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Curriculum Vitae

Prof. Dr. Bernhard Westermann

Organic Synthesis/Biofunctional Chemistry

(Department of Bioorganic Chemistry)

Name: Bernhard Westermann Phone: -49 345 55821340 email: bwesterm@ipb-halle.de Actual position: Group leader, Head of Synthesis Special assignments: Chemical safety advisor Dept. NWC Lecturer at Univ. of Halle (Natural products chemistry)

Head of WIR (council of group leaders, postdocs, PhDstudents) Advisor, tutor for apprentices teaching

Working Experience since 2004 Group leader Leibniz-Institute of Plant Biochemistry

1992 - 2004 Oberassistent (C1), Hochschuldozent (C2) and Professor (C3) at Univ. of

Paderborn

1990 - 1991 NSERC-Postdoctoral Fellow at Univ. of Toronto (Prof. J. B. Jones)

1987 - 1989 Research Assistant at Univ. of Paderborn

Education 1996 Habilitation, Univ. of Paderborn

1989 Promotion, Univ. of Paderborn (Profs. Sucrow, Altenbach)

1986 Diplom, Univ. of Paderborn, Univ. of Osnabrück

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Fellowships, Awards and Honors 2009 Guest professor Univ. Santa Maria (UFSM), Brasil

1995 Preis der Univ. Paderborn für herausragende Lehre

1990 – 1991 NSERC (Canada) Postdoctoral fellow

1989 Studienabschlussstipendium: Fonds der Chem. Industrie

Citation Analysis Total no. of publications/no. of peer reviewed publications 55/50

H-Index (ISI, 6. 7. 2012) 16

Three most cited papers since 2009/total (ISI, 6. 7. 2012)

Moderne Varianten der Mannichreaktion. M. Arend, B. Westermann, N. Risch 197/570 AC 1998, 110, 1096-1122; ACIE 1998, 37, 1044-1070. Asymmetrische katalytische Aza-Henry Reaktionen: Dia- und Enantioselektive 56/120 Herstellung von 1,2-Diaminen. B. Westermann, AC 2003, 115, 161-163; ACIE 2003, 42, 151-153. Enantiodivergent organocascade reactions. B. Westermann, M. Ayaz, 40/40 S. S. vanBerkel AC 2010, 122, 858–861; ACIE 2010, 49, 846-849

Research Achievements* and Plans Within the context of method development major achievements involved organocatalytic me–thods, which were used for the synthesis of potentially bioactives. The preparation of natural products isolated by group natural products at the NWC department was achieved, enabling the realization of field trials. However, probes for affinity/activity based protein profiling were given main attention. The work encompassed design, synthesis, evaluation and optimization by an iterative approach with the biological partners (this also applies for MLU-partners). These studies were done within the PAKT project: Proteinmuster induzierter biologischer Prozesse.

Achievements involved

Metalfree traceless triazole formation by the Sakai-approach (ACIE 2012) Design of multi-read out probes (Ugi-probes) suitable for affinity/activity based protein

profiling (OBC 2012, Synthesis 2011, Chem. Commun. 2010)

These products will be further optimized for in vitro and for in vivo applications (e. g. CNTs).

Cl

Cl

N

R

NH

TosProtein-NH2

Protein-SS

R

NNNProtein

S

S

N

R

NH

Tos

Protein

R1 N

O

R2 O

R4

R3

Sakai-probe Ugi-probe

R=dye,Biotin,PEG

R1-4=dye, Biotin, PEG, photoreactive group, inhibitor

iTRAQ-probe

R' N

O

O

R''

H5,D5

Y

B

Based on the incorporation of a labile tertiary amide moiety by the Ugi-protocol, new probes suitable as ITRAQ analogues will be studied. This basic concept for expanding possibilities of MS-proteomic tools is unprecedented in the literature.

In addition, studies on method development (e. g. catalysis of MCRs) and synthesis with the focus of target- and diversity-oriented natural product synthesis will be conducted; they will be carried out in strong interactions with the natural products unit at the NWC department.

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Attachments: Publications and Activities* Invited/plenary lectures* Extramural Funding* 01/2009 – 06/2012 (For grants: active or gained within period) List of publications (recent)

Average Citations per Item: 29,3 h-index: 16 (SCI, status July 2012) 40: Rapid access to N-substituted diketopiperazines by one-pot Ugi-4CR/deprotection+

activation/cyclization (UDAC). C.R. Bohn Rhoden, D.G. Rivera, O. Kreye, A.K. Bauer, B. Westermann, L. Wessjohann J. Comb. Chem. 2009, 11, 1078–1082.

41: Antioomycete Activity of y-Oxocrotonate Fatty Acids against P. infestans. L. Eschen-Lippold, T. Dräger, A. Teichert, L. Wessjohann, B. Westermann, S. Rosahl, N. Arnold J. Agric. Food Chem. 2009, 57, 9607–9612.

42: Enantiodivergente Organokaskadenreaktionen. B. Westermann, M. Ayaz, S.S. van Berkel Angew. Chem. 2010, 122, 858–861; Angew. Chem., Int. Ed. 2010, 49, 846–849.

43: Enantioenriched Naphthoquinone Mannich Bases by Organocatalyzed Nucleophilic Additions to in situ Formed Imines M. Ayaz, B. Westermann Synlett 2010, 1489–1492.

44: Seven-component reactions by sequential chemoselective Ugi–Mumm/Ugi–Smiles reactions. S. Brauch, L. Gabriel, B. Westermann Chem. Commun. 2010, 46, 3387–3389.

45: Photoaffinity Labelled Peptoids and Depsipeptides by Multicomponent Reactions. M. Henze, O. Kreye, S. Brauch, C. Nitsche, K. Naumann, L. A. Wessjohann, B. Westermann Synthesis 2010, 2997–3003.

46: Cation- and - Stacking Interactions are Responsible for the Enhanced and Selective Inhibition of Butyrylcholinesterase by Modified Cinchonidine Alkaloids. S. A. Nawaz, M. Ayaz, W. Brandt, L. Wessjohann, B. Westermann Biochem. Bioorg. Chem. Res. Commun. 2011, 404, 935-940.

47: Oxidative allylic rearrangement of cycloalkenols: Formal total synthesis of enantiomerically pure trisporic acid B.

S. Dubberke, M. Abbas, B. Westermann Beilstein J. Org. Chem. 2011, 7, 421–425.

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48: Synthesis of (−)-julocrotine and a diversity oriented Ugi-approach to analogues and

probes. R. A. W. Neves Filho, B. Westermann L. A. Wessjohann

Beilstein J. Org. Chem. 2011, 7, 1504–1507. 49: Fast and efficient MCR-based synthesis of clickable rhodamine tags for protein

profiling. S. Brauch, M. Henze. B. Osswald, K. Naumann, L. A. Wessjohann; S.S. van Berkel,

B. Westermann Org. Biomol. Chem. 2012, 10, 958–965.

50: „Spurlose“ Tosylhydrazon-basierte Triazolsynthese: eine metallfreie Alternative zur ringspannungskatalysierten Azid-Alkin-Cycloaddition S. S. van Berkel, S. Brauch, L. Gabriel, M. Henze, S. Stark, D. Vasilev, L. A. Wessjohann, M. Abbas, B. Westermann Angew. Chem. 2012, 124, 5437–5441; Angew. Chem., Int. Ed. 2012, 51, 5343–5346.

51: Recent Advances in Asymmetric Isocyanide-Based Multicomponent Reactions S. S. van Berkel, B. G. M. Bögels, M. A. Wijdeven, B. Westermann, F. P. J. T. Rutjes Eur. J. Org. Chem. 2012, 3543–3559.

52: Multidimensional nano-HPLC coupled with tandem mass spectrometry for analyzing biotinylated proteins J. Sproß, S. Brauch, F. Mandel, M. Wagner, S. Buckenmaier, B. Westermann, A. Sinz Anal. Bioanal. Chem. 2012, DOI 10.1007/s00216-012-6057-9

53: Carbohydrate-steroid conjugation by Ugi reaction: One-pot synthesis of triple sugar/ pseudo-peptide/spirostane hybrids D. G. Rivera, K. Pérez-Labrada, L. Lambert, S. Dörner, B. Westermann, L. A. Wessjohann Carbohydrate Res. 2012, 359, 102–110.

54: Aus Pilzen isolierte Substanz gegen den Erreger der Kraut- und Knollenfäule. L. Eschen-Lippold, S. Rosahl, B. Westermann, N. Arnold Kartoffelbau 2012, 63(6), 18–21.

55: 4-Isocyanopermethylbutane-1,1,3-triol (IPB): a convertible isonitrile for MCRs R. A. W. Neves Filho, S. Stark, M. C. Morejon, B. Westermann, L. A. Wessjohann Tetrahedron Lett. 2012, 53, 5360–5363. 56: The Multicomponent Approach to N-Methyl Peptides: Total Synthesis of Antibacterial

(–)-Viridic Acid and Analogs R. A. W. Neves Filho, S. Stark, B. Westermann, L. A. Wessjohann Beilstein J. Org. Chem. 2012, accepted.

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Patents

1: Verfahren zur Herstellung von 4-(-Hydroxyalkyl)-1,3-dioxan-5-onen.

Anmeldung 15. 6. 2005 EP2005052757/20050615

2: Verfahren zur Herstellung von Kondensationsprodukten aus N-substituierten Glycinderivaten (Peptoide) über sequentielle Ugi-Mehrkomponentenreaktionen Anmeldung 24. 8. 2007 DE102006039615/20060824; EP2007007458/20070824

3: Anitoomycotica Anmeldung 26. 5. 2010

DE102009022619/20090526; EP2010003189/20100526 4: Hydropyranonderivate Anmeldung 26. 5. 2009, Aktenzeichen 10.2009.022.618.4

Most Important Publications

Moderne Varianten der Mannich-Reaktion M. Arend, B. Westermann, N. Risch

Angew. Chem. 1998, 1096–1122. Angew. Chem. Int. Ed. 1998, 37, 1044–1070. Aminoglycoside Mimics via Ugi-Multi Component Reaction. B. Westermann,

S. Dörner Chem. Commun. 2005, 2116–2118. Seven-component reactions by sequential chemoselective Ugi–Mumm/Ugi–Smiles

reactions. S. Brauch, L. Gabriel, B. Westermann Chem. Commun. 2010, 46, 3387–3389.

Fast and efficient MCR-based synthesis of clickable rhodamine tags for protein profiling. S. Brauch, M. Henze. B. Osswald, K. Naumann, L. A. Wessjohann; S. S. van Berkel; B. Westermann Org. Biomol. Chem. 2012, 10, 958–965.

„Spurlose“ Tosylhydrazon-basierte Triazolsynthese: eine metallfreie Alternative zur ringspannungskatalysierten Azid-Alkin-Cycloaddition S. S. van Berkel, S. Brauch, L. Gabriel, M. Henze, S. Stark, D. Vasilev, L. A. Wessjohann, M. Abbas, B. Westermann Angew. Chem. 2012, 124, 5437–5441; Angew. Chem., Int. Ed. 2012, 51, 5343–5346.

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Miscallenous

Dozent Studienstiftung des dt. Volkes DFG Gutachter für Sonderforschungsbereich für Anträge im Normalverfahren für Post-Doc Stipendien NWO (NL) Gutachter Amer. Petrol. Fund Gutachter Amer. Jewish Council Gutachter Carl-Zeiss Stiftung Gutachter Univ. of Arizona Gutachter Higher Educ. Council Gutachter Pakistan Zeitschriften ca. 40/a ACS, Wiley-VCH, RSC, Elsevier, Bentham, Springer,…