Literature DB >> 10836047

7-Azabicycloheptane carboxylic acid: a proline replacement in a boroarginine thrombin inhibitor.

W Han1, J C Pelletier, L J Mersinger, C A Kettner, C N Hodge.   

Abstract

[formula: see text] The synthesis of thrombin inhibitor 3, which incorporates conformationally constrained 7-azabicycloheptane carboxylic acid (1) as a proline replacement, is described. The inhibition constant (Ki(thrombin) = 2.9 nM) indicates that 1 is a reasonable replacement of proline in the formation of a beta-turn tripeptide mimetic.

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Year:  1999        PMID: 10836047     DOI: 10.1021/ol990294x

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


  2 in total

1.  A new constrained proline analogue with an 8-azabicyclo[3.2.1]octane skeleton.

Authors:  Diego Casabona; Ana I Jiménez; Carlos Cativiela
Journal:  Tetrahedron       Date:  2007-06-04       Impact factor: 2.457

2.  5(6)-anti-Substituted-2-azabicyclo[2.1.1]hexanes: a nucleophilic displacement route.

Authors:  Grant R Krow; Ram Edupuganti; Deepa Gandla; Amit Choudhary; Guoliang Lin; Philip E Sonnet; Charles DeBrosse; Charles W Ross; Kevin C Cannon; Ronald T Raines
Journal:  J Org Chem       Date:  2009-11-06       Impact factor: 4.354

  2 in total

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