## Abstract The first successful observation of the vicinal ^15^N,^13^C spin‐coupling constants in a series of amino acids, comprising Val, Ile, Leu and Thr, in which the α‐nitrogens are fully replaced with ^15^N, is described. A Karplus‐type dihedral‐angle dependence was noted for the coupling con
Applicability of vicinal heteronuclear (13C-1H, 15N-1H, 13C-15N) coupling constants for conformational analysis of amino acids: Phenylalanine, α-aminobutyric acid and β-alanine
✍ Scribed by Bozhana P. Mikhova; Mario F. Simeonov; Stefan L. Spassov
- Publisher
- John Wiley and Sons
- Year
- 1985
- Tongue
- English
- Weight
- 335 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0749-1581
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✦ Synopsis
The vicinal "G'H, "N-'H and %-"N spin coupling constants were obtained from the 'H and =C NMR spectra of various ionic forms of the amino acids phenylalanine, a-aminobutyric acid and p-alanine, and also from their "N isotopomers. It is concluded that the "C-'H and =N-lH coupling constants are reliable parameters for conformational studies of amino acids, whereas the practical applicability of the %!-15N constants for the same purpose is doubtful.
' Close to the values in Refs 19-21. hThe estimated errors in fractional populations obtained on the basis of 3J(HH), 3J(CH), etc., are usually assumed to be a maximum of 10% (e.g. Ref. 5).
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Using 1 -chloro-l-[~~N]nitrosocyclohexane, we have prepared five L-[a-'SN]arnino acids. The stereoselective electophillic hydroxyamination of (S)-acylbornane-l0,2-suftams, followed by ZnO/H+ reduction, and alkaline cleavage of the chiral auxiliary, gave the amino acids in 97.2-99.5 % e.e. By starti
## Abstract We have developed a stereospecific chemomicrobiological synthesis of labeled tryptophan. L‐[3‐^13^C]Serine, [1‐^15^N]‐ and [2‐^13^C]indole were used as precursors for the synthesis of L‐[β‐^13^C]‐, L‐[1′‐^15^N]‐, and L‐[2′‐^13^C]tryptophan, respectively. The labeled precursors were inco
The complete analysis of the 'H NMR spectra of [ (C,Me,)lr(glycinate)CI] and [ (C,Me,)Ir(N-methyl-g1ycinate)Clj provide information for the conformational analysis of the five-membered N-C-C-0-Ir ring. A Karplus relationship has been established for these metallacycles [ 3J(H,H) = 8.9 cos' 4 -1.0 c