13C NMR study of the stereospecificity of the thiohemiacetals formed on inhibition of papain by specific enantiomeric aldehydes.

@article{Mackenzie198613CNS,
  title={13C NMR study of the stereospecificity of the thiohemiacetals formed on inhibition of papain by specific enantiomeric aldehydes.},
  author={Neil E. Mackenzie and Sheila K Grant and A. I. Scott and J. Paul G. Malthouse},
  journal={Biochemistry},
  year={1986},
  volume={25 8},
  pages={2293-8}
}
The inhibition of papain by N-acetyl-D- and N-acetyl-L-phenylalanyl[1-13C]glycinal was investigated by 13C nuclear magnetic resonance (NMR) spectroscopy. Both the L- and D-aldehyde enantiomers formed thiohemiacetals with papain. The 13C-enriched carbon of the thiohemiacetals formed with the L- and D-aldehydes has chemical shifts at 74.7 and 75.1 ppm, respectively. The difference in chemical shift for the two inhibitor complexes is attributed to each forming a different diastereomeric papain… CONTINUE READING