Hjem
Bengt Erik Haugs bilde

Bengt Erik Haug

Professor
  • E-postBengt-Erik.Haug@uib.no
  • Telefon+47 55 58 34 68
  • Besøksadresse
    Realfagbygget, Allégt. 41
    Rom 
    3008
  • Postadresse
    Postboks 7803
    5020 BERGEN

Ordinære kurs:

FARM236 - Legemiddelkjemi

 

Spesialpensum for tidligere studenter:

Peptidkjemi

Syntese av peptider og peptidomimetika

 

Masteroppgaver:

Masteroppgaver tilknyttet de ulike prosjektene til gruppen i legemiddelkjemi vil i all hovedsak involvere syntese av små organiske eller peptidbaserte forbindelser. Arbeidet vil omfatte flere-trinns syntese, opprensing og fullstendig karakterisering av alle slutt- og mellomprodukter vha. blant annet NMR og MS. Alle sluttprodukter vil bli testet i relevante biologiske systemer hos våre samarbeidspartnere. Det vil også være mulig å delta i den biologiske testingen.

 

Mulige tema for masteroppgaver:

Syntese av marine naturprodukter og analoger.

Syntese av peptider for anvendelse innen positron emisjons tomografi (PET).

Syntese av inhbitorer for N-terminale acetyltransferaser.

Tidsskriftartikler
  • Baumann, Markus; Hussain, Mohammad Musarraf; Henne, Nina; Garrote, Daniel Moya; Karlshøj, Stefanie; Fossen, Torgils; Rosenkilde, Mette M.; Våbenø, Jon; Haug, Bengt Erik. 2017. Influence of chain length on the activity of tripeptidomimetic antagonists for CXC chemokine receptor 4 (CXCR4). Bioorganic & Medicinal Chemistry. 25: 646-657. doi: 10.1016/j.bmc.2016.11.036
  • Baumann, Markus; Nome, Lina Marie; Zachariassen, Zack Georg; Karlshøj, Stepfanie; Fossen, Torgils; Rosenkilde, Mette M.; Våbenø, Jon; Haug, Bengt Erik. 2017. Synthesis of a novel tripeptidomimetic scaffold and biological evaluation for CXC chemokine receptor 4 (CXCR4) antagonism. Tetrahedron. 73: 3866-3877. doi: http://dx.doi.org/10.1016/j.tet.2017.05.057
  • Sveinbjørnsson, Baldur; Camilio, Ketil Andre; Haug, Bengt Erik; Rekdal, Øystein. 2017. LTX-315: a first-in-class oncolytic peptide that reprograms the tumor microenvironment. Future Medicinal Chemistry. 9: 1339-1344. doi: 10.4155/fmc-2017-0088
  • Haug, Bengt Erik; Camilio, Ketil Andre; Eliassen, liv tone; Stensen, Wenche; Svendsen, John Sigurd Mjøen; Berg, Kristel; Mortensen, Bjarte; Serin, Guillaume; Mirjolet, Jean-Francois; Bichat, Francis; Rekdal, Øystein. 2016. Discovery of a 9-mer cationic peptide (LTX-315) as a potential first in class oncolytic peptide. Journal of Medicinal Chemistry. 59: 2918-2927. doi: 10.1021/acs.jmedchem.5b02025
  • Støve, Svein Isungset; Magin, Robert S.; Foyn, Håvard; Haug, Bengt Erik; Marmorstein, Ronen; Arnesen, Thomas. 2016. Crystal structure of the Golgi-associated human N-alpha acetyltransferase 60 (Naa60/NatF) reveals the molecular determinants for substrate-specific acetylation. Structure. 24: 1044-1056. doi: 10.1016/j.str.2016.04.020
  • Aubi Catevilla, Oscar; Flydal, Marte Innselset; Zheng, Huaixin; Skjærven, Lars; Rekand, Illimar; Leiros, Hanna-Kirsti S.; Haug, Bengt Erik; Cianciotto, Nicholas P.; Martinez, Aurora; Underhaug, Jarl. 2015. Discovery of a Specific Inhibitor of Pyomelanin Synthesis in Legionella pneumophila. Journal of Medicinal Chemistry. 58: 8402-8412. doi: 10.1021/acs.jmedchem.5b01589
  • Liu, Liwei; Budnjo, Adnan; Jokela, Jouni; Haug, Bengt Erik; Fewer, David P.; Wahlsten, Matti; Rouhiainen, Leo; Permi, Perttu; Fossen, Torgils; Sivonen, Kaarina. 2015. Pseudoaeruginosins, nonribosomal peptides in nodularia spumigena. ACS Chemical Biology. 10: 725-733. doi: 10.1021/cb5004306
  • Pandey, Sunil Kumar; Guttormsen, Yngve; Haug, Bengt Erik; Hedberg, Christian; Bayer, Annette. 2015. A concise total synthesis of breitfussin A and B. Organic Letters. 17: 122-125. doi: 10.1021/ol503348n
  • Våbenø, Jon; Haug, Bengt Erik; Rosenkilde, Mette M. 2015. Progress toward rationally designed small-molecule peptide and peptidomimetic CXCR4 antagonists. Future Medicinal Chemistry. 7: 1261-1283. doi: 10.4155/fmc.15.64
  • Zachariassen, Zack Georg; Karlshøj, Stefanie; Haug, Bengt Erik; Rosenkilde, Mette M.; Våbenø, Jon. 2015. Probing the molecular interactions between CXC chemokine receptor 4 (CXCR4) and an arginine-based tripeptidomimetic antagonist (KRH-1636). Journal of Medicinal Chemistry. 58: 8141-8153. doi: 10.1021/acs.jmedchem.5b00987
  • Budnjo, Adnan; Narawane, Shailesh; Grauffel, Cédric; Schillinger, Anne-Sophie; Fossen, Torgils; Reuter, Nathalie; Haug, Bengt Erik. 2014. Reversible ketomethylene-based inhibitors of human neutrophil proteinase 3. Journal of Medicinal Chemistry. 57: 9396-9408. doi: 10.1021/jm500782s
  • Narawane, Shailesh; Budnjo, Adnan; Grauffel, Cédric; Haug, Bengt Erik; Reuter, Nathalie. 2014. In silico design, synthesis, and assays of specific substrates for proteinase 3: Influence of fluorogenic and charged groups. Journal of Medicinal Chemistry. 57: 1111-1115. doi: 10.1021/jm401559r
  • Zachariassen, Zack Georg; Thiele, Stefanie; Berg, Erik; Rasmussen, Pernille; Fossen, Torgils; Rosenkilde, Mette M.; Våbenø, Jon; Haug, Bengt Erik. 2014. Design, synthesis, and biological evaluation of scaffold-based tripeptidomimetic antagonists for CXC chemokine receptor 4 (CXCR4). Bioorganic & Medicinal Chemistry. 22: 4759-4769. doi: 10.1016/j.bmc.2014.07.004
  • Harmsen, Rianne; Sivertsen, Annfrid; Michetti, Davide; Brandsdal, Bjørn Olav; Sydnes, Leiv K.; Haug, Bengt Erik. 2013. Synthesis and docking of novel piperidine renin inhibitors. Monatshefte für Chemie / Chemical Monthly. 144: 479-494. doi: 10.1007/s00706-012-0903-5
  • McCormack, Emmet; Silden, Elisabeth; West, Richard M.; Pavlin, Tina; Micklem, David Robert; Lorens, James; Haug, Bengt Erik; Cooper, Michael E.; Gjertsen, Bjørn Tore. 2013. Nitroreductase, a near-infrared reporter platform for in vivo time-domain optical imaging of metastatic cancer. Cancer Research. 74: 1276-1286. doi: 10.1158/0008-5472.CAN-12-2649
  • Farooq, Tahir; Haug, Bengt Erik; Sydnes, Leiv Kristen; Törnroos, Karl Wilhelm. 2012. 1,3-Dipolar cycloaddition of benzyl azide to two highly functionalized alkynes. Monatshefte für Chemie / Chemical Monthly. 143: 505-512. doi: 10.1007/s00706-011-0691-3)
  • Farooq, Tahir; Sydnes, Leiv Kristen; Törnroos, Karl Wilhelm; Haug, Bengt Erik. 2012. Debenzylation of Functionalized 4-and 5-substituted 1,2,3-fTriazoles. Synthesis (Stuttgart). 44: 2070-2078. doi: 10.1055/s-0031-1291160
  • Harmsen, Rianne; Sivertsen, A; Michetti, Davide; Brandsdal, Bjørn Olav; Sydnes, Leiv Kristen; Haug, Bengt Erik. 2012. Synthesis and docking of 4-triazolyl substituted piperidine derivatives as novel renin inhibitors. Journal of Peptide Science. 18: S125-S125.
  • Rekdal, Øystein; Haug, Bengt Erik; Kalaaji, manar; Hunter, Howard N.; Lindin, Inger; Israelsson, Ingrid; Solstad, Terese; Yang, Nannan; Brandl, Martin; Mantzilas, Dimitrios; Vogel, Hans J. 2012. The relative spatial positions of tryptophan and cationic residues in helical membrane-active peptides determines their cytotoxicity. Journal of Biological Chemistry. 287: 233-244. doi: 10.1074/jbc.M111.279281
  • Steinkopf, Signe; Hanekam, Linda; Schaathun, Marit; Budnjo, Adnan; Haug, Bengt Erik; Nerdal, Willy. 2012. Interaction of local anaesthetic articaine enantiomers with brain lipids: A Langmuir monolayer study. European Journal of Pharmaceutical Sciences. 47: 394-401. doi: 10.1016/j.ejps.2012.06.010
  • Harmsen, Rianne; Sydnes, Leiv Kristen; Törnroos, Karl Wilhelm; Haug, Bengt Erik. 2011. Synthesis of trans-4-Triazolyl-Substituted 3-Hydroxypiperidines. Synthesis (Stuttgart). 5. 749-754. doi: 10.1055/s-0030-1259569
  • Skjevik, Åge Aleksander; Haug, Bengt Erik; Lygre, Henning; Teigen, Knut. 2011. Intramolecular hydrogen bonding in articaine can be related to superior bone tissue penetration: A molecular dynamics study. Biophysical Chemistry. 154: 18-25. doi: 10.1016/j.bpc.2010.12.002
  • Zachariassen, Zack Georg; Thiele, S; Rosenkilde, MM; Haug, Bengt Erik; Våbenø, Jon. 2011. SAR and Binding Mode for CXCR4 Antagonists Based on an Arg-Arg-Nal Tripeptide Motif. Biopolymers. 96: 492-492.
  • Haug, Bengt Erik; Stensen, Wenche; Kalaaji, manar; Rekdal, Øystein; Svendsen, John Sigurd. 2008. Synthetic antimicrobial peptidomimetics with therapeutic potential. Journal of Medicinal Chemistry. 51: 4306-4314. doi: 10.1021/jm701600a
  • Svenson, Johan Karl; Stensen, Wenche; Brandsdal, Bjørn Olav; Haug, Bengt Erik; Monrad, Johnny; Svendsen, John Sigurd. 2008. Antimicrobial Peptides with Stability toward Tryptic Degradation. Biochemistry. 47: 3777-3788. doi: 10.1021/bi7019904
  • Haug, Bengt Erik; Stensen, Wenche; Svendsen, John Sigurd. 2007. Application of the Suzuki-Miyaura cross-coupling to increase antimicrobial potency generates promising novel antibacterials. Bioorganic & Medicinal Chemistry Letters. 17. doi: 10.1016/j.bmcl.2006.12.049
  • Haug, Bengt Erik; Strøm, Morten B.; Svendsen, John Sigurd. 2007. The medicinal chemistry of short lactoferricin-based antibacterial peptides. Current Medicinal Chemistry. 14: 1-18.
  • Haug, Bengt Erik; Brewer, M; Rich, DH. 2005. Facile degradative lactonization of Gln-Arg and Gln-Phe hydroxyethylene dipeptide derivatives. Journal of Peptide Research. 65.
  • Haug, Bengt Erik; Rich, Daniel H. 2004. Synthesis of a Gln-Phe hydroxyethylene dipeptide isostere. Organic Letters. 6: 4783-4786.
  • Haug, Bengt Erik; Stensen, Wenche; Stiberg, Trine; Svendsen, John sigurd. 2004. Bulky nonproteinogenic amino acids permit the design of very small and effective cationic antibacterial peptides. Journal of Medicinal Chemistry. 47: 4159-4162.
  • Eliassen, liv tone; Haug, Bengt Erik; Berge, Gerd; Rekdal, Øystein. 2003. Enhanced antitumor activity of 15-residue bovine lactoferricin derivatives containing bulky aromatic amino acids and lipophilic N-terminal modifications. Journal of Peptide Science. 9: 510-517.
  • Strøm, M. B.; Haug, Bengt Erik; Skar, Merete L.; Stiberg, Trine; Stensen, Wenche; Svendsen, John Sigurd. 2003. The Pharmacophore of Short Cationic Antibacterial Peptides. Journal of Medicinal Chemistry. 46: 1567-1570.
  • Haug, Bengt Erik; Andersen, Jill Mari; Rekdal, Øystein; Svendsen, John Sigurd. 2002. Synthesis of a 2-arylsulphonylated tryptophan: the antibacterial activity of bovine lactoferricin peptides containing Trp(2-Pmc). Journal of Peptide Science. 8: 307-313.
  • Lejon, Tore; Svendsen, John Sigurd; Haug, Bengt Erik. 2002. Simple parameterization of non-proteinogenic amino acids for QSAR of antibacterial peptides. Journal of Peptide Science. 8: 302-306.
  • Haug, Bengt Erik; Skar, Merete L.; Svendsen, John Sigurd. 2001. Bulky Aromatic Amino Acids Increase the Antibacterial Activity of Bovine Lactoferricin Peptides. Journal of Peptide Science. 7: 425-432.
  • Haug, Bengt Erik; Skar, Merete L.; Svendsen, John Sigurd. 2001. The effects of charge and lipophilicity on the antibacterial activity of undecapeptides derived from bovine lactoferricin. Journal of Peptide Science. 7: 425-432.
  • Haug, Bengt Erik; Svendsen, John Sigurd. 2001. The Role of Tryptophan in the Antibacterial Activity of a 15-Residue Bovine Lactoferricin Peptide. Journal of Peptide Science. 7: 190-196.
  • Lejon, Tore Sigvard; Haug, Bengt Erik. 2001. FARGESTOFFER I SOPP. Blekksoppen. 29: 16-19.
  • Strøm, M. B.; Haug, Bengt Erik; Rekdal, Øystein; Skar, Merete L.; Stensen, Wenche; Svendsen, John Sigurd. 2001. Important structural features of 15-residue lactoferricin derivatives and methods for improvement of antimicrobial activity. International Journal of Biochemistry and Cell Biology.
  • Lejon, Tore Sigvard; Haug, Bengt Erik. 2000. Fargestoffer i Sopp. Kjemi. 7.
Rapporter/avhandlinger
  • Bjørsvik, Hans-Rene; Sydnes, Leiv Kristen; Haug, Bengt Erik. 2010. IUPAC ICOS-18 Proceedings. Kjemisk institutt, Universitetet i Bergen, Bergen. 114 sider.

Se fullstendig oversikt over publikasjoner i CRIStin.

Organisk syntese

Peptidsyntese

Peptidomimetika

Legemiddelkjemi