Literature DB >> 22552375

Induction of chirality: experimental evidence of atropisomerism in azapeptides.

Philipp A Ottersbach1, Gregor Schnakenburg, Michael Gütschow.   

Abstract

Methylation of the peptide bond in model azadipeptides leads to the E configuration and hence to atropisomerism due to a restricted rotation around the N-N axis.

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Year:  2012        PMID: 22552375     DOI: 10.1039/c2cc31161e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

1.  3-Cyano-3-aza-β-amino Acid Derivatives as Inhibitors of Human Cysteine Cathepsins.

Authors:  Janina Schmitz; Anna-Madeleine Beckmann; Adela Dudic; Tianwei Li; Robert Sellier; Ulrike Bartz; Michael Gütschow
Journal:  ACS Med Chem Lett       Date:  2014-08-11       Impact factor: 4.345

2.  Azanitrile Inhibitors of the SmCB1 Protease Target Are Lethal to Schistosoma mansoni: Structural and Mechanistic Insights into Chemotype Reactivity.

Authors:  Adéla Jílková; Martin Horn; Jindřich Fanfrlík; Jim Küppers; Petr Pachl; Pavlína Řezáčová; Martin Lepšík; Pavla Fajtová; Petra Rubešová; Marta Chanová; Conor R Caffrey; Michael Gütschow; Michael Mareš
Journal:  ACS Infect Dis       Date:  2020-12-10       Impact factor: 5.084

3.  Highly potent inhibitors of cathepsin K with a differently positioned cyanohydrazide warhead: structural analysis of binding mode to mature and zymogen-like enzymes.

Authors:  Jakub Benýšek; Michal Buša; Petra Rubešová; Jindřich Fanfrlík; Martin Lepšík; Jiří Brynda; Zuzana Matoušková; Ulrike Bartz; Martin Horn; Michael Gütschow; Michael Mareš
Journal:  J Enzyme Inhib Med Chem       Date:  2022-12       Impact factor: 5.051

  3 in total

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