氘同位素对席夫碱氨基酸四丁基铵盐的13C化学位移的影响。
Deuterium isotope effect on 13C chemical shifts of tetrabutylammonium salts of Schiff bases amino acids.
作者信息
Rozwadowski Z
机构信息
Institute of Chemistry and Environmental Protection, Szczecin University of Technology, Al. Piastów 42, 70-065 Szczecin, Poland.
出版信息
Magn Reson Chem. 2006 Sep;44(9):881-6. doi: 10.1002/mrc.1852.
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.
已测量了氘同位素对席夫碱四丁基铵盐、氨基酸（甘氨酸、L-丙氨酸、L-苯丙氨酸、L-缬氨酸、L-亮氨酸、L-异亮氨酸和L-甲硫氨酸）衍生物以及各种邻羟基醛在CDCl₃中的¹³C化学位移的影响。结果表明，氨基酸席夫碱的四丁基铵盐作为2-羟基萘甲醛和3,5-二溴水杨醛的衍生物，以NH形式存在，而在水杨醛和5-溴水杨醛的衍生物中发生了质子转移。COO⁻和NH基团之间的相互作用通过分子内双叉氢键稳定了质子转移形式。
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