Literature DB >> 17291004

Photoactive barbiturate receptors: an ultimate lock-and-key system in which the key unlocks the lock.

Suman Lakkakula1, Oleg D Mitkin, Roman A Valiulin, Andrei G Kutateladze.   

Abstract

Conditional photofragmentation is achieved with binary systems incorporating the isophthaloyl bis-aminopyridine barbiturate recognition motif and dithiane- or trithiane-based photolabile modules, which cleave only in the presence of an external sensitizer. The components of the host-guest molecular recognition pair were each outfitted with either the sensitizer or the photocleavable module. In these pairs, photoinduced fragmentation is contingent on a molecular recognition event, which brings the sensitizer into the immediate proximity of the photolabile latch. [structure: see text]

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Year:  2007        PMID: 17291004      PMCID: PMC2631392          DOI: 10.1021/ol0700153

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Catalytic enantioselective reactions driven by photoinduced electron transfer.

Authors:  Andreas Bauer; Felix Westkämper; Stefan Grimme; Thorsten Bach
Journal:  Nature       Date:  2005-08-25       Impact factor: 49.962

2.  Photorelease of an organic molecule in solution: light-triggered blockage of a hydrogen-bonding receptor site.

Authors:  Yann Molard; Dario M Bassani; Jean-Pierre Desvergne; Peter N Horton; Michael B Hursthouse; James H R Tucker
Journal:  Angew Chem Int Ed Engl       Date:  2005-02-04       Impact factor: 15.336

3.  Dithiane- and trithiane-based photolabile scaffolds for molecular recognition.

Authors:  O D Mitkin; A N Kurchan; Y Wan; B F Schiwal; A G Kutateladze
Journal:  Org Lett       Date:  2001-06-14       Impact factor: 6.005

4.  Anomalous C-C bond cleavage in sulfur-centered cation radicals containing a vicinal hydroxy group.

Authors:  Zaiguo Li; Andrei G Kutateladze
Journal:  J Org Chem       Date:  2003-10-17       Impact factor: 4.354

  4 in total
  3 in total

1.  Photoamplification and multiple tag release in a linear peptide-based array of dithiane adducts.

Authors:  Kavitha Majjigapu; Janaki R R Majjigapu; Andrei G Kutateladze
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

Review 2.  Photoremovable protecting groups in chemistry and biology: reaction mechanisms and efficacy.

Authors:  Petr Klán; Tomáš Šolomek; Christian G Bochet; Aurélien Blanc; Richard Givens; Marina Rubina; Vladimir Popik; Alexey Kostikov; Jakob Wirz
Journal:  Chem Rev       Date:  2012-12-21       Impact factor: 60.622

3.  Photoactive Spatial Proximity Probes for Binding Pairs with Epigenetic Marks.

Authors:  Roman N Ezhov; Greg A Metzel; Olga A Mukhina; Catherine A Musselman; Tatiana G Kutateladze; Tiffany P Gustafson; Andrei G Kutateladze
Journal:  J Photochem Photobiol A Chem       Date:  2014-09-15       Impact factor: 4.291

  3 in total

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