List of Publications

Research Projects

Ph.D. Theses

  Summary

Our group is interested in Carbohydrate Chemistry. We prepare saccharides which are of biological interest and which are used for biochemical studies. We develop new synthetic strategies for complex saccharides including new protecting groups. We are also interested in enzyme reactions, combinatorial synthesis and heterocyclic chemsitry.

  Zusammenfassung 

Unser Interesse gilt der Kohlenhydratchemie. Wir synthetisieren Oligosaccharide, die von biologischem Interesse sind und biochemischen Studien dienen. Wir entwickeln neuartige Synthesestrategien zum Aufbau komplexer Oligosaccharide einschließlich neuer Schutzgruppentechniken. Wir sind ebenso an Enzymreaktionen, an kombinatorischen Synthesen und Heterocyclen interessiert.

  Résumé

Notre groupe est intéressé par la chimie d'hydrate de carbone. Nous préparons les oligosaccharides qui sont d'intérêt biologique et qui sont utilisés pour des études biochimiques. Nous développons de nouvelles stratégies synthétiques pour les oligosaccharides complexes comprenant de nouveaux groupes protecteurs. Nous sommes également intéressés à la synthèse enzymatique, combinatoire et heterocyclique.

Resumen

El interés de nuestro grupo se centra en la química de carbohidratos. Desarrollamos nuevas estrategias para la síntesis de oligosacáridos complejos, incluyendo los nuevos grupos protectores, con la finalidad de preparar oligosacáridos de interés biológico y bioquímico. Otros aspectos de interés del grupo son la química combinatoria, la síntesis enzimática y heterociclica.

   Sintesi

Il nostro gruppo si interessa di chimica dei carboidrati. Sintetizziamo saccaridi che sono di interesse biologico e  che possono essere sfruttati per studi biochimici. Inoltre, sviluppiamo nuove strategie sintetiche per la preparazione di saccaridi complessi che comprendano nuovi gruppi protettori. I nostri interessi includono fralaltro reazioni enzimatiche e sintesi di tipo combinatoriale.

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Carbohydrates

We develop novel synthetic strategies for highly diastereoselective Glycosylations and novel protecting group strategies for oligosaccharide syntheses. For instance, we develop new methods for intramolecular glycosylations via prearranged glycosides which enable the preparation of otherwise difficultly to establish ß-mannosidic or ß-rhamnosidic linkages.

References:

T. Ziegler, "Pyruvated Saccharides - Novel Strategies for Oligosaccharide Synthesis", Topics Curr. Chem. 1997, 186, 203-229.

T. Ziegler, "Protecting Group Strategies for Carbohydrates" in Carbohydrate Chemistry (Ed. G.-J. Boons), Chapman 1997.

T. Ziegler, "The Glycosylation of Silylated Alcohols", J. Prakt. Chem. 1998, 340, 204-213.

T. Ziegler "Synthesis by Indirect and Special Methods" in Handbook of Glycosylation (Ed. A.V. Demchenko), Wiley-VCH 2008.

Enzymatic Syntheses

We use enzymes like lipases and aldolases for the synthesis of enatiopur compounds and sacchardies which are otherwise difficult to prepare. For example, disaccharides and conduritols were prepared chemoenzymatically this way.

References:

Th. Ziegler, F. Bien, C. Jurisch; Tetrahedron Asymm. 1998, 9, 765-780.

F. Bien, Th. Ziegler; Tetrahedron Asymm., 1998, 9, 781-790.

Thomas Ziegler, Claus Jurisch; Tetrahedron: Asymm., 2000, 11, 3403-3418.

M. Lang, Th. Ziegler; Eu. J. Org. Chem., 2007, 768-776.

Combinatorial Synthesis

We use combinorial spot-syntheses for the preparation of libraries of fully glycosylated peptides which can mimic oligosaccharides and thus, the interaction of saccharides with proteins.

References:

Th. Ziegler, D. Röseling and L. R. Subramanian; Tetrahedron: Asymm. 2002, 13, 911-914.

C. Schips, Th. Ziegler; J. Carbohydr. Chem. 2005, 24, 773-788.

Th. Ziegler, C. Schips; NATURE-Protocols, 2006, 1, 1987-1994.

N. Pietrzik, C. Schips, Th. Ziegler; Synthesis 2008, 519-526.

Heterocycles

We develop new heterocyclic synthesis and search for new reactions of heterocyclic compounds. For instance, a novel ring opening reaction of triazoles led to a new variation of the Japp-Klingemann reaction and the preparartion of azo compounds. Likewise, new carbohydrate triazole conjugates and glycosylated phthalocyanines are synthesized.

References:

A. Micó, S. I. Vagin, L. Subramanian, Th. Ziegler, M. Hanack; Eu. J. Org. Chem. 2005, 4328-4337.

M.U. Anwar, Th. Ziegler, L.R. Subramanian; Synlett 2006, 627-629.

X. Àlvarez Micó, R. Gomez Bombarelli, L. R. Subramanian and Th. Ziegler; Tetrahedron Lett., 2006, 47, 7845-7848.

M. Uhde, M. U. Anwar, Th. Ziegler; Synth. Commun. 2008, 38, 881-888.