-841
1987
Acremonium chrysogenum
Manually annotated by BRENDA team
Ghag, S.K.; Brems, D.N.; Hassell, T.C.; Yeh, W.K.
Refolding and purification of Cephalosporium acremonium deacetoxycephalosporin C synthetase/hydroxylase from granules of recombinant Escherichia coli
Biotechnol. Appl. Biochem.
24
109-119
1996
Acremonium chrysogenum
Manually annotated by BRENDA team
Wu, X.B.; Fan, K.Q.; Wang, Q.H.; Yang, K.Q.
C-terminus mutations of Acremonium chrysogenum deacetoxy/deacetylcephalosporin C synthase with improved activity toward penicillin analogs
FEMS Microbiol. Lett.
246
103-110
2005
Acremonium chrysogenum
Manually annotated by BRENDA team
Jensen, S.E.; Westlake, D.W.S.; Wolfe, S.
Deacetoxycephalosporin C synthetase and deacetoxycephalosporin C hydroxylase are two separate enzymes in Streptomyces clavuligerus
J. Antibiot.
38
263-265
1985
Streptomyces clavuligerus
Manually annotated by BRENDA team
Dotzlaf, J.E.; Yeh, W.K.
Copurification and characterization of deacetoxycephalosporin C synthetase/hydroxylase from Cephalosporium acremonium
J. Bacteriol.
169
1611-1618
1987
Acremonium chrysogenum
Manually annotated by BRENDA team
Baker, B.J.; Dotzlaf, J.E.; Yeh, W.K.
Deacetoxycephalosporin C hydroxylase of Streptomyces clavuligerus. Purification, characterization, bifunctionality, and evolutionary implication
J. Biol. Chem.
266
5087-5093
1991
Streptomyces clavuligerus
Manually annotated by BRENDA team
Wei, C.; Yang, Y.; Deng, C.; Liu, W.; Hsu, J.; Lin, Y.; Liaw, S.; Tsai, Y.
Directed evolution of Streptomyces clavuligerus deacetoxycephalosporin C synthase for enhancement of penicillin G expansion
Appl. Environ. Microbiol.
71
8873-8880
2005
Streptomyces clavuligerus (P18548), Streptomyces clavuligerus
Manually annotated by BRENDA team
Goo, K.S.; Chua, C.S.; Sim, T.S.
Relevant double mutations in bioengineered Streptomyces clavuligerus deacetoxycephalosporin C synthase result in higher binding specificities which improve penicillin bioconversion
Appl. Environ. Microbiol.
74
1167-1175
2008
Streptomyces clavuligerus (P18548), Streptomyces clavuligerus
Manually annotated by BRENDA team
Cicero, G.; Carbonera, C.; Valegard, K.; Hajdu, J.; Andersson, I.; Ranghino, G.
Study of the oxidative half-reaction catalyzed by a non-heme ferrous catalytic center by means of structural and computational methodologies
Int. J. Quantum Chem.
107
1514-1522
2007
Streptomyces clavuligerus (P18548)
-
Manually annotated by BRENDA team
Sim Goo, K.; Song Chua, C.; Sim, T.S.
A complete library of amino acid alterations at R306 in Streptomyces clavuligerus deacetoxycephalosporin C synthase demonstrates its structural role in the ring-expansion activity
Proteins
70
739-747
2008
Streptomyces clavuligerus (P18548), Streptomyces clavuligerus
Manually annotated by BRENDA team
Goo, K.S.; Chua, C.S.; Sim, T.S.
Directed evolution and rational approaches to improving Streptomyces clavuligerus deacetoxycephalosporin C synthase for cephalosporin production
J. Ind. Microbiol. Biotechnol.
36
619-633
2009
Streptomyces clavuligerus (P18548), Streptomyces clavuligerus, Streptomyces clavuligerus NRRL 3585 (P18548)
Manually annotated by BRENDA team
Liras, P.; Demain, A.L.
Enzymology of beta-lactam compounds with cephem structure produced by actinomycete
Methods Enzymol.
458
401-429
2009
Actinomyces sp., Amycolatopsis lactamdurans, Streptomyces clavuligerus, Amycolatopsis lactamdurans NRRL3802, Streptomyces clavuligerus ATCC 27064
Manually annotated by BRENDA team
Wu, X.B.; Tian, X.Y.; Ji, J.J.; Wu, W.B.; Fan, K.Q.; Yang, K.Q.
Saturation mutagenesis of Acremonium chrysogenum deacetoxy/deacetylcephalosporin C synthase R308 site confirms its role in controlling substrate specificity
Biotechnol. Lett.
33
805-812
2011
Acremonium chrysogenum
Manually annotated by BRENDA team
Chin, H.; Goh, K.; Teo, K.; Chan, M.; Lee, S.; Ong, L.
Predicting the catalytic sites of Streptomyces clavuligerus deacetylcephalosporin C synthase and clavaminate synthase 2
Afr. J. Microbiol. Res.
5
3357-3366
2011
Streptomyces clavuligerus (P18548)
-
Manually annotated by BRENDA team
Ji, J.; Fan, K.; Tian, X.; Zhang, X.; Zhang, Y.; Yang, K.
Iterative combinatorial mutagenesis as an effective strategy for generation of deacetoxycephalosporin C synthase with improved activity toward penicillin G
Appl. Environ. Microbiol.
78
7809-7812
2012
Streptomyces clavuligerus
Manually annotated by BRENDA team
Ji, J.; Tian, X.; Fan, K.; Yang, K.
New strategy of site-directed mutagenesis identifies new sites to improve Streptomyces clavuligerus deacetoxycephalosporin C synthase activity toward penicillin G
Appl. Microbiol. Biotechnol.
93
2395-2401
2012
Streptomyces clavuligerus, Streptomyces clavuligerus ATCC 27064
Manually annotated by BRENDA team
An, Y.; Dong, H.; Liu, G.
Expression of cefF significantly decreased deacetoxycephalosporin C formation during cephalosporin C production in Acremonium chrysogenum
J. Ind. Microbiol. Biotechnol.
39
269-274
2012
Acremonium chrysogenum (P11935), Acremonium chrysogenum CGMCC3.3795 (P11935)
Manually annotated by BRENDA team
Tarhonskaya, H.; Szoelloessi, A.; Leung, I.K.; Bush, J.T.; Henry, L.; Chowdhury, R.; Iqbal, A.; Claridge, T.D.; Schofield, C.J.; Flashman, E.
Studies on deacetoxycephalosporin C synthase support a consensus mechanism for 2-oxoglutarate dependent oxygenases
Biochemistry
53
2483-2493
2014
Streptomyces clavuligerus (P18548), Streptomyces clavuligerus ATCC 27064 (P18548)
Manually annotated by BRENDA team
Fan, K.; Lin, B.; Tao, Y.; Yang, K.
Engineering deacetoxycephalosporin C synthase as a catalyst for the bioconversion of penicillins
J. Ind. Microbiol. Biotechnol.
44
705-710
2017
Acremonium chrysogenum (P11935), Streptomyces clavuligerus (P18548), Amycolatopsis lactamdurans (Q03047), Streptomyces clavuligerus ATCC 27064 (P18548)
Manually annotated by BRENDA team
Lin, B.; Fan, K.; Zhao, J.; Ji, J.; Wu, L.; Yang, K.; Tao, Y.
Reconstitution of TCA cycle with DAOCS to engineer Escherichia coli into an efficient whole cell catalyst of penicillin G
Proc. Natl. Acad. Sci. USA
112
9855-9859
2015
Streptomyces clavuligerus (P18548), Streptomyces clavuligerus ATCC 27064 (P18548)
Manually annotated by BRENDA team