31138-12-2

Usage

Uses

Used in Dietary Supplements:
4-Methylene-L-glutamine is used as a dietary supplement for enhancing cardiovascular health by promoting the production of nitric oxide, which improves blood flow.
Used in Sports Performance Enhancement Products:
In the sports industry, 4-Methylene-L-glutamine is used as a performance enhancer to improve exercise performance and recovery. It achieves this by increasing blood flow to muscles, providing better oxygen and nutrient delivery, and reducing muscle fatigue.
Used in Detoxification Processes:
4-Methylene-L-glutamine is used as a detoxifying agent to aid the body in removing ammonia, a toxic byproduct of metabolism, thus supporting overall health and well-being.
Used in Food Industry:
In the food industry, 4-Methylene-L-glutamine is used as a natural source of this essential amino acid, particularly in products derived from watermelon, which is known to have high Citrulline content. This application helps in providing the health benefits associated with Citrulline consumption.

Relevant academic research and scientific papers

An efficient synthetic route tol-γ-methyleneglutamine and its amide derivatives, and their selective anticancer activity

In cancer cells, glutaminolysis is the primary source of biosynthetic precursors, fueling the TCA cycle with glutamine-derived α-ketoglutarate. The enhanced production of α-ketoglutarate is critical to cancer cells as it provides carbons for the TCA cycle to produce glutathione, fatty acids, and nucleotides, and contributes nitrogens to produce hexosamines, nucleotides, and many nonessential amino acids. Efforts to inhibit glutamine metabolism in cancer using amino acid analogs have been extensive.l-γ-Methyleneglutamine was shown to be of considerable biochemical importance, playing a major role in nitrogen transport inArachisandAmorphaplants. Herein we report for the first time an efficient synthetic route tol-γ-methyleneglutamine and its amide derivatives. Many of thesel-γ-methyleneglutamic acid amides were shown to be as efficacious as tamoxifen or olaparib at arresting cell growth among MCF-7 (ER+/PR+/HER2?), and SK-BR-3 (ER?/PR?/HER2+) breast cancer cells at 24 or 72 h of treatment. Several of these compounds exerted similar efficacy to olaparib at arresting cell growth among triple-negative MDA-MB-231 breast cancer cells by 72 h of treatment. None of the compounds inhibited cell growth in benign MCF-10A breast cells. Overall,N-phenyl amides andN-benzyl amides, such as3,5,9, and10, arrested the growth of all three (MCF-7, SK-BR-3, and MDA-MB-231) cell lines for 72 h and were devoid of cytotoxicity on MCF-10A control cells;N-benzyl amides with an electron withdrawing group at theparaposition, such as5and6, inhibited the growth of triple-negative MDA-MB-231 cells commensurate to olaparib. These compounds hold promise as novel therapeutics for the treatment of multiple breast cancer subtypes.

L-Y-METHYLENEGLUTAMINE COMPOUNDS AND METHODS OF USE

Disclosed are substantially pure L-y-methyleneglutamine, L-y- methyleneglutamic acid, and/or amide derivatives, and methods of use thereof. In particular, the presently disclosed subject matter relates to L-y-methyleneglutamine, L-y-methyleneglutamic acid, and/or amide derivatives thereof, and methods of treating cancer. The method comprises administering one or more substantially pure L-y-methyleneglutamine, L-y-methyleneglutamic acid, and/or amide derivatives to a subject in need thereof.