Literature DB >> 15237187

Conformational switching caused by biphenyl substitution at the Calpha position: ethyl 2-benzyl-2-(formylamino)-3-phenylpropionate and ethyl 3-(1,1'-biphenyl-4-yl)-2-(formylamino)-2-(4-phenylbenzyl)propionate.

Lakshminarasimhan Damodharan1, Vasantha Pattabhi, Manoranjan Behera, Sambasivarao Kotha.   

Abstract

The title compounds, C19H21NO3 and C31H29NO3, are derivatives of alpha-aminoisobutyric acid, with benzyl and dibenzyl substitution. The pseudo-peptide formed by the N-formyl and ethyl ester substitution at the Calpha position switches from a trans-trans to a trans-cis configuration as a result of biphenyl substitution. The packing of the compounds is stabilized by N-H...O and C-H...O hydrogen bonds.

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Year:  2004        PMID: 15237187     DOI: 10.1107/S0108270104013150

Source DB:  PubMed          Journal:  Acta Crystallogr C        ISSN: 0108-2701            Impact factor:   1.172


  1 in total

1.  Intrinsic conformational preferences of C(alpha,alpha)-dibenzylglycine.

Authors:  Jordi Casanovas; Ruth Nussinov; Carlos Alemán
Journal:  J Org Chem       Date:  2008-05-09       Impact factor: 4.354

  1 in total

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