Bis(amino acid) derivatives of 1,4-diamino-2-butyne that adopt a C2-symmetric turn conformation

descriptionPublicationkeyboard_double_arrow_right Article 01 Jan 2005 English Publisher:Royal Society of Chemistry (RSC)Journal:Organic & Biomolecular Chemistry, volume 3, page 4,134 (issn: 1477-0520, eissn: 1477-0539,

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Authors: Timothy P, Curran; Kevin A, Marques; Mark V, Silva;

doi: 10.1039/b508608f

pmid: 16267594

Bis(amino acid) derivatives of 1,4-diamino-2-butyne that adopt a C2-symmetric turn conformation

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Abstract

1,4-Diamino-2-butyne was prepared from 1,4-dichloro-2-butyne via 1,4-diazido-2-butyne. Bis(amino acid) derivatives of 1,4-diamino-2-butyne having the general structure (Boc-Xxx-NHCH2C[triple bond])2 (Xxx = Ala, Phe and Met) were prepared and examined by 1H NMR spectroscopy. Using chemical shift, coupling constant and DMSO titration data it is found that these compounds adopt a C2-symmetric turn conformation featuring two intramolecular hydrogen bonds.

Related Organizations

Trinity Baptist College
United States

Keywords

Molecular Conformation, Amino Acids, Diamines, Protons

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