Biocatalysis
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KTH / School of Biotechnology / Biochemistry / Biocatalysis group

 

Publications from the Biocatalysis Group
 
For older publications, please see here:   1992-2002    |       Ph.D. theses
 

2012

Maria S. Humble, Karim E. Cassimjee, Maria Håkansson, Yengo R. Kimbung, Björn Walse, Vahak Abedi, Hans-Jürgen Federsel, Per Berglund*, Derek T. Logan*. Crystal structures of the Chromobacterium violaceum w-transaminase reveal major structural rearrangements upon binding of coenzyme PLP. FEBS J. 2012, 279, 779-792. doi:10.1111/j.1742-4658.2012.08468.x
Syrén P-O, Hendil-Forssell P, Aumailley L, Besenmatter W, Gounine F, Svendsen A, Martinelle M and Hult K (2012) Esterases with an introduced amidase-like hydrogen bond in transition state have increased amidase specificity. ChemBioChem 13, 645-648.
 Maria Svedendahl Humble, Karim Engelmark Cassimjee, Vahak Abedi, Hans-Jürgen  Federsel and Per Berglund*. Key Amino Acid Residues for Reversed or Improved Enantiospecificity of an ω-Transaminase. ChemCatChem 2012, in press. doi:10.1002/cctc.201100487

2011

Maria Svedendahl Humble, Per Berglund. Biocatalytic Promiscuity. Eur. J. Org. Chem. 2011, 2, 3391-3401.  DOI: 10.1002/ejoc.201001664
Karim Engelmark Cassimjee, Maria Svedendahl Humble, Valentina Miceli, Carla Granados Colomina, Per Berglund. Active site quantification of an ω-transaminase by performing a half transamination reaction. ACS Catal. 2011, 1, 1051–1055. DOI: 10.1021/cs200315h
Karim Engelmark Cassimjee, Robert Kourist, Diana Lindberg, Marianne Wittrup Larsen, Nguyen Hong Thanh, Mikael Widersten, Uwe T. Bornscheuer, Per Berglund. One-step enzyme extraction and immobilization for Biocatalysis applications. Biotechnol. J. 2011, 6, 463-469. DOI: 10.1002/biot.201000357
Pornrapee Vongvilai, Mats Linder, Morakot Sakulsombat, Maria Svedendahl, Per Berglund, Tore Brinck, Olof Ramström. Racemase Activity of B. cepacia Lipase Leads to Dual-Function Asymmetric Dynamic Kinetic Resolution of a-Aminonitriles. Angew. Chem. Int. Ed. 2011, 50, 6592-6595. DOI: 10.1002/anie.201007373. Angew. Chem. 2011, 123, 6722-6725 DOI: 10.1002/ange.201007373.
Karim Engelmark Cassimjee, Maria Svedendahl Humble, Valentina Miceli, Carla Granados Colomina, Per Berglund. Active site quantification of an w-transaminase by performing a half transamination reaction. ACS Catal. 2011, 1, 1051–1055. DOI: 10.1021/cs200315h
Engström K Vallin M, Syrén P-O, Hult K and Bäckvall J-E (2011) Mutated variant of Candida antarctica lipase B in (S)-selective dynamic kinetic resolution of secondary alcohols. Org Biomol Chem 9, 81-82.
Syrén P-O and Hult K (2011) Amidases have a hydrogen bond that facilitates nitrogen inversion but esterases have not. CatChemCat 5, 853-860.
Eriksson M, Hult K, Malmström E, Johansson M, Trey S M and Martinelle M (2011) One-pot enzymatic polycondensation to telechelic methacrylate-functional oligoesters used for film formation. Polym Chem 2, 714-719.
Takwa M, Wittrup Larsen M, Hult K and Martinelle M (2011). Rational redesign of Candida antarctica lipase B for the ring opening polymerization of D,D-lactide. ChemComm 47, 7392–7394.

2010

Karim Engelmark Cassimjee, Cecilia Branneby, Vahak Abedi, Andrew Wells and Per Berglund. Transaminations with isopropyl amine: equilibrium displacement with yeast alcohol dehydrogenase coupled to in situ cofactor regeneration. Chem. Commun. 2010, 46, 5569-5571. http://dx.doi.org/10.1039/c0cc00050g
Maria Svedendahl, Cecilia Branneby, Lina Lindberg and Per Berglund. Reversed Enantiopreference of an w-Transaminase by a Single-Point Mutation. ChemCatChem 2010, 2, 976-980.  http://dx.doi.org/10.1002/cctc.201000107 

Marton Z, Léonard-Nevers V, Syrén P-O, Bauer C, Lamare S, Hult K, Tranc V and Graber M. Mutations in the stereospecificity pocket and at the entrance of the active site of Candida antarctica lipase B enhancing enzyme enantioselectivity. J Mol Cat B 2010, 65, 11-17.

Hedfors C, Hult K and Martinelle M. Lipase chemoselectivity towards alcohol and thiol acyl acceptors in a transacylation reaction. J Mol Cat B (in press).

Fransson L, Laurell A, Widyan K, Wingstrand E, Hult K and Moberg C. Minor enantiomer recycling—Effect of two reinforcing catalysts on product yield and enantiomeric excess. ChemCatChem 2010, 2, 683-693.

Syrén P-O, Lindgren E, Hoeffken HW, Branneby C, Maurer S, Hauer B and Hult K. Increased activity of enzymatic transacylation of acrylates through rational design of lipases. J Mol Cat B 2010, 65, 3–10.

Syrén P-O and Hult K. Substrate conformations set the rate of enzymatic acrylation by lipases. ChemBioChem 2010, 11, 802-810.

Larsen MW, Zielinska DF, Martinelle M, Hidalgo A, Jensen LJ, Bornscheuer UT and Hult K. Suppression of water as a nucleophile in Candida antarctica lipase B catalysis. ChemBioChem 2010, 11, 796-801.

Gardossi L, Poulsen PB, Ballesteros A, Hult K,. Švedas VK, Vasić-Rački Ð, Carrea G, Magnusson A, Schmid A, Wohlgemuth R and Halling PJ. Guidelines for reporting of biocatalytic reactions. Trends Biotechnol 2010, 28, 171-180.

Vallin M, Syrén P-O and Hult K. Mutant lipase-catalyzed kinetic resolution of bulky phenyl alkyl sec-alcohols: A thermodynamic analysis of enantioselectivity. ChemBioChem 2010, 11, 411-416.

2009

Yan Xiao, Mohamad Takwa, Karl Hult, Cor E. Koning, Andreas Heise, Mats Martinelle. Systematic comparison of hydroxyethyl acrylate (HEA) and hydroxyethyl methacrylate (HEMA) as initiators in enzymatic ring-opening polymerization. Macromol. Biosci. 2009, 9 , 713-720. DOI: 10.1002/mabi.200800290
Maria Svedendahl, Biljana Jovanović, Linda Fransson, Per Berglund. Suppressed Native Hydrolytic Activity of a Lipase to Reveal Promiscuous Michael Addition Activity in Water. ChemCatChem 2009, 1, 252-258. DOI: 10.1002/cctc.200900041 

Eriksson M, Fogelstroem L, Hult K, Malmstroem E, Johansson M, Trey S, and Martinelle M. Enzymatic one-pot route to telechelic polypentadecalactone epoxide: Synthesis, UV curing, and characterization. Biomacromolecules 2009, 10, 3108-3113.

Wingstrand E; Laurell A; Fransson L; Hult K; Moberg C. Minor enantiomer recycling: Metal catalyst, organocatalyst and biocatalyst working in concert. Chem Eur J 2009, 15, 12107-12113.

Léonard-Neversa V, Marton Z, Lamare S, Hult K, Graber M. Understanding water effect on Candida antarctica lipase B activity and enantioselectivity towards secondary alcohols. J Mol Cat B 2009, 59, 90-95.

Veld MAJ, Fransson L, Palmans ARA, Meijer EW and Hult K Lactone size dependent reactivity in Candida antarctica lipase B: a molecular dynamics and docking study. ChemBioChem 2009, 10, 1330-1334.

2008

Mohamad Takwa, Yan Xiao, Neil Simpson, Eva Malmström, Karl Hult, Cor E. Koning, Andreas Heise, Mats Martinelle. Lipase catalyzed HEMA initiated ring-opening polymerization: In-situ formation of mixed polyester methacrylates by transesterification. Biomacromolecules 2008, 9, 704–710.
Cristian Vaida, Mohamad Takwa, Mats Martinelle, Karl Hult, Helmut Keul, Martin Möller. Acyloxy-caprolactones: Synthesis, ring-opening polymerization vs. rearrangement by means of chemical and enzymatic catalysis. Macromol. Symp. 2008, 272, 28–38.
Neil Simpson, Mohamad Takwa, Eva Malmström, Karl Hult, Mats Martinelle, Mats Johansson. Thiol Functionalised Poly(?-pentadecalactone) Macro-monomer for Semi-crystalline Polymer Networks. Macromolecules 2008, 41, 3613-3618.
Mohamad Takwa, Karl Hult and Mats Martinelle.One-step, solvent free enzymatic route to functionalized poly-pentadecalactone macromonomers. Macromolecules 2008, 41, 5230-5236.
Maria Svedendahl, Peter Carlqvist, Cecilia Branneby, Olof Allnér, Anton Frise, Karl Hult, Per Berglund, Tore Brinck. Direct Epoxidation in Candida antarctica lipase B Studied by Experiments and Theory. ChemBioChem 2008, 9, 2443-2451. http://dx.doi.org/10.1002/cbic.200800318 
Karim Engelmark Cassimjee, Martin Trummer, Cecilia Branneby and Per Berglund. Silica-Immobilized His6-tagged enzyme: Alanine racemase in hydrophobic solvent. Biotechnol. Bioeng. 2008, 99, 712-716. http://dx.doi.org/10.1002/bit.21587 
Per Berglund. Book Review: Asymmetric Organic Synthesis with Enzymes, Edited by Vicente Gotor, Ignacio Alfonso and Eduardo Garcia-Urdiales. Angew. Chem. Int. Ed. 2008, 47, 6514-6515; Angew. Chem. 2008, 120, 6614 – 6615. http://dx.doi.org/10.1002/anie.200885614 http://dx.doi.org/10.1002/ange.200885614
Kourist R, Bartsch S, Fransson L, Hult K, Bornscheuer UT (2008) Understanding promiscuous amidase activity of an esterase from Bacillus subtilis. ChemBioChem 9: 67-69.

2007

Karl Hult and Per Berglund. Enzyme promiscuity: mechanism and applications. Trends Biotechnol. 2007, 25, 231-238. http://dx.doi.org/10.1016/j.tibtech.2007.03.002

Veld MAJ, Hult K, Palmans ARA and Meijer EW (2007) Fast DKR of amines using isopropyl 2-methoxyacetate as acyl donor. Eur J Org Chem (In press)

Graber M, Irague R, Rosenfeld E, Lamare S, Franson L and Hult K (2007) Solvent as a competitive inhibitor for Candida antarctica lipase B. Bio Bio Acta 1774: 1052-1057.

Marzorati M, Hult K, Riva S and Danielia B (2007) Incorporation of primary amines into a polyester chain by a combination of chemical and lipase-catalyzed -caprolactone ring-opening processes. Adv Synth Catal 349: 1963-1968.

Hamberg A, Lundgren S, Wingstrand E, Moberg C and Hult K (2007) High-throughput synthesis and analysis of acylated cyanohydrins. Chem Eur J 13: 4334-4341.

Léonard V, Fransson L, Lamare S, Hult K and Graber M (2007) A water molecule in the stereospecificity pocket of Candida antarctica lipase B enhances the enantioselectivity towards 2-pentanol. ChemBioChem 8: 662-667.

Heinze B, Kourist R, Fransson L, Hult K and Bornscheuer UT (2007) Highly enantioselective kinetic resolution of two tertiary alcohols using mutants of an esterase from Bacillus subtilis. Prot Eng, Design & Selection 20: 125–131.

2006

Cammenberg M, Hult K and Park S (2006) Molecular basis for the enhanced lipase-catalyzed N-acylation of 1-phenylethanamine with methoxyacetate. ChemBioChem 7: 1745-1749.

Takwa M, Simpson N, Malmström E, Hult K and Martinelle M (2006) One-pot difunctionalization of poly(w-pentadecalactone) with thiol-thiol or thiol-acrylate groups, catalyzed by Candida antarctica lipase B. Macromol Rapid Commun 27: 1932-1936.

Per Berglund. Book Review: Hydrolases in Organic Synthesis: Regio- and Stereoselective Biotransformations By Uwe T. Bornscheuer and Romas J. Kazlauskas. ChemBioChem 2006, 7, 1280. http://dx.doi.org/10.1002/cbic.200600269

Hamberg A, Kempka M, Sjödahl J, Roeraade J and Hult K. C-terminal ladder sequencing of peptides using an alternative nucleophile in carboxypeptidase Y digests. Anal Biochem 2006, 357, 167-172.

Hamberg A, Lundgren S, Penhoat M, Moberg C and Hult K. High-throughput enzymatic method for enantiomeric excess determination of O-acetylated cyanohydrins. J Am Chem Soc 2006, 128, 2234-2235.

2005

Svedendahl M, Hult K and Berglund P. Fast C-C bond formation by a promiscuous lipase. J Am Chem Soc 2005, 127, 17988-17989.

Hedin E M K, Højrup P, Patkar S A, Vind J, Svendsen A and Hult K. Implications of surface charge and curvature for the binding orientation of Thermomyces lanuginosus lipase on negatively charged or zwitterionic phospholipid vesicles as studied by ESR spectroscopy. Biochemistry 2005, 44, 16658-16671.

Magnusson AO, Takwa M, Hamberg A, and Hult K. An S-selective lipase was created by rational redesign and the enantioselectivity increased with temperature Angew Chem Int Edit 2005, 44, 4582-4585.

Vallikivi I, Fransson L, Hult K, Järving I, Pehk T, Samel N, Tougu V, Villo L and Parve O. The modelling and kinetic investigation of the lipase-catalysed acetylation of stereoisomeric prostaglandins. J Mol Cat B, 2005, 35, 62-69.

Bernhardt P, Hult K and Kazlauskas R J. Molecular basis of perhydrolase activity in serine hydrolases. Angew Chem Int Edit 2005, 44, 2742-2746.

Magnusson AO, Rotticci-Mulder JC, Santagostino A and Hult K. Creating space for large secondary alcohols by rational redesign of Candida antarctica lipase B. ChemBioChem 2005, 6, 1051-1056.

Hedfors C, Östmark E, Malmström E, Hult K and Martinelle M. Thiol end-functionalization of poly(ε-caprolactone), catalyzed by Candida antarctica lipase B. Macromolecules 2005, 38, 647-649.

Park S, Morley K, Horsman G, Holmquist M, Hult K and Kazlauskas R. Focusing mutations into the substrate-binding site of Pseudomonas fluorescens esterase increases the enantioselectivity more effectively than distant mutations. Chemistry & Biology 2005, 12, 45-54.

Gustavsson M, Persson PV, Iversen T, Martinelle M, Hult K, Teeri T and Brumer H. Modification of cellulose fiber surfaces by use of a lipase and a xyloglucan endotransglycosylase. Biomacromolecules 2005, 6, 196-203.

Rong Liu, Per Berglund, Hans-Erik Högberg. Preparation of the Four Stereoisomers of 3-Bromo-2-Butanol or their Acetates via Lipase-Catalysed Resolutions of the Racemates from dl- or meso-2,3-Butanediol. Tetrahedron: Asymmetry 2005, 16, 2607-2611.
Peter Carlqvist, Maria Svedendahl, Cecilia Branneby, Karl Hult, Tore Brinck, Per Berglund. Exploring the Active-Site of a Rationally Redesigned Lipase for Catalysis of Michael-Type Additions. ChemBioChem 2005, 6, 331-336.
Per Berglund, Seongsoon Park. Strategies for Altering Enzyme Reaction Specificity for Applied Biocatalysis. Curr. Org. Chem. 2005, 9, 325-336.
Per Berglund. Enzymes Engineered for New Reactions - Novel Catalysts for Organic Synthesis. Chapter 9 in Enzyme Technology, Pandey, A.; Webb, C.; Soccol, C. R.; Larroche, C. (eds), AsiaTech Publishers, Inc: New Delhi, 2005. pp. 175-188. ISBN 81-87680-12-1.

2004

Cecilia Branneby, Peter Carlqvist, Karl Hult, Tore Brinck, Per Berglund. Aldol Additions with Mutant Lipase: Analysis by Experiments and Theoretical Calculations. J. Mol. Catal. B: Enzym. 2004, 31, 123-128.
Hedin E M K, Hult K, Mouritsen OG and Højrup P, (2004). Low microwave-amplitude ESR spectroscopy: measuring spin relaxation interactions of moderately immobilized spin labels in proteins.
J Biochem Biophys Methods, 60: 117-138.
Viklund F and Hult K (2004). Enzymatic synthesis of surfactants based on polyethylene glycol and stearic or 12-hydroxystearic acid. J. Mol. Catal. B: Enzym. 27:51-53.
Gustavsson MT, Persson PV, Iversen T, Hult K, Martinelle M (2004). Polyester coating of cellulose fiber surfaces catalyzed by a cellulose-binding module - Candida antarctica lipase B fusion protein. Biomacromolecules, 5: 106-112.

2003

Viklund F, Alander J and Hult K (2003). Antioxidative properties and enzymatic synthesis of ascorbyl fatty acid esters. J Am Oil Chemists' Soc, 80: 795-799.
Carlqvist P, Eklund R, Hult K and Brinck T (2003). Rational design of a lipase to accommodate catalysis of Baeyer-Villiger oxidation with hydrogen peroxide. J Mol Model, 9: 164-171.
Park S, Viklund F, Hult K and Kazlauskas RJ (2003). Ionic liquids create new opportunities for nonaqueous biocatalysis with polar substrates: Acylation of glucose and ascorbic acid. ACS Symposium Series 856: 225-238.
Park S, Viklund F, Hult K and Kazlauskas RJ (2003). Vacuum-driven lipase-catalyzed direct condensation of L‑ascorbic acid and fatty acids in ionic liquids: Synthesis of a natural surface active antioxidant. Green Chemistry, 5: 715-719.
Hult K and Berglund P (2003). Engineered enzymes for improved organic synthesis. Curr. Opin. Biotechnol. 14: 395-400.
Lehtiö J, Sugiyama J, Gustavsson M, Fransson L, Linder M, Teeri TT (2003). The binding specificity and affinity determinants of family 1 and family 3 cellulose binding modules. Proc. Natl. Acad. Sci. U.S.A. 100: 484-489.
Jahic M, Gustavsson M, Jansen A-K, Martinelle M and Enfors S-O (2003). Analysis and control of proteolysis of a fusion protein in Pichia pastoris fed batch processes. J. Biotechnol. 102: 45-53.
Branneby C, Carlquist P, Magnusson A, Hult K, Brinck T and Berglund P (2003). Carbon-carbon bonds by hydrolytic enzymes. J. Am. Chem. Soc. 125: 874-875.

Last updated: 2012-04-05

sidansvarig: Per Berglund