|
Enzyme Name | UniProtKB | KEGG |
---|
| P00947 |
---|
Protein name | Steroid Delta-isomerase | steroid Delta-isomerasehydroxysteroid isomerasesteroid isomeraseDelta5-ketosteroid isomeraseDelta5(or Delta4)-3-keto steroid isomeraseDelta5-steroid isomerase3-oxosteroid isomeraseDelta5-3-keto steroid isomeraseDelta5-3-oxosteroid isomerase |
---|
Synonyms | EC 5.3.3.1Delta(5)-3-ketosteroid isomerase |
---|
Pfam | PF02136 (NTF2) [Graphical view]
|
---|
KEGG pathways | MAP code | Pathways |
---|
MAP00140 | C21-Steroid hormone metabolism | MAP00150 | Androgen and estrogen metabolism |
UniProtKB:Accession Number | P00947 |
---|
Entry name | SDIS_COMTE |
---|
Activity | A 3-oxo-Delta(5)-steroid = a 3-oxo-Delta(4)- steroid. |
---|
Subunit | Homodimer. |
---|
Subcellular location |
|
---|
Cofactor |
|
---|
Compound table: links to PDB-related databases & PoSSuM |
---|
| Substrates | Products | intermediates |
---|
KEGG-id | C01034 | C00619 | I00017 |
---|
Compound | 3-Oxo-delta5-steroid | 3-Oxo-delta4-steroid | 3-Hydroxy-androsta-3,5-dien |
---|
Type | carbohydrate,steroid | carbohydrate,steroid |
|
---|
ChEBI |
| 47909
|
|
---|
PubChem | 439372
| 439274
|
|
---|
| | | | | | | | | | |
---|
1buqA |  |  |  |  |  |  |  | Unbound | Analogue:NTH | Unbound |
---|
1buqB |  |  |  |  |  |  |  | Unbound | Analogue:NTH | Unbound |
---|
1iskA |  |  |  |  |  |  |  | Unbound | Unbound | Unbound |
---|
1iskB |  |  |  |  |  |  |  | Unbound | Unbound | Unbound |
---|
1ocvA |  |  |  |  |  |  |  | Unbound | Unbound | Unbound |
---|
1ocvB |  |  |  |  |  |  |  | Unbound | Unbound | Unbound |
---|
1ocvC |  |  |  |  |  |  |  | Unbound | Unbound | Unbound |
---|
1ocvD |  |  |  |  |  |  |  | Unbound | Unbound | Unbound |
---|
1ogzA |  |  |  |  |  |  |  | Unbound | Unbound | Intermediate-analogue:EQU |
---|
1ohpA |  |  |  |  |  |  |  | Analogue:ESR | Unbound | Unbound |
---|
1ohpB |  |  |  |  |  |  |  | Analogue:ESR | Unbound | Unbound |
---|
1ohpC |  |  |  |  |  |  |  | Analogue:ESR | Unbound | Unbound |
---|
1ohpD |  |  |  |  |  |  |  | Analogue:ESR | Unbound | Unbound |
---|
1ohsA |  |  |  |  |  |  |  | Analogue:5SD | Unbound | Unbound |
---|
1ohsB |  |  |  |  |  |  |  | Analogue:5SD | Unbound | Unbound |
---|
1ohsC |  |  |  |  |  |  |  | Analogue:5SD | Unbound | Unbound |
---|
1ohsD |  |  |  |  |  |  |  | Unbound | Unbound | Unbound |
---|
1qjgA |  |  |  |  |  |  |  | Unbound | Unbound | Intermediate-analogue:EQU |
---|
1qjgB |  |  |  |  |  |  |  | Unbound | Unbound | Intermediate-analogue:EQU |
---|
1qjgC |  |  |  |  |  |  |  | Unbound | Unbound | Intermediate-analogue:EQU |
---|
1qjgD |  |  |  |  |  |  |  | Unbound | Unbound | Intermediate-analogue:EQU |
---|
1qjgE |  |  |  |  |  |  |  | Unbound | Unbound | Intermediate-analogue:EQU |
---|
1qjgF |  |  |  |  |  |  |  | Unbound | Unbound | Intermediate-analogue:EQU |
---|
8choA |  |  |  |  |  |  |  | Unbound | Unbound | Unbound |
---|
Active-site residues | resource |
---|
literature [38], [41] | pdb | Catalytic residues | comment |
---|
| | | | | | | | | |
---|
1buqA |  |  |  |  |  |  |  | TYR 14;ASP 38; ;ASP 99
| mutant Y55F, Y88F
|
---|
1buqB |  |  |  |  |  |  |  | TYR 214;ASP 238; ;ASP 299
| mutant Y255F, Y288F
|
---|
1iskA |  |  |  |  |  |  |  | TYR 14;ASP 38;TYR 55;ASP 99
|
|
---|
1iskB |  |  |  |  |  |  |  | TYR 14;ASP 38;TYR 55;ASP 99
|
|
---|
1ocvA |  |  |  |  |  |  |  | TYR 14;ASP 38;TYR 55;ASP 99
| mutant T83I, F116W
|
---|
1ocvB |  |  |  |  |  |  |  | TYR 214;ASP 238;TYR 255;ASP 299
| mutant T283I, F316W
|
---|
1ocvC |  |  |  |  |  |  |  | TYR 414;ASP 438;TYR 455;ASP 499
| mutant T483I, F516W
|
---|
1ocvD |  |  |  |  |  |  |  | TYR 614;ASP 638;TYR 655;ASP 699
| mutant T683I, F716W
|
---|
1ogzA |  |  |  |  |  |  |  | TYR 14;ASP 38;TYR 55;ASP 99
| mutant P39A, T83I
|
---|
1ohpA |  |  |  |  |  |  |  | TYR 14; ;TYR 55;ASP 99
| mutant D38N, T83I
|
---|
1ohpB |  |  |  |  |  |  |  | TYR 214; ;TYR 255;ASP 299
| mutant D238N, T283I
|
---|
1ohpC |  |  |  |  |  |  |  | TYR 14; ;TYR 55;ASP 99
| mutant D38N, T83I
|
---|
1ohpD |  |  |  |  |  |  |  | TYR 214; ;TYR 255;ASP 299
| mutant D238N, T283I
|
---|
1ohsA |  |  |  |  |  |  |  | ; ;TYR 55;ASP 99
| mutant Y14F, D38N, T83I
|
---|
1ohsB |  |  |  |  |  |  |  | ; ;TYR 255;ASP 299
| mutant Y214F, D238N, T283I
|
---|
1ohsC |  |  |  |  |  |  |  | ; ;TYR 55;ASP 99
| mutant Y14F, D38N, T83I
|
---|
1ohsD |  |  |  |  |  |  |  | ; ;TYR 255;ASP 299
| mutant Y214F, D238N, T283I
|
---|
1qjgA |  |  |  |  |  |  |  | TYR 14; ;TYR 55;ASP 99
| mutant D38N, T83I
|
---|
1qjgB |  |  |  |  |  |  |  | TYR 14; ;TYR 55;ASP 99
| mutant D38N, T83I
|
---|
1qjgC |  |  |  |  |  |  |  | TYR 14; ;TYR 55;ASP 99
| mutant D38N, T83I
|
---|
1qjgD |  |  |  |  |  |  |  | TYR 14; ;TYR 55;ASP 99
| mutant D38N, T83I
|
---|
1qjgE |  |  |  |  |  |  |  | TYR 14; ;TYR 55;ASP 99
| mutant D38N, T83I
|
---|
1qjgF |  |  |  |  |  |  |  | TYR 14; ;TYR 55;ASP 99
| mutant D38N, T83I
|
---|
8choA |  |  |  |  |  |  |  | TYR 14;ASP 38;TYR 55;ASP 99
| mutant T83I
|
---|
References for Catalytic Mechanism | References | Sections | No. of steps in catalysis |
---|
[3] | Fig.9, p.3935-3936 |
| [4] | Fig.13, p.158-159 |
| [5] | Fig.1, p.10271, p.10276-10277 |
| [6] | Fig.1, Fig.2, Fig.6, p.7498-7500 |
| [7] | Fig.1, Fig.2, Fig.9, p.3169-3170, 3176-3178 |
| [8] | Fig.1, p.4991-4992, p.4993-4996 |
| [9] | Fig.1, Scheme 1, Fig.6, p.10859, p.10863-10865 |
| [10] | equation (1), p.694 |
| [11] | Fig.1, p.1817, p.1823 |
| [12] | Fig.1, p.2682-2683 |
| [13] | Scheme 1, Scheme 4, Scheme 8, p.12178-12182 |
| [14] | Fig.1, Fig.4, p.2678-2680 |
| [15] | Scheme 1, p.13896, p.13900-13902 |
| [16] | Scheme 1, p.14245-14246, p.14250-14252 |
| [17] | p.6569-6571 |
| [19] | Scheme 1, Scheme 4, p.15456-15458 |
| [20] | Scheme 1, Scheme 3, p.6441-6442 |
| [21] | Fig.1, p.1525-1526 |
| [22] | Fig.1, p.8220 |
| [24] | p.14033-14036 |
| [25] | Fig.1, p.14616-14617, p.14625 |
| [26] | Fig.1, p.3468-3471 |
| [27] | p.7745-7747 |
| [28] | Fig.1 |
| [29] | Scheme 1, p.417 |
| [30] | p.8329 |
| [31] | Fig.1, p.14708-14711 |
| [32] | Scheme 1, p.6763-6765 |
| [33] | Scheme 2, Scheme 4, Scheme 5, p.10-14 |
| [34] | Scheme 1 |
| [35] | Fig.1, p.32863-32864 |
| [36] | Fig.2, p.907-909 |
| [37] | Scheme 1 |
| [38] | Fig.1, p.4587-4588 |
| [39] | p.13891, p.13894-13896 |
| [40] | Fig.1b, p.41101-41105 |
| [41] | Fig.1, p.6834-6835 |
| [42] | p.13535-13537 |
| [44] | Fig.2, p.675-676 |
| [45] | Scheme 1, p.9912 |
| [46] | Fig.1, p.15734 |
| [47] | Scheme 1, Scheme 2, p.7558-7561 |
| [48] | Scheme 1, Scheme 2, Scheme 3, p.907-911 |
| [49] | Scheme 1, p.108-109 |
| [50] | Scheme 1, p.28233-28236 |
| [51] | p.971-972 |
| [52] | Scheme 1 |
| [53] | Fig.4, p.503-505, p.511-514 |
|
references | [1] |
---|
Comments | CHARACTERIZATION. |
---|
Medline ID | 74032505 |
---|
PubMed ID | 4753764 |
---|
Journal | FEBS Lett |
---|
Year | 1973 |
---|
Volume | 37 |
---|
Pages | 82-8 |
---|
Authors | Weintraub H, Vincent F, Baulieu EE, Alfsen A |
---|
Title | Molecular weight determination and structural studies of Pseudomonas testosteroni delta 5 leads to 4-3-oxosteroid isomerase (EC 5.3.3.1). |
---|
Related UniProtKB | P00947 |
---|
[2] |
---|
PubMed ID | 6746641 |
---|
Journal | J Biol Chem |
---|
Year | 1984 |
---|
Volume | 259 |
---|
Pages | 9096-103 |
---|
Authors | Westbrook EM, Piro OE, Sigler PB |
---|
Title | The 6-A crystal structure of delta 5-3-ketosteroid isomerase. Architecture and location of the active center. |
---|
[3] |
---|
PubMed ID | 2888482 |
---|
Journal | Biochemistry |
---|
Year | 1987 |
---|
Volume | 26 |
---|
Pages | 3927-37 |
---|
Authors | Kuliopulos A, Westbrook EM, Talalay P, Mildvan AS |
---|
Title | Positioning of a spin-labeled substrate analogue into the structure of delta 5-3-ketosteroid isomerase by combined kinetic, magnetic resonance, and X-ray diffraction methods. |
---|
[4] |
---|
PubMed ID | 2706241 |
---|
Journal | Biochemistry |
---|
Year | 1989 |
---|
Volume | 28 |
---|
Pages | 149-59 |
---|
Authors | Kuliopulos A, Mildvan AS, Shortle D, Talalay P |
---|
Title | Kinetic and ultraviolet spectroscopic studies of active-site mutants of delta 5-3-ketosteroid isomerase. |
---|
[5] |
---|
PubMed ID | 2271654 |
---|
Journal | Biochemistry |
---|
Year | 1990 |
---|
Volume | 29 |
---|
Pages | 10271-80 |
---|
Authors | Kuliopulos A, Talalay P, Mildvan AS |
---|
Title | Combined effects of two mutations of catalytic residues on the ketosteroid isomerase reaction. |
---|
[6] |
---|
PubMed ID | 2223781 |
---|
Journal | Biochemistry |
---|
Year | 1990 |
---|
Volume | 29 |
---|
Pages | 7491-500 |
---|
Authors | Xue LA, Talalay P, Mildvan AS |
---|
Title | Studies of the mechanism of the delta 5-3-ketosteroid isomerase reaction by substrate, solvent, and combined kinetic deuterium isotope effects on wild-type and mutant enzymes. |
---|
[7] |
---|
PubMed ID | 2009258 |
---|
Journal | Biochemistry |
---|
Year | 1991 |
---|
Volume | 30 |
---|
Pages | 3169-78 |
---|
Authors | Kuliopulos A, Mullen GP, Xue L, Mildvan AS |
---|
Title | Stereochemistry of the concerted enolization catalyzed by delta 5-3-ketosteroid isomerase. |
---|
[8] |
---|
PubMed ID | 2036366 |
---|
Journal | Biochemistry |
---|
Year | 1991 |
---|
Volume | 30 |
---|
Pages | 4991-7 |
---|
Authors | Xue LA, Kuliopulos A, Mildvan AS, Talalay P |
---|
Title | Catalytic mechanism of an active-site mutant (D38N) of delta 5-3-ketosteroid isomerase. Direct spectroscopic evidence for dienol intermediates. |
---|
[9] |
---|
PubMed ID | 1932008 |
---|
Journal | Biochemistry |
---|
Year | 1991 |
---|
Volume | 30 |
---|
Pages | 10858-65 |
---|
Authors | Xue LA, Talalay P, Mildvan AS |
---|
Title | Studies of the catalytic mechanism of an active-site mutant (Y14F) of delta 5-3-ketosteroid isomerase by kinetic deuterium isotope effects. |
---|
[10] |
---|
PubMed ID | 8093664 |
---|
Journal | Biochemistry |
---|
Year | 1993 |
---|
Volume | 32 |
---|
Pages | 694-8 |
---|
Authors | Hawkinson DC, Pollack RM |
---|
Title | Is a proton relay involved in the mechanism of 3-oxo-delta 5-steroid isomerase? |
---|
[11] |
---|
PubMed ID | 8439542 |
---|
Journal | Biochemistry |
---|
Year | 1993 |
---|
Volume | 32 |
---|
Pages | 1816-24 |
---|
Authors | Li YK, Kuliopulos A, Mildvan AS, Talalay P |
---|
Title | Environments and mechanistic roles of the tyrosine residues of delta 5-3-ketosteroid isomerase. |
---|
[12] |
---|
PubMed ID | 8117732 |
---|
Journal | Biochemistry |
---|
Year | 1994 |
---|
Volume | 33 |
---|
Pages | 2682-7 |
---|
Authors | Brooks B, Benisek WF |
---|
Title | Mechanism of the reaction catalyzed by delta 5-3-ketosteroid isomerase of Comamonas (Pseudomonas) testosteroni: kinetic properties of a modified enzyme in which tyrosine 14 is replaced by 3-fluorotyrosine. |
---|
[13] |
---|
PubMed ID | 7918439 |
---|
Journal | Biochemistry |
---|
Year | 1994 |
---|
Volume | 33 |
---|
Pages | 12172-83 |
---|
Authors | Hawkinson DC, Pollack RM, Ambulos NP Jr |
---|
Title | Evaluation of the internal equilibrium constant for 3-oxo-delta 5-steroid isomerase using the D38E and D38N mutants: the energetic basis for catalysis. |
---|
[14] |
---|
PubMed ID | 8117731 |
---|
Journal | Biochemistry |
---|
Year | 1994 |
---|
Volume | 33 |
---|
Pages | 2672-81 |
---|
Authors | Holman CM, Benisek WF |
---|
Title | Extent of proton transfer in the transition states of the reaction catalyzed by the delta 5-3-ketosteroid isomerase of Comamonas (Pseudomonas) testosteroni: site-specific replacement of the active site base, aspartate 38, by the weaker base alanine-3-sulfinate. |
---|
[15] |
---|
PubMed ID | 7947798 |
---|
Journal | Biochemistry |
---|
Year | 1994 |
---|
Volume | 33 |
---|
Pages | 13896-902 |
---|
Authors | Zawrotny ME, Pollack RM |
---|
Title | Reaction energetics of a mutant 3-oxo-delta 5-steroid isomerase with an altered active site base (D38E). |
---|
[16] |
---|
PubMed ID | 7578024 |
---|
Journal | Biochemistry |
---|
Year | 1995 |
---|
Volume | 34 |
---|
Pages | 14245-53 |
---|
Authors | Holman CM, Benisek WF |
---|
Title | Insights into the catalytic mechanism and active-site environment of Comamonas testosteroni delta 5-3-ketosteroid isomerase as revealed by site-directed mutagenesis of the catalytic base aspartate-38. |
---|
[17] |
---|
PubMed ID | 7756287 |
---|
Journal | Biochemistry |
---|
Year | 1995 |
---|
Volume | 34 |
---|
Pages | 6562-72 |
---|
Authors | Zhao Q, Li YK, Mildvan AS, Talalay P |
---|
Title | Ultraviolet spectroscopic evidence for decreased motion of the active site tyrosine residue of delta 5-3-ketosteroid isomerase by steroid binding. |
---|
[18] |
---|
PubMed ID | 7730300 |
---|
Journal | J Bacteriol |
---|
Year | 1995 |
---|
Volume | 177 |
---|
Pages | 2602-5 |
---|
Authors | Kim SW, Choi KY |
---|
Title | Identification of active site residues by site-directed mutagenesis of delta 5-3-ketosteroid isomerase from Pseudomonas putida biotype B. |
---|
[19] |
---|
PubMed ID | 7492546 |
---|
Journal | Biochemistry |
---|
Year | 1995 |
---|
Volume | 34 |
---|
Pages | 15453-8 |
---|
Authors | Brothers PN, Blotny G, Qi L, Pollack RM |
---|
Title | An active site phenylalanine of 3-oxo-delta 5-steroid isomerase is catalytically important for proton transfer. |
---|
[20] |
---|
PubMed ID | 8639590 |
---|
Journal | Biochemistry |
---|
Year | 1996 |
---|
Volume | 35 |
---|
Pages | 6438-42 |
---|
Authors | Zawrotny ME, Hawkinson DC, Blotny G, Pollack RM |
---|
Title | Mechanism of proton transfer in the isomerization of 5-androstene-3, 17-dione by 3-oxo-delta 5-steroid isomerase and its D38E mutant. |
---|
[21] |
---|
PubMed ID | 8634283 |
---|
Journal | Biochemistry |
---|
Year | 1996 |
---|
Volume | 35 |
---|
Pages | 1525-32 |
---|
Authors | Zhao Q, Abeygunawardana C, Mildvan AS |
---|
Title | 13C NMR relaxation studies of backbone and side chain motion of the catalytic tyrosine residue in free and steroid-bound delta 5-3-ketosteroid isomerase. |
---|
[22] |
---|
PubMed ID | 8710850 |
---|
Journal | Proc Natl Acad Sci U S A |
---|
Year | 1996 |
---|
Volume | 93 |
---|
Pages | 8220-4 |
---|
Authors | Zhao Q, Abeygunawardana C, Talalay P, Mildvan AS |
---|
Title | NMR evidence for the participation of a low-barrier hydrogen bond in the mechanism of delta 5-3-ketosteroid isomerase. |
---|
[23] |
---|
PubMed ID | 8859999 |
---|
Journal | Proteins |
---|
Year | 1996 |
---|
Volume | 24 |
---|
Pages | 514-5 |
---|
Authors | Oh BH, Kim SW, Ryu SE, Kim SS, Yoon MK, Choi KY |
---|
Title | Crystallization and preliminary x-ray crystallographic studies of ketosteroid isomerase from Pseudomonas putida biotype B. |
---|
[24] |
---|
Comments | X-RAY CRYSTALLOGRAPHY (2.3 ANGSTROMS). |
---|
Medline ID | 98039133 |
---|
PubMed ID | 9369474 |
---|
Journal | Biochemistry |
---|
Year | 1997 |
---|
Volume | 36 |
---|
Pages | 14030-6 |
---|
Authors | Kim SW, Cha SS, Cho HS, Kim JS, Ha NC, Cho MJ, Joo S, Kim KK, Choi KY, Oh BH |
---|
Title | High-resolution crystal structures of delta5-3-ketosteroid isomerase with and without a reaction intermediate analogue. |
---|
Related PDB | 4tsu,8cho,1oh0 |
---|
Related UniProtKB | P00947,P07445 |
---|
[25] |
---|
PubMed ID | 9398180 |
---|
Journal | Biochemistry |
---|
Year | 1997 |
---|
Volume | 36 |
---|
Pages | 14616-26 |
---|
Authors | Zhao Q, Abeygunawardana C, Gittis AG, Mildvan AS |
---|
Title | Hydrogen bonding at the active site of delta 5-3-ketosteroid isomerase. |
---|
[26] |
---|
PubMed ID | 9131995 |
---|
Journal | Biochemistry |
---|
Year | 1997 |
---|
Volume | 36 |
---|
Pages | 3458-72 |
---|
Authors | Zhao Q, Abeygunawardana C, Mildvan AS |
---|
Title | NMR studies of the secondary structure in solution and the steroid binding site of delta5-3-ketosteroid isomerase in complexes with diamagnetic and paramagnetic steroids. |
---|
[27] |
---|
PubMed ID | 9401033 |
---|
Journal | J Bacteriol |
---|
Year | 1997 |
---|
Volume | 179 |
---|
Pages | 7742-7 |
---|
Authors | Kim SW, Joo S, Choi G, Cho HS, Oh BH, Choi KY |
---|
Title | Mutational analysis of the three cysteines and active-site aspartic acid 103 of ketosteroid isomerase from Pseudomonas putida biotype B. |
---|
[28] |
---|
PubMed ID | 9342312 |
---|
Journal | Proc Natl Acad Sci U S A |
---|
Year | 1997 |
---|
Volume | 94 |
---|
Pages | 11773-6 |
---|
Authors | Lin CH, Hoffman TZ, Wirsching P, Barbas CF 3rd, Janda KD, Lerner RA |
---|
Title | On roads not taken in the evolution of protein catalysts: antibody steroid isomerases that use an enamine mechanism. |
---|
[29] |
---|
Comments | STRUCTURE BY NMR. |
---|
Medline ID | 97258944 |
---|
PubMed ID | 9103200 |
---|
Journal | Science |
---|
Year | 1997 |
---|
Volume | 276 |
---|
Pages | 415-8 |
---|
Authors | Wu ZR, Ebrahimian S, Zawrotny ME, Thornburg LD, Perez-Alvarado GC, Brothers P, Pollack RM, Summers MF |
---|
Title | Solution structure of 3-oxo-delta5-steroid isomerase. |
---|
Related PDB | 1isk,1opy |
---|
Related UniProtKB | P00947 |
---|
[30] |
---|
PubMed ID | 9622484 |
---|
Journal | Biochemistry |
---|
Year | 1998 |
---|
Volume | 37 |
---|
Pages | 8325-30 |
---|
Authors | Cho HS, Choi G, Choi KY, Oh BH |
---|
Title | Crystal structure and enzyme mechanism of Delta 5-3-ketosteroid isomerase from Pseudomonas testosteroni. |
---|
[31] |
---|
Comments | X-ray crystallography |
---|
PubMed ID | 9778345 |
---|
Journal | Biochemistry |
---|
Year | 1998 |
---|
Volume | 37 |
---|
Pages | 14701-12 |
---|
Authors | Massiah MA, Abeygunawardana C, Gittis AG, Mildvan AS |
---|
Title | Solution structure of Delta 5-3-ketosteroid isomerase complexed with the steroid 19-nortestosterone hemisuccinate. |
---|
Related PDB | 1buq |
---|
[32] |
---|
PubMed ID | 9578560 |
---|
Journal | Biochemistry |
---|
Year | 1998 |
---|
Volume | 37 |
---|
Pages | 6760-6 |
---|
Authors | Qi L, Pollack RM |
---|
Title | Catalytic contribution of phenylalanine-101 of 3-oxo-Delta 5-steroid isomerase. |
---|
[33] |
---|
PubMed ID | 10496971 |
---|
Journal | Arch Biochem Biophys |
---|
Year | 1999 |
---|
Volume | 370 |
---|
Pages | 9-15 |
---|
Authors | Pollack RM, Thornburg LD, Wu ZR, Summers MF |
---|
Title | Mechanistic insights from the three-dimensional structure of 3-oxo-Delta(5)-steroid isomerase. |
---|
[34] |
---|
Comments | X-ray crystallography |
---|
PubMed ID | 10529226 |
---|
Journal | Biochemistry |
---|
Year | 1999 |
---|
Volume | 38 |
---|
Pages | 13810-9 |
---|
Authors | Kim DH, Nam GH, Jang DS, Choi G, Joo S, Kim JS, Oh BH, Choi KY |
---|
Title | Roles of active site aromatic residues in catalysis by ketosteroid isomerase from Pseudomonas putida biotype B. |
---|
Related PDB | 1c7h |
---|
[35] |
---|
Comments | X-RAY CRYSTALLOGRAPHY (2.3 ANGSTROMS). |
---|
Medline ID | 20020257 |
---|
PubMed ID | 10551849 |
---|
Journal | J Biol Chem |
---|
Year | 1999 |
---|
Volume | 274 |
---|
Pages | 32863-8 |
---|
Authors | Cho HS, Ha NC, Choi G, Kim HJ, Lee D, Oh KS, Kim KS, Lee W, Choi KY, Oh BH |
---|
Title | Crystal structure of delta(5)-3-ketosteroid isomerase from Pseudomonas testosteroni in complex with equilenin settles the correct hydrogen bonding scheme for transition state stabilization. |
---|
Related PDB | 1qjg |
---|
Related UniProtKB | P00947 |
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[36] |
---|
Comments | X-ray crystallography |
---|
PubMed ID | 10653633 |
---|
Journal | Biochemistry |
---|
Year | 2000 |
---|
Volume | 39 |
---|
Pages | 903-9 |
---|
Authors | Choi G, Ha NC, Kim SW, Kim DH, Park S, Oh BH, Choi KY |
---|
Title | Asp-99 donates a hydrogen bond not to Tyr-14 but to the steroid directly in the catalytic mechanism of Delta 5-3-ketosteroid isomerase from Pseudomonas putida biotype B. |
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Related PDB | 1cqs |
---|
[37] |
---|
PubMed ID | 10727228 |
---|
Journal | Biochemistry |
---|
Year | 2000 |
---|
Volume | 39 |
---|
Pages | 3351-9 |
---|
Authors | Henot F, Pollack RM |
---|
Title | Catalytic activity of the D38A mutant of 3-oxo-Delta 5-steroid isomerase: recruitment of aspartate-99 as the base. |
---|
[38] |
---|
Comments | X-ray crystallography |
---|
PubMed ID | 10769113 |
---|
Journal | Biochemistry |
---|
Year | 2000 |
---|
Volume | 39 |
---|
Pages | 4581-9 |
---|
Authors | Kim DH, Jang DS, Nam GH, Choi G, Kim JS, Ha NC, Kim MS, Oh BH, Choi KY |
---|
Title | Contribution of the hydrogen-bond network involving a tyrosine triad in the active site to the structure and function of a highly proficient ketosteroid isomerase from Pseudomonas putida biotype B. |
---|
Related PDB | 1dmm,1dmn,1dmq |
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[39] |
---|
PubMed ID | 11076530 |
---|
Journal | Biochemistry |
---|
Year | 2000 |
---|
Volume | 39 |
---|
Pages | 13891-6 |
---|
Authors | Oh KS, Cha SS, Kim DH, Cho HS, Ha NC, Choi G, Lee JY, Tarakeshwar P, Son HS, Choi KY, Oh BH, Kim KS |
---|
Title | Role of catalytic residues in enzymatic mechanisms of homologous ketosteroid isomerases. |
---|
[40] |
---|
Comments | X-ray crystallography |
---|
PubMed ID | 11007792 |
---|
Journal | J Biol Chem |
---|
Year | 2000 |
---|
Volume | 275 |
---|
Pages | 41100-6 |
---|
Authors | Ha NC, Kim MS, Lee W, Choi KY, Oh BH |
---|
Title | Detection of large pKa perturbations of an inhibitor and a catalytic group at an enzyme active site, a mechanistic basis for catalytic power of many enzymes. |
---|
Related PDB | 1e3r,1e3v,1ogx |
---|
[41] |
---|
Comments | X-ray crystallography |
---|
PubMed ID | 11389596 |
---|
Journal | Biochemistry |
---|
Year | 2001 |
---|
Volume | 40 |
---|
Pages | 6828-35 |
---|
Authors | Choi G, Ha NC, Kim MS, Hong BH, Oh BH, Choi KY |
---|
Title | Pseudoreversion of the catalytic activity of Y14F by the additional substitution(s) of tyrosine with phenylalanine in the hydrogen bond network of delta 5-3-ketosteroid isomerase from Pseudomonas putida biotype B. |
---|
Related PDB | 1e97,1ea2 |
---|
[42] |
---|
Comments | X-ray crystallography |
---|
PubMed ID | 11695900 |
---|
Journal | Biochemistry |
---|
Year | 2001 |
---|
Volume | 40 |
---|
Pages | 13529-37 |
---|
Authors | Nam GH, Jang DS, Cha SS, Lee TH, Kim DH, Hong BH, Yun YS, Oh BH, Choi KY |
---|
Title | Maintenance of alpha-helical structures by phenyl rings in the active-site tyrosine triad contributes to catalysis and stability of ketosteroid isomerase from Pseudomonas putida biotype B. |
---|
Related PDB | 1k41 |
---|
[43] |
---|
PubMed ID | 11300777 |
---|
Journal | Biochemistry |
---|
Year | 2001 |
---|
Volume | 40 |
---|
Pages | 3967-73 |
---|
Authors | Yun S, Jang DS, Kim DH, Choi KY, Lee HC |
---|
Title | 15N NMR relaxation studies of backbone dynamics in free and steroid-bound Delta 5-3-ketosteroid isomerase from Pseudomonas testosteroni. |
---|
[44] |
---|
PubMed ID | 11751047 |
---|
Journal | Curr Opin Struct Biol |
---|
Year | 2001 |
---|
Volume | 11 |
---|
Pages | 674-8 |
---|
Authors | Ha NC, Choi G, Choi KY, Oh BH |
---|
Title | Structure and enzymology of Delta5-3-ketosteroid isomerase. |
---|
[45] |
---|
PubMed ID | 11583562 |
---|
Journal | J Am Chem Soc |
---|
Year | 2001 |
---|
Volume | 123 |
---|
Pages | 9912-3 |
---|
Authors | Thornburg LD, Goldfeder YR, Wilde TC, Pollack RM |
---|
Title | Selective catalysis of elementary steps by Asp-99 and Tyr-14 of 3-Oxo-delta(5)-steroid isomerase. |
---|
[46] |
---|
PubMed ID | 12501201 |
---|
Journal | Biochemistry |
---|
Year | 2002 |
---|
Volume | 41 |
---|
Pages | 15728-35 |
---|
Authors | Feierberg I, Aqvist J |
---|
Title | The catalytic power of ketosteroid isomerase investigated by computer simulation. |
---|
[47] |
---|
PubMed ID | 12812495 |
---|
Journal | J Am Chem Soc |
---|
Year | 2003 |
---|
Volume | 125 |
---|
Pages | 7553-61 |
---|
Authors | Mazumder D, Kahn K, Bruice TC |
---|
Title | Computational study of ketosteroid isomerase: insights from molecular dynamics simulation of enzyme bound substrate and intermediate. |
---|
[48] |
---|
PubMed ID | 12537487 |
---|
Journal | J Am Chem Soc |
---|
Year | 2003 |
---|
Volume | 125 |
---|
Pages | 901-11 |
---|
Authors | Park H, Merz KM Jr |
---|
Title | Molecular dynamics and quantum chemical studies on the catalytic mechanism of Delta5-3-ketosteroid isomerase: the catalytic diad versus the cooperative hydrogen bond mechanism. |
---|
[49] |
---|
PubMed ID | 12944376 |
---|
Journal | J Biochem (Tokyo) |
---|
Year | 2003 |
---|
Volume | 134 |
---|
Pages | 101-10 |
---|
Authors | Nam GH, Kim DH, Ha NC, Jang do S, Yun YS, Hong BH, Oh BH, Choi KY |
---|
Title | Contribution of conserved amino acids at the dimeric interface to the conformational stability and the structural integrity of the active site in ketosteroid isomerase from Pseudomonas putida biotype B. |
---|
[50] |
---|
Comments | X-ray crystallography |
---|
PubMed ID | 12734184 |
---|
Journal | J Biol Chem |
---|
Year | 2003 |
---|
Volume | 278 |
---|
Pages | 28229-36 |
---|
Authors | Yun YS, Lee TH, Nam GH, Jang do S, Shin S, Oh BH, Choi KY |
---|
Title | Origin of the different pH activity profile in two homologous ketosteroid isomerases. |
---|
Related PDB | 1ocv |
---|
[51] |
---|
PubMed ID | 15228388 |
---|
Journal | Biochem J |
---|
Year | 2004 |
---|
Volume | 382 |
---|
Pages | 967-73 |
---|
Authors | Jang do S, Cha HJ, Cha SS, Hong BH, Ha NC, Lee JY, Oh BH, Lee HS, Choi KY |
---|
Title | Structural double-mutant cycle analysis of a hydrogen bond network in ketosteroid isomerase from Pseudomonas putida biotype B. |
---|
Related PDB | 1w00 |
---|
[52] |
---|
PubMed ID | 15819891 |
---|
Journal | FEBS J |
---|
Year | 2005 |
---|
Volume | 272 |
---|
Pages | 1999-2011 |
---|
Authors | Yun YS, Nam GH, Kim YG, Oh BH, Choi KY |
---|
Title | Small exterior hydrophobic cluster contributes to conformational stability and steroid binding in ketosteroid isomerase from Pseudomonas putida biotype B. |
---|
Related PDB | 1w6y |
---|
[53] |
---|
PubMed ID | 16602823 |
---|
Journal | PLoS Biol |
---|
Year | 2006 |
---|
Volume | 4 |
---|
Pages | e99 |
---|
Authors | Kraut DA, Sigala PA, Pybus B, Liu CW, Ringe D, Petsko GA, Herschlag D |
---|
Title | Testing electrostatic complementarity in enzyme catalysis: hydrogen bonding in the ketosteroid isomerase oxyanion hole. |
---|
Related PDB | 2b32 |
---|
comments | This enzyme is homologous to that from Pseudomonas putida (S00177 in EzCatDB). The only difference between these enzymes is the existence of the third tyrosine at the catalytic site in the counterpart enzyme. This enzyme catalyzes the following reactions: (A) Isomerization; Shift of double-bond position (from O=C-C to O-C=C), forming an enolic intermediate. (B) Isomerization; Shift of double-bond position (from O-C=C-C=C to O=C-C=C-C)
|
created | updated |
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2005-05-09 | 2009-03-19 |
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