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.

Vitenskapelig artikkel
  • 2019. Kinase chemodiversity from the Arctic: the breitfussins. Journal of Medicinal Chemistry. 10167-10181.
  • 2018. Structural determinants and cellular environment define processed actin as the sole substrate of the N-terminal acetyltransferase NAA80. Proceedings of the National Academy of Sciences of the United States of America. 4405-4410.
  • 2018. Aldol condensations on a 3-alkylidene-2,5-diketopiperazine - synthesis of two marine natural products. Synlett : Accounts and Rapid Communications in Synthetic Organic Chemistry. 1303-1306.
  • 2017. Synthesis of a novel tripeptidomimetic scaffold and biological evaluation for CXC chemokine receptor 4 (CXCR4) antagonism. Tetrahedron. 3866-3877.
  • 2017. Oncolytic peptide LTX-315 induces an immune-mediated abscopal effect in a rat sarcoma model. Oncoimmunology. 1-13.
  • 2017. LTX-315: a first-in-class oncolytic peptide that reprograms the tumor microenvironment. Future Medicinal Chemistry. 1339-1344.
  • 2017. Influence of chain length on the activity of tripeptidomimetic antagonists for CXC chemokine receptor 4 (CXCR4). Bioorganic & Medicinal Chemistry. 646-657.
  • 2016. Discovery of a 9-mer cationic peptide (LTX-315) as a potential first in class oncolytic peptide. Journal of Medicinal Chemistry. 2918-2927.
  • 2016. Crystal structure of the Golgi-associated human N-alpha acetyltransferase 60 (Naa60/NatF) reveals the molecular determinants for substrate-specific acetylation. Structure. 1044-1056.
  • 2015. Pseudoaeruginosins, nonribosomal peptides in nodularia spumigena. ACS Chemical Biology. 725-733.
  • 2015. Probing the molecular interactions between CXC chemokine receptor 4 (CXCR4) and an arginine-based tripeptidomimetic antagonist (KRH-1636). Journal of Medicinal Chemistry. 8141-8153.
  • 2015. Discovery of a Specific Inhibitor of Pyomelanin Synthesis in Legionella pneumophila. Journal of Medicinal Chemistry. 8402-8412.
  • 2015. A concise total synthesis of breitfussin A and B. Organic Letters. 122-125.
  • 2014. Reversible ketomethylene-based inhibitors of human neutrophil proteinase 3. Journal of Medicinal Chemistry. 9396-9408.
  • 2014. In silico design, synthesis, and assays of specific substrates for proteinase 3: Influence of fluorogenic and charged groups. Journal of Medicinal Chemistry. 1111-1115.
  • 2014. Design, synthesis, and biological evaluation of scaffold-based tripeptidomimetic antagonists for CXC chemokine receptor 4 (CXCR4). Bioorganic & Medicinal Chemistry. 4759-4769.
  • 2013. Synthesis and docking of novel piperidine renin inhibitors. Monatshefte für Chemie. 479-494.
  • 2013. Nitroreductase, a near-infrared reporter platform for in vivo time-domain optical imaging of metastatic cancer. Cancer Research. 1276-1286.
  • 2012. The relative spatial positions of tryptophan and cationic residues in helical membrane-active peptides determines their cytotoxicity. Journal of Biological Chemistry. 233-244.
  • 2012. Interaction of local anaesthetic articaine enantiomers with brain lipids: A Langmuir monolayer study. European Journal of Pharmaceutical Sciences. 394-401.
  • 2012. Debenzylation of Functionalized 4-and 5-substituted 1,2,3-fTriazoles. Synthesis (Stuttgart). 2070-2078.
  • 2012. 1,3-Dipolar cycloaddition of benzyl azide to two highly functionalized alkynes. Monatshefte für Chemie. 505-512.
  • 2011. Synthesis of trans-4-Triazolyl-Substituted 3-Hydroxypiperidines. Synthesis (Stuttgart). 749-754.
  • 2011. Intramolecular hydrogen bonding in articaine can be related to superior bone tissue penetration: A molecular dynamics study. Biophysical Chemistry. 18-25.
  • 2008. Synthetic antimicrobial peptidomimetics with therapeutic potential. Journal of Medicinal Chemistry. 4306-4314.
  • 2008. Antimicrobial Peptides with Stability toward Tryptic Degradation. Biochemistry. 3777-3788.
  • 2007. Application of the Suzuki-Miyaura cross-coupling to increase antimicrobial potency generates promising novel antibacterials. Bioorganic & Medicinal Chemistry Letters.
  • 2005. Facile degradative lactonization of Gln-Arg and Gln-Phe hydroxyethylene dipeptide derivatives. Journal of Peptide Research.
  • 2004. Synthesis of a Gln-Phe hydroxyethylene dipeptide isostere. Organic Letters. 4783-4786.
  • 2004. Bulky nonproteinogenic amino acids permit the design of very small and effective cationic antibacterial peptides. Journal of Medicinal Chemistry. 4159-4162.
  • 2003. The Pharmacophore of Short Cationic Antibacterial Peptides. Journal of Medicinal Chemistry. 1567-1570.
  • 2003. Enhanced antitumor activity of 15-residue bovine lactoferricin derivatives containing bulky aromatic amino acids and lipophilic N-terminal modifications. Journal of Peptide Science. 510-517.
  • 2002. Synthesis of a 2-arylsulphonylated tryptophan: the antibacterial activity of bovine lactoferricin peptides containing Trp(2-Pmc). Journal of Peptide Science. 307-313.
  • 2002. Simple parameterization of non-proteinogenic amino acids for QSAR of antibacterial peptides. Journal of Peptide Science. 302-306.
  • 2001. The effects of charge and lipophilicity on the antibacterial activity of undecapeptides derived from bovine lactoferricin. Journal of Peptide Science. 425-432.
  • 2001. The Role of Tryptophan in the Antibacterial Activity of a 15-Residue Bovine Lactoferricin Peptide. Journal of Peptide Science. 190-196.
  • 2001. Important structural features of 15-residue lactoferricin derivatives and methods for improvement of antimicrobial activity. International Journal of Biochemistry and Cell Biology.
  • 2001. Bulky Aromatic Amino Acids Increase the Antibacterial Activity of Bovine Lactoferricin Peptides. Journal of Peptide Science. 425-432.
  • 2000. Fargestoffer i Sopp. Kjemi.
Faglig foredrag
  • 2014. Havet - vårt nye medisinskap?
Populærvitenskapelig foredrag
  • 2016. Peptider, peptidomimetika og legemiddelutvikling.
  • 2013. Hvordan lager man legemiddelmolekyler?
  • 2012. The Nobel Prize in Chemistry 2012.
  • 2012. Peptider og legemiddelutvikling.
  • 2012. Hvordan lager man et legemiddel?
  • 2007. Antimikrobielle peptider - En kilde til utvikling av fremtidenslegemidler mot mikrober og kreft?
Vitenskapelig foredrag
  • 2016. Discovery of LTX-315 - A potential first-in-class oncolytic peptide.
  • 2016. BIOSNet - From marine natural products to commercial leads.
  • 2015. Total synthesis of breitfussin A and B.
  • 2014. Design and synthesis of substrates and inhibitors for Proteinase 3.
  • 2014. Design and synthesis of ketomethylene-based inhibitors of human neutrophil Proteinase 3.
  • 2012. Synthesis of piperidine derivatives.
  • 2012. Novel Renin Inhibitors.
  • 2012. Hvordan lager man et legemiddel?
  • 2010. [3+2] Cycloaddition of benzyl azide to two highly functionalized alkynes.
  • 2009. Synthesis of biologically active peptides and peptidomimetics.
  • 2006. Synthesis of a Gln-Phe hydroxyethylene dipeptide isostere.
  • 2001. Antibacterial Activity of 15-Residues Bovine Lactoferricin Derivatives Employing non-coded Aromatic Amino Acids, Peptides 2000.
  • 2000. Increased Antibacterial activity of 15-residues Bovine Lactoferricin Derivatives employing non-coded Aromatic Amino Acids,.
Annet produkt
  • 2001. Antimicrobial compounds and formulations.
Kompendium
  • 2010. IUPAC ICOS-18 Proceedings.
Populærvitenskapelig artikkel
  • 2001. FARGESTOFFER I SOPP. Blekksoppen. 16-19.
Doktorgradsavhandling
  • 2016. Synthesis of Bicyclic CXCR4 Antagonists .
  • 2014. Synthesis of serine protease inhibitors.
  • 2012. Synthesis of novel renin inhibitors.
  • 2012. Synthesis of Some Nitrogen Heterocycles of Medicinal Relevance.
Sammendrag/abstract
  • 2012. Synthesis and docking of 4-triazolyl substituted piperidine derivatives as novel renin inhibitors. Journal of Peptide Science. S125-S125.
  • 2011. SAR and Binding Mode for CXCR4 Antagonists Based on an Arg-Arg-Nal Tripeptide Motif. Biopolymers. 492-492.
Poster
  • 2018. naa10 knockdown and NatA inhibition point to role for the NatA complex in zebrafish dorsoventral axis formation .
  • 2018. Inhibition of the Actin N-terminal acetyltransferase NAA80.
  • 2017. Synthesis of the natural product (3Z,6Z)-3-((1H-imidazol-5-yl)methylene)-6-(2-methylpropylidene)-piperazine-2,5-dione.
  • 2017. Halogenation of electron rich heterocycles: Where does it go?
  • 2016. Total Synthesis of Breitfussin A and B.
  • 2016. Synthesis of a Challenging Amide.
  • 2016. Synthesis of Analogues of the Bioactive Compound Barettin.
  • 2016. Scaffold-based tripeptidomimetic CXCR4 antagonists.
  • 2015. Synthetic studies towards peptidomimetic CXCR4 antagonists.
  • 2015. Synthetic studies towards nitroreductase-activated fluorescent probes.
  • 2015. Synthetic studies towards CXCR4 antagonists.
  • 2014. Synthetic studies towards CXCR4 antagonists.
  • 2014. Synthetic studies towards CXCR4 antagonists.
  • 2014. Synthesis and biological evaluation of pseudopeptide inhibitors of Proteinase 3.
  • 2012. Synthesis of a Ketomethylene Dipeptide Isostere.
  • 2012. Synthesis and docking of 4-triazolyl substituted piperidine derivatives as novel renin inhibitors.
  • 2012. Local Anesthetic Articaine Enantiomers interaction with Brain Lipids.
  • 2011. Synthesis of 3,4-disubstituted piperidines.
  • 2011. Synthesis of 3,4-disubstituted piperidines.
  • 2009. Cycloaddition with highly functionalized terminal alkynes.
  • 2006. Novel Antibacterial Tripeptides.
  • 2001. Preparation of (2S)-3-amino-(2,2,5,7,8-pentamethyl-chroman-6-sulfonyl)-1H-indol-3-yl)-propionic acid and its incorporation into antibacterial lactoferricin peptides.
Vitenskapelig oversiktsartikkel/review
  • 2015. Progress toward rationally designed small-molecule peptide and peptidomimetic CXCR4 antagonists. 1261-1283.
  • 2007. The medicinal chemistry of short lactoferricin-based antibacterial peptides. 1-18.

Se fullstendig oversikt over publikasjoner i CRIStin.

Organisk syntese

Peptidsyntese

Peptidomimetika

Legemiddelkjemi