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Hydrolase(carboxylic esterase) PDB id
1crl
Jmol
Contents
Protein chain
534 a.a. *
Ligands
NAG-NAG
NAG
Waters ×310
* Residue conservation analysis
PDB id:
1crl
Name: Hydrolase(carboxylic esterase)
Title: Insights into interfacial activation from an 'open' structur candida rugosa lipase
Structure: Lipase. Chain: a. Engineered: yes
Source: Candida rugosa. Organism_taxid: 5481
Resolution:
2.06Å     R-factor:   0.134    
Authors: P.Grochulski,M.Cygler
Key ref: P.Grochulski et al. (1993). Insights into interfacial activation from an open structure of Candida rugosa lipase. J Biol Chem, 268, 12843-12847. PubMed id: 8509417
Date:
02-Mar-93     Release date:   31-Jan-94    
PROCHECK
Go to PROCHECK summary
 Headers
 References

Protein chain
Pfam   ArchSchema ?
P20261  (LIP1_CANRU) -  Lipase 1
Seq:
Struc:
 
Seq:
Struc:
549 a.a.
534 a.a.
Key:    PfamA domain  Secondary structure  CATH domain

 Enzyme reactions 
   Enzyme class: E.C.3.1.1.3  - Triacylglycerol lipase.
[IntEnz]   [ExPASy]   [KEGG]   [BRENDA]
      Reaction: Triacylglycerol + H2O = diacylglycerol + a carboxylate
Triacylglycerol
+ H(2)O
= diacylglycerol
+ carboxylate
Molecule diagrams generated from .mol files obtained from the KEGG ftp site
 Gene Ontology (GO) functional annotation 
  GO annot!
  Biological process     lipid catabolic process   1 term 
  Biochemical function     hydrolase activity     2 terms  

 

 
    reference    
 
 
J Biol Chem 268:12843-12847 (1993)
PubMed id: 8509417  
 
 
Insights into interfacial activation from an open structure of Candida rugosa lipase.
P.Grochulski, Y.Li, J.D.Schrag, F.Bouthillier, P.Smith, D.Harrison, B.Rubin, M.Cygler.
 
  ABSTRACT  
 
The structure of the Candida rugosa lipase determined at 2.06-A resolution reveals a conformation with a solvent-accessible active site. Comparison with the crystal structure of the homologous lipase from Geotrichum candidum, in which the active site is covered by surface loops and is inaccessible from the solvent, shows that the largest structural differences occur in the vicinity of the active site. Three loops in this region differ significantly in conformation, and the interfacial activation of these lipases is likely to be associated with conformational rearrangements of these loops. The "open" structure provides a new image of the substrate binding region and active site access, which is different from that inferred from the structure of the "closed" form of the G. candidum lipase.
 

Literature references that cite this PDB file's key reference

  PubMed id Reference
21318273 J.P.Fuciños González, G.Bassani, B.Farruggia, G.A.Picó, L.Pastrana Castro, and M.L.Rua (2011).
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21336927 X.Zheng, X.Chu, W.Zhang, N.Wu, and Y.Fan (2011).
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Solvent-induced lid opening in lipases: a molecular dynamics study.
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19476626 P.Trodler, R.D.Schmid, and J.Pleiss (2009).
Modeling of solvent-dependent conformational transitions in Burkholderia cepacia lipase.
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18237402 D.Brady, J.Jordaan, C.Simpson, A.Chetty, C.Arumugam, and F.S.Moolman (2008).
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18025586 M.Moniruzzaman, M.R.Talukder, Y.Hayashi, and T.Kawanishi (2007).
Effect of the pretreatment of lipase with organic solvents on its conformation and activity in reverse micelles.
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17076907 H.A.Wahab, N.B.Ahmad Khairudin, M.R.Samian, and N.Najimudin (2006).
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Investigating pH and Cu (II) effects on lipase activity and enantioselectivity via kinetic and spectroscopic methods.
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16110344 S.L.Cherukuvada, A.S.Seshasayee, K.Raghunathan, S.Anishetty, and G.Pennathur (2005).
Evidence of a double-lid movement in Pseudomonas aeruginosa lipase: insights from molecular dynamics simulations.
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16176589 S.Y.Chiou, C.Y.Lai, L.Y.Lin, and G.Lin (2005).
Probing stereoselective inhibition of the acyl binding site of cholesterol esterase with four diastereomers of 2'-N-alpha-methylbenzylcarbamyl-1, 1'-bi-2-naphthol.
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15597204 B.A.Tejo, A.B.Salleh, and J.Pleiss (2004).
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15554150 C.C.Akoh, G.C.Lee, and J.F.Shaw (2004).
Protein engineering and applications of Candida rugosa lipase isoforms.
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Immobilization of Candida rugosa lipase on chitosan with activation of the hydroxyl groups.
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Characteristics of immobilized lipase on hydrophobic superparamagnetic microspheres to catalyze esterification.
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Self-assembly of Pseudomonas fluorescens lipase into bimolecular aggregates dramatically affects functional properties.
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12595707 J.M.Mancheño J, M.A.Pernas M, M.L.Rúa M, and J.A.Hermoso (2003).
Crystallization and preliminary X-ray diffraction studies of two different crystal forms of the lipase 2 isoform from the yeast Candida rugosa.
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14500889 S.Brocca, F.Secundo, M.Ossola, L.Alberghina, G.Carrea, and M.Lotti (2003).
Sequence of the lid affects activity and specificity of Candida rugosa lipase isoenzymes.
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Orientation and conformation of a lipase at an interface studied by molecular dynamics simulations.
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11964257 S.Noinville, M.Revault, M.H.Baron, A.Tiss, S.Yapoudjian, M.Ivanova, and R.Verger (2002).
Conformational changes and orientation of Humicola lanuginosa lipase on a solid hydrophobic surface: an in situ interface Fourier transform infrared-attenuated total reflection study.
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11320506 B.Shenoy, Y.Wang, W.Shan, and A.L.Margolin (2001).
Stability of crystalline proteins.
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11258933 H.González-Navarro, M.C.Bañó, and C.Abad (2001).
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11400100 P.J.O'Connell, and J.Varley (2001).
Immobilization of Candida rugosa lipase on colloidal gas aphrons (CGAs).
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11567085 U.H.Kahlow, R.D.Schmid, and J.Pleiss (2001).
A model of the pressure dependence of the enantioselectivity of Candida rugosalipase towards (+/-)-menthol.
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11150608 A.Svendsen (2000).
Lipase protein engineering.
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Mutants provide evidence of the importance of glycosydic chains in the activation of lipase 1 from Candida rugosa.
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11099802 Y.Cajal, A.Svendsen, J.De Bolós, S.A.Patkar, and M.A.Alsina (2000).
Effect of the lipid interface on the catalytic activity and spectroscopic properties of a fungal lipase.
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Interfacial control of lid opening in Thermomyces lanuginosa lipase.
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The disulfide bond pattern between fragments obtained by the limited proteolysis of bovine thyroglobulin.
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Three-dimensional structures of enzyme-substrate complexes of the hydroxynitrile lyase from Hevea brasiliensis.
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PDB codes: 2yas 3yas 4yas 5yas 6yas 7yas
10547694 K.E.Jaeger, B.W.Dijkstra, and M.T.Reetz (1999).
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9720249 D.Mileto, S.Brocca, M.Lotti, M.Takagi, C.Alquati, and L.Alberghina (1998).
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9512023 F.Haeffner, T.Norin, and K.Hult (1998).
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9548741 J.C.Chen, L.J.Miercke, J.Krucinski, J.R.Starr, G.Saenz, X.Wang, C.A.Spilburg, L.G.Lange, J.L.Ellsworth, and R.M.Stroud (1998).
Structure of bovine pancreatic cholesterol esterase at 1.6 A: novel structural features involved in lipase activation.
  Biochemistry, 37, 5107-5117.
PDB code: 2bce
9487137 K.Matsui, M.Nishioka, M.Ikeyoshi, Y.Matsumura, T.Mori, and T.Kajiwara (1998).
Cucumber root lipoxygenase can act on acyl groups in phosphatidylcholine.
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9622488 M.Dahim, and H.Brockman (1998).
How colipase-fatty acid interactions mediate adsorption of pancreatic lipase to interfaces.
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  9655346 S.Brocca, C.Schmidt-Dannert, M.Lotti, L.Alberghina, and R.D.Schmid (1998).
Design, total synthesis, and functional overexpression of the Candida rugosa lip1 gene coding for a major industrial lipase.
  Protein Sci, 7, 1415-1422.  
  9562561 Y.Wei, L.Swenson, C.Castro, U.Derewenda, W.Minor, H.Arai, J.Aoki, K.Inoue, L.Servin-Gonzalez, and Z.S.Derewenda (1998).
Structure of a microbial homologue of mammalian platelet-activating factor acetylhydrolases: Streptomyces exfoliatus lipase at 1.9 A resolution.
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PDB code: 1jfr
  9385633 A.C.Wallace, N.Borkakoti, and J.M.Thornton (1997).
TESS: a geometric hashing algorithm for deriving 3D coordinate templates for searching structural databases. Application to enzyme active sites.
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9188741 A.V.Efimov (1997).
Structural trees for protein superfamilies.
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9376711 C.Löwendahl, and S.Allenmark (1997).
Analysis of a lipase-catalyzed kinetic resolution by chiral normal-phase liquid chromatography.
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  9032074 J.D.Schrag, Y.Li, M.Cygler, D.Lang, T.Burgdorf, H.J.Hecht, R.Schmid, D.Schomburg, T.J.Rydel, J.D.Oliver, L.C.Strickland, C.M.Dunaway, S.B.Larson, J.Day, and A.McPherson (1997).
The open conformation of a Pseudomonas lipase.
  Structure, 5, 187-202.
PDB codes: 2lip 3lip
  9032073 K.K.Kim, H.K.Song, D.H.Shin, K.Y.Hwang, and S.W.Suh (1997).
The crystal structure of a triacylglycerol lipase from Pseudomonas cepacia reveals a highly open conformation in the absence of a bound inhibitor.
  Structure, 5, 173-185.
PDB code: 1oil
9240923 M.E.Lowe (1997).
Structure and function of pancreatic lipase and colipase.
  Annu Rev Nutr, 17, 141-158.  
  9041628 S.Longhi, M.Mannesse, H.M.Verheij, G.H.De Haas, M.Egmond, E.Knoops-Mouthuy, and C.Cambillau (1997).
Crystal structure of cutinase covalently inhibited by a triglyceride analogue.
  Protein Sci, 6, 275-286.
PDB code: 1oxm
  9007978 S.R.Feaster, D.M.Quinn, and B.L.Barnett (1997).
Molecular modeling of the structures of human and rat pancreatic cholesterol esterases.
  Protein Sci, 6, 73-79.  
  9331420 X.Wang, C.S.Wang, J.Tang, F.Dyda, and X.C.Zhang (1997).
The crystal structure of bovine bile salt activated lipase: insights into the bile salt activation mechanism.
  Structure, 5, 1209-1218.
PDB codes: 1akn 1aql
  9373920 Y.Ikushima (1997).
Supercritical fluids: an interesting medium for chemical and biochemical processes.
  Adv Colloid Interface Sci, 71, 259-280.  
8652651 A.Kovac, P.Stadler, L.Haalck, F.Spener, and F.Paltauf (1996).
Hydrolysis and esterification of acylglycerols and analogs in aqueous medium catalyzed by microbial lipases.
  Biochim Biophys Acta, 1301, 57-66.  
18626893 A.Louwrier, G.J.Drtina, and A.M.Klibanov (1996).
On the issue of interfacial activation of lipase in nonaqueous media.
  Biotechnol Bioeng, 50, 1-5.  
8555209 A.Nicolas, M.Egmond, C.T.Verrips, J.de Vlieg, S.Longhi, C.Cambillau, and C.Martinez (1996).
Contribution of cutinase serine 42 side chain to the stabilization of the oxyanion transition state.
  Biochemistry, 35, 398-410.
PDB codes: 1ffa 1ffb 1ffc 1ffd 1ffe
9174951 E.Kynclova, E.Elsner, A.Köpf, G.Hawa, T.Schalkhammer, and F.Pittner (1996).
Novel method for coupling of poly(ethyleneglycol) to carboxylic acid moieties of proteins.
  J Mol Recognit, 9, 644-651.  
8913568 G.H.Peters, D.M.van Aalten, O.Edholm, S.Toxvaerd, and R.Bywater (1996).
Dynamics of proteins in different solvent systems: analysis of essential motion in lipases.
  Biophys J, 71, 2245-2255.  
9022707 J.W.Simons, H.Adams, R.C.Cox, N.Dekker, F.Götz, A.J.Slotboom, and H.M.Verheij (1996).
The lipase from Staphylococcus aureus. Expression in Escherichia coli, large-scale purification and comparison of substrate specificity to Staphylococcus hyicus lipase.
  Eur J Biochem, 242, 760-769.  
8743049 K.Gulomova, E.Ziomek, J.D.Schrag, K.Davranov, and M.Cygler (1996).
Purification and characterization of a Penicillium sp. lipase which discriminates against diglycerides.
  Lipids, 31, 379-384.  
8695668 M.E.Lowe (1996).
Mutation of the catalytic site Asp177 to Glu177 in human pancreatic lipase produces an active lipase with increased sensitivity to proteases.
  Biochim Biophys Acta, 1302, 177-183.  
  8771199 M.Holmquist, F.Haeffner, T.Norin, and K.Hult (1996).
A structural basis for enantioselective inhibition of Candida rugosa lipase by long-chain aliphatic alcohols.
  Protein Sci, 5, 83-88.  
  8606184 M.J.Brumlik, and J.T.Buckley (1996).
Identification of the catalytic triad of the lipase/acyltransferase from Aeromonas hydrophila.
  J Bacteriol, 178, 2060-2064.  
  8757816 R.Tsuboi, H.Komatsuzaki, and H.Ogawa (1996).
Induction of an extracellular esterase from Candida albicans and some of its properties.
  Infect Immun, 64, 2936-2940.  
8958083 S.Jääskeläinen, X.Y.Wu, S.Linko, Y.Wang, Y.Y.Linko, O.Teleman, and P.Linko (1996).
Production, characterization, and molecular modeling of lipases for esterification.
  Ann N Y Acad Sci, 799, 129-138.  
  7788294 D.Ghosh, Z.Wawrzak, V.Z.Pletnev, N.Li, R.Kaiser, W.Pangborn, H.Jörnvall, M.Erman, and W.L.Duax (1995).
Structure of uncomplexed and linoleate-bound Candida cylindracea cholesterol esterase.
  Structure, 3, 279-288.
PDB code: 1cle
7628484 G.Zandonella, L.Haalck, F.Spener, K.Faber, F.Paltauf, and A.Hermetter (1995).
Inversion of lipase stereospecificity for fluorogenic alkyldiacyl glycerols. Effect of substrate solubilization.
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7724558 I.Mingarro, C.Abad, and L.Braco (1995).
Interfacial activation-based molecular bioimprinting of lipolytic enzymes.
  Proc Natl Acad Sci U S A, 92, 3308-3312.  
7607235 K.M.Loomes (1995).
Structural organisation of human bile-salt-activated lipase probed by limited proteolysis and expression of a recombinant truncated variant.
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Ca(2+)-bridging mechanism and phospholipid head group recognition in the membrane-binding protein annexin V.
  Nat Struct Biol, 2, 968-974.
PDB codes: 1a8a 1a8b
7737187 M.C.Bertolini, J.D.Schrag, M.Cygler, E.Ziomek, D.Y.Thomas, and T.Vernet (1995).
Expression and characterization of Geotrichum candidum lipase I gene. Comparison of specificity profile with lipase II.
  Eur J Biochem, 228, 863-869.  
7851405 P.Stadler, A.Kovac, L.Haalck, F.Spener, and F.Paltauf (1995).
Stereoselectivity of microbial lipases. The substitution at position sn-2 of triacylglycerol analogs influences the stereoselectivity of different microbial lipases.
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Grease pit chemistry exposed.
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The sequence, crystal structure determination and refinement of two crystal forms of lipase B from Candida antarctica.
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PDB codes: 1tca 1tcb 1tcc
7946464 K.E.Jaeger, S.Ransac, B.W.Dijkstra, C.Colson, M.van Heuvel, and O.Misset (1994).
Bacterial lipases.
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8202471 L.Swenson, R.Green, R.Joerger, M.Haas, K.Scott, Y.Wei, U.Derewenda, D.M.Lawson, and Z.S.Derewenda (1994).
Crystallization and preliminary crystallographic studies of the precursor and mature forms of a neutral lipase from the fungus Rhizopus delemar.
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8306978 M.C.Bertolini, L.Laramée, D.Y.Thomas, M.Cygler, J.D.Schrag, and T.Vernet (1994).
Polymorphism in the lipase genes of Geotrichum candidum strains.
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7815893 M.Holmquist, M.Martinelle, I.G.Clausen, S.Patkar, A.Svendsen, and K.Hult (1994).
Trp89 in the lid of Humicola lanuginosa lipase is important for efficient hydrolysis of tributyrin.
  Lipids, 29, 599-603.  
  7833809 M.Norin, F.Haeffner, A.Achour, T.Norin, and K.Hult (1994).
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Crystal structure of the cysteine protease interleukin-1 beta-converting enzyme: a (p20/p10)2 homodimer.
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  8142901 P.Grochulski, Y.Li, J.D.Schrag, and M.Cygler (1994).
Two conformational states of Candida rugosa lipase.
  Protein Sci, 3, 82-91.
PDB code: 1trh
8090057 R.D.Joerger, and M.J.Haas (1994).
Alteration of chain length selectivity of a Rhizopus delemar lipase through site-directed mutagenesis.
  Lipids, 29, 377-384.  
  7765546 R.J.Kazlauskas (1994).
Elucidating structure-mechanism relationships in lipases: prospects for predicting and engineering catalytic properties.
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7819594 S.Santamarina-Fojo, and H.B.Brewer (1994).
Lipoprotein lipase: structure, function and mechanism of action.
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7656005 U.Derewenda, L.Swenson, R.Green, Y.Wei, G.G.Dodson, S.Yamaguchi, M.J.Haas, and Z.S.Derewenda (1994).
An unusual buried polar cluster in a family of fungal lipases.
  Nat Struct Biol, 1, 36-47.
PDB code: 1tia
The most recent references are shown first. Citation data come partly from CiteXplore and partly from an automated harvesting procedure. Note that this is likely to be only a partial list as not all journals are covered by either method. However, we are continually building up the citation data so more and more references will be included with time. Where a reference describes a PDB structure, the PDB codes are shown on the right.