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Showing 1–12 of 12 results
Advanced filters: Author: Andrei K. Yudin Clear advanced filters

  • Peptide macrocycles have a number of important applications. Among other things, the reduced conformational freedom of the cyclic structure enables strong binding to the extended contact regions of protein–protein complexes. Here, emerging methods directed towards the synthesis of these valuable molecules are reviewed.

    • Christopher J. White
    • Andrei K. Yudin
    Reviews
    Nature Chemistry
    Volume: 3, P: 509-524

  • Constrained molecules typically adopt one major conformation and this limitation prevents the study of other energetically less-favourable conformations. Nevertheless, these alternate structures might prove to be useful and it has now been shown that a dominant rotor method can alter the energetic landscape of peptides to create two-well systems with distinct conformational behaviour.

    • Diego B. Diaz
    • Solomon D. Appavoo
    • Andrei K. Yudin
    Research
    Nature Chemistry
    Volume: 13, P: 218-225

  • Interrupting a reaction reroutes the outcome of a known chemical process. This Review highlights advances that enable the redirection of common intermediates in organic chemistry to new outcomes.

    • Vincent Trudel
    • Chieh-Hung Tien
    • Andrei K. Yudin
    Reviews
    Nature Reviews Chemistry
    Volume: 5, P: 604-623

  • Mechanistic studies of the hemilability of MIDA (N-methyliminodiacetic acid) boronates reveal the chameleonic behaviour of the BMIDA group. The superior migratory aptitude of BMIDA compared to hydride and the capacity to resemble a proton when nitrogen decoordinates from boron have now been exploited for the design of new boron transfer reactions.

    • C. Frank Lee
    • Diego B. Diaz
    • Andrei K. Yudin
    Research
    Nature Chemistry
    Volume: 10, P: 1062-1070

  • Heteroatom-rich organoboron compounds are promising modulators of enzyme activity. Here, the authors report a library of aminocyanoboronates as serine hydrolases inhibitors with the most potent compound showing in vivo and in vitro nanomolar activity and high selectivity towards human ABHD3 hydrolase.

    • Joanne Tan
    • Armand B. Cognetta III
    • Andrei K. Yudin
    ResearchOpen Access
    Nature Communications
    Volume: 8, P: 1-8

  • Controlling macrocycle conformation represents a powerful tool for the construction of new bioactive molecules. Now, peptide-based macrocycles bearing a 1,3,4-oxadiazole moiety grafted into their backbone have been synthesized via a new cyclization approach. The resulting cyclic products exhibit conformationally rigid turn structures (stabilized through intramolecular hydrogen bonding) that can display passive membrane permeability.

    • John R. Frost
    • Conor C. G. Scully
    • Andrei K. Yudin
    Research
    Nature Chemistry
    Volume: 8, P: 1105-1111

  • The function of many biologically active molecules requires the presence of carbon-nitrogen bonds in strategic positions. The biosynthetic pathways leading to such bonds can be bypassed through chemical synthesis to synthesize natural products more efficiently and also to generate the molecular diversity unavailable in nature.

    • Ryan Hili
    • Andrei K Yudin
    Comments & Opinion
    Nature Chemical Biology
    Volume: 2, P: 284-287

  • Recent years have witnessed a surge of interest in targeted covalent inhibition of disease-associated proteins. Among the electrophiles used to interact with nucleophilic residues in protein structures, boron is unique for its chameleonic ability to display a range of coordination modes upon interaction with protein targets.

    • Diego B. Diaz
    • Andrei K. Yudin
    Reviews
    Nature Chemistry
    Volume: 9, P: 731-742