𝔖 Bobbio Scriptorium
✦   LIBER   ✦

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

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


Synthesis of 15N labelledl alkaloids: Co
✍ E. Leete; H. V. Isaacson; H. D. Durst 📂 Article 📅 1971 🏛 John Wiley and Sons 🌐 French ⚖ 252 KB

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 '

A reinvestigation of the synthesis of [1
✍ Louis A. Silks III; Erik Dunkle; Clifford J. Ünkefer; James L. Sudmeier; Michael 📂 Article 📅 1995 🏛 John Wiley and Sons 🌐 French ⚖ 297 KB

## 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

Stereoselective synthesis of stable isot
✍ Siegfried N. Lodwig; Clifford J. Unkefer 📂 Article 📅 1996 🏛 John Wiley and Sons 🌐 French ⚖ 475 KB 👁 1 views

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

15N NMR spectra of pyrimidine and [1,3-1
✍ C. M. Adams; W. Von Philipsborn 📂 Article 📅 1985 🏛 John Wiley and Sons 🌐 English ⚖ 290 KB

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.

Enzymic synthesis of L-glutamic acid-15N
✍ W. Greenaway; F. R. Whatley 📂 Article 📅 1975 🏛 John Wiley and Sons 🌐 French ⚖ 244 KB

## 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

Synthesis of [1′-15N]-biotin
✍ M.-L. Lee; S. Berger 📂 Article 📅 1992 🏛 John Wiley and Sons 🌐 French ⚖ 275 KB

## Abstract Racemic [1′‐^15^N]‐biotin was synthesized from [^15^N]‐glycine as starting material in 7 steps. The overall yield was 13%.