DB code: T00005
| CATH domain | 2.60.120.260 : Jelly Rolls | |
|---|---|---|
| 2.130.10.80 : Methylamine Dehydrogenase; Chain H | Catalytic domain | |
| 2.60.40.10 : Immunoglobulin-like | Catalytic domain | |
| E.C. | 1.1.3.9 | |
| CSA | 1gog | |
| M-CSA | 1gog | |
| MACiE | M0322 | |
| CATH domain | Related DB codes (homologues) |
|---|---|
| 2.60.120.260 : Jelly Rolls | M00124 T00065 T00066 |
| 2.60.40.10 : Immunoglobulin-like | M00131 T00257 M00113 M00127 M00132 M00323 M00325 M00327 M00329 M00330 M00331 M00332 T00307 D00166 D00500 M00112 M00193 T00063 T00065 T00067 T00245 |
| Uniprot Enzyme Name | UniprotKB | Protein name | Synonyms |
|---|---|---|
| Q01745 |
Galactose oxidase
|
GAO
GOase GO EC 1.1.3.9 |
| KEGG enzyme name |
|---|
|
galactose oxidase
D-galactose oxidase beta-galactose oxidase |
| UniprotKB: Accession Number | Entry name | Activity | Subunit | Subcellular location | Cofactor |
|---|---|---|---|---|---|
| Q01745 | GAOA_GIBZE | D-galactose + O(2) = D-galacto-hexodialdose + H(2)O(2). | Monomer. | Secreted. | Binds 1 Cu(2+) ion per subunit. |
| KEGG Pathways | Map code | Pathways | E.C. |
|---|---|---|
| MAP00052 | Galactose metabolism |
| Compound table | |||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|
| Cofactors | Substrates | Products | Intermediates | ||||||||
| KEGG-id | C00070 | C00124 | C00007 | C03269 | C00027 | ||||||
| E.C. | |||||||||||
| Compound | Copper | D-Galactose | O2 | D-Galacto-hexodialdose | H2O2 | ||||||
| Type | heavy metal | carbohydrate | others | carbohydrate | others | ||||||
| ChEBI |
28694 30052 28694 30052 |
4139 4139 |
15379 26689 27140 15379 26689 27140 |
16240 16240 |
|||||||
| PubChem |
23978 23978 |
6036 6036 |
977 977 |
439962 439962 |
22326046 784 22326046 784 |
||||||
| 1gofA01 |
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Unbound | Unbound | Unbound | Unbound | Unbound | |
| 1gogA01 |
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Unbound | Unbound | Unbound | Unbound | Unbound | |
| 1gohA01 |
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Unbound | Unbound | Unbound | Unbound | Unbound | |
| 1k3iA01 |
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Unbound | Unbound | Unbound | Unbound | Unbound | |
| 1t2xA01 |
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Unbound | Unbound | Unbound | Unbound | Unbound | |
| 1gofA02 |
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Bound:_CU | Unbound | Unbound | Analogue:ACY_703 | Unbound | |
| 1gogA02 |
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Bound:_CU | Unbound | Unbound | Unbound | Unbound | |
| 1gohA02 |
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Unbound | Unbound | Unbound | Unbound | Unbound | |
| 1k3iA02 |
|
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Unbound | Unbound | Unbound | Unbound | Unbound | |
| 1t2xA02 |
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Bound:_CU | Unbound | Unbound | Unbound | Unbound | |
| 1gofA03 |
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Unbound | Unbound | Unbound | Unbound | Unbound | |
| 1gogA03 |
|
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|
Unbound | Unbound | Unbound | Unbound | Unbound | |
| 1gohA03 |
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Unbound | Unbound | Unbound | Unbound | Unbound | |
| 1k3iA03 |
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Unbound | Unbound | Unbound | Unbound | Unbound | |
| 1t2xA03 |
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Unbound | Unbound | Unbound | Unbound | Unbound | |
| Reference for Active-site residues | ||
|---|---|---|
| resource | references | E.C. |
| Swiss-prot;Q01745 & literature [9], [14] & [32] | ||
| Active-site residues | ||||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| PDB | Catalytic residues | Cofactor-binding residues | Modified residues | Main-chain involved in catalysis | Comment | |||||
| 1gofA01 |
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| 1gogA01 |
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| 1gohA01 |
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| 1k3iA01 |
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| 1t2xA01 |
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| 1gofA02 |
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CYS 228;TYR 272;TRP 290;TYR 495 | TYR 272;TYR 495;HIS 496(Copper binding) | |||
| 1gogA02 |
|
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CYS 228;TYR 272;TRP 290;TYR 495 | TYR 272;TYR 495;HIS 496(Copper binding) | |||
| 1gohA02 |
|
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CYS 228;TYR 272;TRP 290;TYR 495 | TYR 272;TYR 495;HIS 496(Copper binding) | |||
| 1k3iA02 |
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|
;TYR 272;TRP 290;TYR 495 | TYR 272;TYR 495;HIS 496(Copper binding) | CSO 228 | ||
| 1t2xA02 |
|
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CYS 228;TYR 272;TRP 290;TYR 495 | TYR 272;TYR 495;HIS 496(Copper binding) | |||
| 1gofA03 |
|
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|
HIS 581(Copper binding) | ||||
| 1gogA03 |
|
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|
HIS 581(Copper binding) | ||||
| 1gohA03 |
|
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|
HIS 581(Copper binding) | ||||
| 1k3iA03 |
|
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|
|
HIS 581(Copper binding) | ||||
| 1t2xA03 |
|
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|
HIS 581(Copper binding) | ||||
| References for Catalytic Mechanism | ||
|---|---|---|
| References | Sections | No. of steps in catalysis |
|
[6]
|
Fig.6 | |
|
[9]
|
p.88 | |
|
[10]
|
Fig.7, p.82-83 | |
|
[12]
|
Fig.9, p.770-771 | |
|
[14]
|
p.808-810 | |
|
[15]
|
Fig.1, p.510S | |
|
[18]
|
Scheme 1, Scheme 4, Scheme 5 | |
|
[19]
|
Fig.8, Fig.9, p.8430-8435 | |
|
[23]
|
Fig.2, p.248-249 | |
|
[26]
|
Fig.4 | |
|
[27]
|
Scheme 1 | |
|
[32]
|
Fig.4, Fig.15, Fig.17, p.2358-2361 | |
| References | |
|---|---|
| [1] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 20059 |
| Journal | Arch Biochem Biophys |
| Year | 1977 |
| Volume | 182 |
| Pages | 712-22 |
| Authors | Kwiatkowski LD, Siconolfi L, Weiner RE, Giordano RS, Bereman RD, Ettinger MJ, Kosman DJ |
| Title | Histidine as an essential residue in the active site of the copper enzyme galactose oxidase. |
| Related PDB | |
| Related UniProtKB | |
| [2] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 902277 |
| Journal | Carbohydr Res |
| Year | 1977 |
| Volume | 57 |
| Pages | 273-80 |
| Authors | Whyte JN, Englar JR |
| Title | An enzyme-P.M.R.-spectroscopic determination of the enantiomers of galactose. |
| Related PDB | |
| Related UniProtKB | |
| [3] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 6248103 |
| Journal | Biochemistry |
| Year | 1980 |
| Volume | 19 |
| Pages | 1304-8 |
| Authors | Kosman DJ, Peisach J, Mims WB |
| Title | Pulsed electron paramagnetic resonance studies of the copper(II) site in galactose oxidase. |
| Related PDB | |
| Related UniProtKB | |
| [4] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 7213759 |
| Journal | Biochim Biophys Acta |
| Year | 1981 |
| Volume | 657 |
| Pages | 495-506 |
| Authors | Marwedel BJ, Kurland RJ |
| Title | Fluoride ion as an NMR relaxation probe of galactose oxidase-substrate binding. |
| Related PDB | |
| Related UniProtKB | |
| [5] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 6267193 |
| Journal | J Inorg Biochem |
| Year | 1981 |
| Volume | 14 |
| Pages | 223-35 |
| Authors | Winkler ME, Bereman RD, Kurland RJ |
| Title | Kinetic and magnetic resonance studies of substrate binding to galactose oxidase copper(II). |
| Related PDB | |
| Related UniProtKB | |
| [6] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 2834363 |
| Journal | J Biol Chem |
| Year | 1988 |
| Volume | 263 |
| Pages | 6074-80 |
| Authors | Whittaker MM, Whittaker JW |
| Title | The active site of galactose oxidase. |
| Related PDB | |
| Related UniProtKB | |
| [7] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 2542244 |
| Journal | J Biol Chem |
| Year | 1989 |
| Volume | 264 |
| Pages | 7792-4 |
| Authors | van der Meer RA, Jongejan JA, Duine JA |
| Title | Pyrroloquinoline quinone as cofactor in galactose oxidase (EC 1.1.3.9). |
| Related PDB | |
| Related UniProtKB | |
| [8] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 2161837 |
| Journal | J Biol Chem |
| Year | 1990 |
| Volume | 265 |
| Pages | 9610-3 |
| Authors | Whittaker MM, Whittaker JW |
| Title | A tyrosine-derived free radical in apogalactose oxidase. |
| Related PDB | |
| Related UniProtKB | |
| [9] | |
| Resource | |
| Comments | X-RAY CRYSTALLOGRAPHY (1.7 ANGSTROMS). |
| Medline ID | 91163641 |
| PubMed ID | 2002850 |
| Journal | Nature |
| Year | 1991 |
| Volume | 350 |
| Pages | 87-90 |
| Authors | Ito N, Phillips SE, Stevens C, Ogel ZB, McPherson MJ, Keen JN, Yadav KD, Knowles PF |
| Title | Novel thioether bond revealed by a 1.7 A crystal structure of galactose oxidase. |
| Related PDB | 1gof 1gog 1goh |
| Related UniProtKB | Q01745 |
| [10] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 1290941 |
| Journal | Faraday Discuss |
| Year | 1992 |
| Volume | -93 |
| Pages | 75-84 |
| Authors | Ito N, Phillips SE, Stevens C, Ogel ZB, McPherson MJ, Keen JN, Yadav KD, Knowles PF |
| Title | Three-dimensional structure of galactose oxidase: an enzyme with a built-in secondary cofactor. |
| Related PDB | |
| Related UniProtKB | |
| [11] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 8224464 |
| Journal | Biochem Soc Trans |
| Year | 1993 |
| Volume | 21 |
| Pages | 319S |
| Authors | Baron AJ, Stevens C, Wilmot CM, Knowles PF, Phillips SE, McPherson MJ |
| Title | Preliminary studies of two active site mutants of galactose oxidase. |
| Related PDB | |
| Related UniProtKB | |
| [12] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 8386015 |
| Journal | Biophys J |
| Year | 1993 |
| Volume | 64 |
| Pages | 762-72 |
| Authors | Whittaker MM, Whittaker JW |
| Title | Ligand interactions with galactose oxidase: mechanistic insights. |
| Related PDB | |
| Related UniProtKB | |
| [13] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 7929198 |
| Journal | J Biol Chem |
| Year | 1994 |
| Volume | 269 |
| Pages | 25095-105 |
| Authors | Baron AJ, Stevens C, Wilmot C, Seneviratne KD, Blakeley V, Dooley DM, Phillips SE, Knowles PF, McPherson MJ |
| Title |
Structure and mechanism of galactose oxidase. |
| Related PDB | |
| Related UniProtKB | |
| [14] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 8182749 |
| Journal | J Mol Biol |
| Year | 1994 |
| Volume | 238 |
| Pages | 794-814 |
| Authors | Ito N, Phillips SE, Yadav KD, Knowles PF |
| Title |
Crystal structure of a free radical enzyme, |
| Related PDB | |
| Related UniProtKB | |
| [15] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 8654695 |
| Journal | Biochem Soc Trans |
| Year | 1995 |
| Volume | 23 |
| Pages | 510S |
| Authors | Reynolds MP, Baron AJ, Wilmot CM, Phillips SE, Knowles PF, McPherson MJ |
| Title | Tyrosine 495 is a key residue in the active site of galactose oxidase. |
| Related PDB | |
| Related UniProtKB | |
| [16] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 8524154 |
| Journal | Methods Enzymol |
| Year | 1995 |
| Volume | 258 |
| Pages | 235-62 |
| Authors | Ito N, Knowles PF, Phillips SE |
| Title | X-ray crystallographic studies of cofactors in galactose oxidase. |
| Related PDB | |
| Related UniProtKB | |
| [17] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 8524155 |
| Journal | Methods Enzymol |
| Year | 1995 |
| Volume | 258 |
| Pages | 262-77 |
| Authors | Whittaker JW |
| Title | Spectroscopic studies of galactose oxidase. |
| Related PDB | |
| Related UniProtKB | |
| [18] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 8916929 |
| Journal | Biochemistry |
| Year | 1996 |
| Volume | 35 |
| Pages | 14425-35 |
| Authors | Wachter RM, Branchaud BP |
| Title | Thiols as mechanistic probes for catalysis by the free radical enzyme galactose oxidase. |
| Related PDB | |
| Related UniProtKB | |
| [19] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 9622494 |
| Journal | Biochemistry |
| Year | 1998 |
| Volume | 37 |
| Pages | 8426-36 |
| Authors | Whittaker MM, Ballou DP, Whittaker JW |
| Title | Kinetic isotope effects as probes of the mechanism of galactose oxidase. |
| Related PDB | |
| Related UniProtKB | |
| [20] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 9684896 |
| Journal | Protein Sci |
| Year | 1998 |
| Volume | 7 |
| Pages | 1626-31 |
| Authors | Baumgartner S, Hofmann K, Chiquet-Ehrismann R, Bucher P |
| Title | The discoidin domain family revisited: new members from prokaryotes and a homology-based fold prediction. |
| Related PDB | |
| Related UniProtKB | |
| [21] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 9438841 |
| Journal | Science |
| Year | 1998 |
| Volume | 279 |
| Pages | 537-40 |
| Authors | Wang Y, DuBois JL, Hedman B, Hodgson KO, Stack TD |
| Title | Catalytic galactose oxidase models: biomimetic Cu(II)-phenoxyl-radical reactivity. |
| Related PDB | |
| Related UniProtKB | |
| [22] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 10805536 |
| Journal | Anal Biochem |
| Year | 2000 |
| Volume | 280 |
| Pages | 173-7 |
| Authors | Basu SS, Dotson GD, Raetz CR |
| Title | A facile enzymatic synthesis of uridine diphospho-[14C]galacturonic acid. |
| Related PDB | |
| Related UniProtKB | |
| [23] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 10819469 |
| Journal | J Biol Inorg Chem |
| Year | 2000 |
| Volume | 5 |
| Pages | 236-50 |
| Authors | Rothlisberger U, Carloni P, Doclo K, Parrinello M |
| Title | A comparative study of galactose oxidase and active site analogs based on QM/MM Car-Parrinello simulations. |
| Related PDB | |
| Related UniProtKB | |
| [24] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 11948877 |
| Journal | Chembiochem |
| Year | 2001 |
| Volume | 2 |
| Pages | 884-94 |
| Authors | Bulter T, Schumacher T, Namdjou DJ, Gutierrez Gallego R, Clausen H, Elling L |
| Title | Chemoenzymatic synthesis of biotinylated nucleotide sugars as substrates for glycosyltransferases. |
| Related PDB | |
| Related UniProtKB | |
| [25] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 11170534 |
| Journal | Inorg Chem |
| Year | 2001 |
| Volume | 40 |
| Pages | 294-300 |
| Authors | Wright C, Im SC, Twitchett MB, Saysell CG, Sokolowski A, Sykes AG |
| Title |
Thermodynamic, |
| Related PDB | |
| Related UniProtKB | |
| [26] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 11698678 |
| Journal | Proc Natl Acad Sci U S A |
| Year | 2001 |
| Volume | 98 |
| Pages | 12932-7 |
| Authors | Firbank SJ, Rogers MS, Wilmot CM, Dooley DM, Halcrow MA, Knowles PF, McPherson MJ, Phillips SE |
| Title | Crystal structure of the precursor of galactose oxidase: an unusual self-processing enzyme. |
| Related PDB | 1k3i |
| Related UniProtKB | |
| [27] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 12203454 |
| Journal | Angew Chem Int Ed Engl |
| Year | 2002 |
| Volume | 41 |
| Pages | 3047-50 |
| Authors | Thomas F, Gellon G, Gautier-Luneau I, Saint-Aman E, Pierre JL |
| Title | A structural and functional model of galactose oxidase: control of the one-electron oxidized active form through two differentiated phenolic arms in a tripodal ligand. |
| Related PDB | |
| Related UniProtKB | |
| [28] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 12009437 |
| Journal | Bioelectrochemistry |
| Year | 2002 |
| Volume | 56 |
| Pages | 23-5 |
| Authors | Tkac J, Vostiar I, Gemeiner P, Sturdik E |
| Title | Indirect evidence of direct electron communication between the active site of galactose oxidase and a graphite electrode. |
| Related PDB | |
| Related UniProtKB | |
| [29] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 12058898 |
| Journal | J Chromatogr A |
| Year | 2002 |
| Volume | 954 |
| Pages | 137-50 |
| Authors | Mazitsos CF, Rigden DJ, Tsoungas PG, Clonis YD |
| Title | Galactosyl-biomimetic dye-ligands for the purification of Dactylium dendroides galactose oxidase. |
| Related PDB | |
| Related UniProtKB | |
| [30] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 12027633 |
| Journal | Org Lett |
| Year | 2002 |
| Volume | 4 |
| Pages | 1863-6 |
| Authors | Andreana PR, Xie W, Cheng HN, Qiao L, Murphy DJ, Gu QM, Wang PG |
| Title | In situ preparation of beta-D-1-O-hydroxylamino carbohydrate polymers mediated by galactose oxidase. |
| Related PDB | |
| Related UniProtKB | |
| [31] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 12027632 |
| Journal | Org Lett |
| Year | 2002 |
| Volume | 4 |
| Pages | 1859-62 |
| Authors | Chang D, Feiten HJ, Engesser KH, van Beilen JB, Witholt B, Li Z |
| Title |
Practical syntheses of N-substituted 3-hydroxyazetidines and 4-hydroxypiperidines by hydroxylation with Sphingomonas sp. |
| Related PDB | |
| Related UniProtKB | |
| [32] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 12797833 |
| Journal | Chem Rev |
| Year | 2003 |
| Volume | 103 |
| Pages | 2347-63 |
| Authors | Whittaker JW |
| Title | Free radical catalysis by galactose oxidase. |
| Related PDB | |
| Related UniProtKB | |
| [33] | |
| Resource | |
| Comments | |
| Medline ID | |
| PubMed ID | 15047910 |
| Journal | Protein Eng Des Sel |
| Year | 2004 |
| Volume | 17 |
| Pages | 141-8 |
| Authors | Wilkinson D, Akumanyi N, Hurtado-Guerrero R, Dawkes H, Knowles PF, Phillips SE, McPherson MJ |
| Title | Structural and kinetic studies of a series of mutants of galactose oxidase identified by directed evolution. |
| Related PDB | 1t2x |
| Related UniProtKB | |
| Comments |
|---|
|
This enzyme catalyze two distinct reactions:
(A) Reduction of alcohol substrate, (B) Reduction of dioxygen (O2), |
| Created | Updated |
|---|---|
| 2005-04-28 | 2009-02-26 |