Magnetic Resonance in Chemistry 2006-09-01

Deuterium isotope effect on 13C chemical shifts of tetrabutylammonium salts of Schiff bases amino acids.

Z Rozwadowski

Index: Magn. Reson. Chem. 44(9) , 881-6, (2006)

Full Text: HTML

Abstract

Deuterium isotope effects on 13C chemical shift of tetrabutylammonium salts of Schiff bases, derivatives of amino acids (glycine, L-alanine, L-phenylalanine, L-valine, L-leucine, L-isoleucine and L-methionine) and various ortho-hydroxyaldehydes in CDCl3 have been measured. The results have shown that the tetrabutylammonium salts of the Schiff bases amino acids, being derivatives of 2-hydroxynaphthaldehyde and 3,5-dibromosalicylaldehyde, exist in the NH-form, while in the derivatives of salicylaldehyde and 5-bromosalicylaldehyde a proton transfer takes place. The interactions between COO- and NH groups stabilize the proton-transferred form through a bifurcated intramolecular hydrogen bond.Copyright (c) 2006 John Wiley & Sons, Ltd.

Related Compounds

  • 3,5-Dibromo-2-hydr...

Related Articles:

NMR studies of solvent-assisted proton transfer in a biologically relevant Schiff base: toward a distinction of geometric and equilibrium H-bond isotope effects.

2006-03-15

[J. Am. Chem. Soc. 128(10) , 3375-87, (2006)]

Synthesis, structures and urease inhibition studies of Schiff base metal complexes derived from 3,5-dibromosalicylaldehyde.

2012-12-01

[Eur. J. Med. Chem. 58 , 323-31, (2012)]

Deficiency of autophagy protein Map1-LC3b mediates IL-17-dependent lung pathology during respiratory viral infection via ER stress-associated IL-1.

2015-09-01

[Mucosal Immunol. 8 , 1118-30, (2015)]

[Colorimetric determination of 4-chloro-2-(o-chlorobenzoyl)-N-methyl-N alpha-glycylglycinanilide with 3,5-dibromsalicyladehyde (author's transl)].

1981-06-01

[Yakugaku Zasshi 101(6) , 532-7, (1981)]

A new selective preparation of 4H-chromenes by reaction of alkyl cyanoacetate with 3, 5-dibromosalicylaldehyde in the presence of ammonium acetate. FUJIMOTO A and SAKURAI A.

[Synthesis 1977(12) , 871-872, (1977)]

More Articles...