Isotopic multiplets in the /sup 13/C NMR spectra of partially deuterated ammonium derivatives. Spectral effects of isotopic asymmetry at a nitrogen atom

Journal Article · Wed Mar 06 04:00:00 EST 1985 · J. Am. Chem. Soc.; (United States)

DOI:https://doi.org/10.1021/ja00291a066· OSTI ID:5616935

Reuben, J

Multiplets due to upfield deuterium isotope effects on the /sup 13/C chemical shifts can be observed when hydrogen exchange is slow relative to the magnitude of the isotope effect. Deuterium isotope effects have been reported for amine, amide, and amino acid systems. The chemical shift values and the magnitudes of the isotope effect for spermidine, as well as for the other substances are in the range 0.055-0.097 ppm/deuteron for the two bond isotope effect. Values at the lower end of this range are observed with higher substitution on the nitrogen or carbon atoms. The three-bond isotope effect is in the range 0.025-0.051 ppm/deuteron. For amino acids and their derivatives, partial deuteration of the ..cap alpha.. ammonium group gives rise to isotopic multiplets in the carboxyl as well as in the identification of terminal residues of peptides.

• Research Organization: Hercules Incorporated, Wilmington, DE
• OSTI ID: 5616935
• Journal Information: J. Am. Chem. Soc.; (United States), Journal Name: J. Am. Chem. Soc.; (United States) Vol. 107:5; ISSN JACSA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400302* -- Organic Chemistry-- Isotope Effects-- (-1987)
AMINES
CARBON 13
CARBON ISOTOPES
CHEMICAL SHIFT
DATA
DEUTERIUM
EVEN-ODD NUCLEI
EXPERIMENTAL DATA
HYDROGEN ISOTOPES
INFORMATION
ISOTOPE EFFECTS
ISOTOPE ENRICHED MATERIALS
ISOTOPES
ISOTOPIC EXCHANGE
LIGHT NUCLEI
MATERIALS
NMR SPECTRA
NUCLEI
NUMERICAL DATA
ODD-ODD NUCLEI
ORGANIC COMPOUNDS
SPECTRA
STABLE ISOTOPES