Coniine-15N was obtained by the reductive amination of 5-0x0octanal using sodium cyanoborohydride and a m m o n i ~m -~~N bromide. Nornicotine-l'-15N resulted from a similar reductive aminution of 4-oxo-4-(3'-pyridyl)butanal. Merhybtion with formaldehyde and ,formic acid afforded n i ~o t i n e -I '
Improved specific Synthesis of [1′-15N]- and [3′-15N]L-histidine
✍ Scribed by C. Soede-Huijbregts; M. van Laren; F. B. Hulsbergen; J. Raap; J. Lugtenburg
- Publisher
- John Wiley and Sons
- Year
- 2001
- Tongue
- French
- Weight
- 123 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0022-2135
- DOI
- 10.1002/jlcr.507
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
Specifically, ^15^N‐enriched L‐histidines have been prepared. The labelling methodology involves introduction of labels in its precursor 1‐benzyl‐5‐hydroxy methyl imidazole, which is converted into L‐histidine via the Schöllkopf method. The procedure allows the preparation of the intermediates and finally histidine with high ^15^N enrichment (99%) at each position, in 29% overall yield starting with ^15^NH~4~Cl and 56% with KSC^15^N, respectively. Copyright © 2001 John Wiley & Sons, Ltd.
📜 SIMILAR VOLUMES
## Abstract We have reinvestigated the synthesis of [^15^N~2~]hydroxymethyl imidazole from dihydroxyacetone, formaldehyde, and labelled ammonia in an attempt to optimize the yield from the isotope. Conversion of the hydroxymethyl imidazole to histidine was accomplished in good yield without the nee
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
The M y proton-coupled 15N NMR spectra of pyrimidine with natural isotope abundance and of bis-labelled [1,3-"N2]p~dine, obtained using single pulse experiments, are described. The "N and 'H spectra are analysed for "J, 'J and 4J(NH) as well as N,N and H,H coupling constants.
## Abstract The production of L‐glutamic acid‐^15^N in good yield by direct enzymic synthesis from 2‐oxoglutaric acid, ammonium chloride‐^15^N (95 atom % ^15^N) and reduced nicotinamide adenine dinucleotide phosphate (NADPH) is described. The NADPH is continuously regenerated by coupling the first
## Abstract Racemic [1′‐^15^N]‐biotin was synthesized from [^15^N]‐glycine as starting material in 7 steps. The overall yield was 13%.