Literature DB >> 20160906

Substantial formation of hydrates and hemiacetals from pyridinium ketones.

Sha Huang1, Amanda K Miller, Weiming Wu.   

Abstract

Pyridinium ketones have been found to exist as hydrates and hemiacetals in considerable amount in aqueous and alcoholic solutions, respectively. The relative position of the pyridinium positive charge has a large effect on the equilibrium constants. The polar substituent constants, sigma*, of the pyridinium group substituted at different positions can be estimated from the hydration constants.

Entities:  

Year:  2009        PMID: 20160906      PMCID: PMC2769069          DOI: 10.1016/j.tetlet.2009.09.054

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  1 in total

1.  Excellent correlation between substituent constants and pyridinium N-methyl chemical shifts.

Authors:  Sha Huang; Jesse C S Wong; Adam K C Leung; Yee Man Chan; Lili Wong; Myrien R Fernendez; Amanda K Miller; Weiming Wu
Journal:  Tetrahedron Lett       Date:  2009-09-02       Impact factor: 2.415

  1 in total
  4 in total

1.  Accelerated hydrolysis of α-halo and α-cyano pyridinium relative to uracil derivatives: a model for ODCase-catalyzed hydrolysis of 6-cyanoUMP.

Authors:  Sha Huang; Freeman M Wong; George T Gassner; Weiming Wu
Journal:  Tetrahedron Lett       Date:  2011-08-03       Impact factor: 2.415

2.  Dynamics of a DNA Mismatch Site Held in Confinement Discriminate Epigenetic Modifications of Cytosine.

Authors:  Robert P Johnson; Aaron M Fleming; Rukshan T Perera; Cynthia J Burrows; Henry S White
Journal:  J Am Chem Soc       Date:  2017-02-13       Impact factor: 15.419

3.  Reactivity in the nucleophilic aromatic substitution reactions of pyridinium ions.

Authors:  Jeannette T Bowler; Freeman M Wong; Scott Gronert; James R Keeffe; Weiming Wu
Journal:  Org Biomol Chem       Date:  2014-08-28       Impact factor: 3.876

4.  The pH-Dependence of the Hydration of 5-Formylcytosine: an Experimental and Theoretical Study.

Authors:  Fabian L Zott; Vasily Korotenko; Hendrik Zipse
Journal:  Chembiochem       Date:  2022-02-10       Impact factor: 3.461

  4 in total

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