4252-82-8Relevant articles and documents
UNUSUAL NONPROTEIN IMINO ACID AND ITS RELATIONSHIP TO PHENOLIC AND NITROGENOUS COMPOUNDS IN COPAIFERA
Figliuolo, Roberto,Naylor, Stephen,Wang, Jinliang,Langenheim, Jean H.
, p. 3255 - 3260 (1987)
The unusual imino acid, N-methyl-trans-4-hydroxy-L-proline has been isolated from leaves of five species of the leguminous tropical tree Copaifera, and for the first time characterized by 1H and 13C NMR and mass spectrometry.This imino acid can constitute up to 3 percent of the mature leaf dry weight and 10 percent of the nitrogen; it also constitutes 2-3 percent of the dry weight of the seed.Preliminary feeding trials have shown it to be a very effective inhibitor of larval development of the seed-feeding bruchid beetle Callosobruchus maculatus and to have significant feeding deterrence of the leaf-feeding lepidopteran Spodoptera littoralis.Phenolic compounds, also known to effect herbivores adversely, comprise 6-10 percent leaf dry weight.However, the imino acid displayed a mean of 50 percent reactivity compared to standards commonly used in analysis of total phenolics by the Folin-Denis (F-D) assay , thus resulting in a significant overestimate of phenolics by this assay.It is concluded that assessment of leaf food quality for herivores of Copaifera by assays widely used for this purpose in ecological studies, such as F-D for phenolics and Kjeldahl for total nitrogen content, give some misleading results.Key Word Index - Copaifera species; Caesalpinioideae; leaf and seed nonprotein imino acid; N-methyl-trans-4-hydroxy-L-proline; 4-hydroxyhydric acid; 4-hydroxy-1-methylpyrrolidine-2-carboxylic acid; leaf phenolics; Folin-Denis reagent; Kjeldahl analysis.
Detection of Peanut Adulteration in Food Samples by Nuclear Magnetic Resonance Spectroscopy
Bastek, Tim,Fischer, Markus,Hackl, Thomas,Schmitt, Caroline,Schneider, Tobias,Stelzer, Alina
, p. 14364 - 14373 (2020)
The addition of cheap and also readily available raw materials, such as peanut powder, to visually and chemically similar matrices is a common problem in the food industry. When peanuts are used as an adulterant, there is an additional risk of potential health hazard to consumers as a result of allergy-induced anaphylaxis. In this study, different series of peanut admixtures to visually similar food products, such as powdered hazelnuts, almonds, and walnuts, were prepared and analyzed by 1H nuclear magnetic resonance (NMR) spectroscopy. For identification, an isolated signal at 3.05 ppm in the 1H NMR spectrum of polar peanut extract was used as an indicator of peanut adulteration. The chemical marker was identified as (2S,4R)-N-methyl-4-hydroxy-l-proline by resynthesis of the compound and used as an internal standard. The signal-to-noise ratio and the integral of the signal of the marker can both be used to detect peanut impurities. Overall, an approximate limit of detection of 4% admixtures of peanut in various food products was determined using a 400 MHz spectrometer. With regard to food fraud, we present a viable screening method for detection of economic-relevant peanut adulteration.
HETEROCYCLYL LINKED IMIDAZOPYRIDAZINE DERIVATIVES AS PI3KBETA INHIBITORS
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, (2016/07/05)
The present invention relates to heterocyclyl linked imidazopyridazine derivatives of Formula (I) wherein the variables have the meaning defined in the claims. The compounds according to the present invention are useful as PI3Kβ inhibitors. The invention further relates to processes for preparing such novel compounds, pharmaceutical compositions comprising said compounds as an active ingredient as well as the use of said compounds as a medicament.
Efficient and chemoselective alkylation of amines/amino acids using alcohols as alkylating reagents under mild conditions
Xu, Chu-Pei,Xiao, Zhen-Hua,Zhuo, Bi-Qin,Wang, Yu-Huang,Huang, Pei-Qiang
supporting information; experimental part, p. 7834 - 7836 (2010/11/24)
We report a mild and environmentally benign method for the synthesis of tertiary amines using alcohols as the alkylating reagents. Not only secondary amines such as piperazines but also amino acids and amino alcohols can be N-alkylated selectively. For N,O-benzyl protected amino alcohols, both N,O-de-benzylation and N-methylation were achieved in one-pot. The Royal Society of Chemistry.