(±)-glutamine

DL-Glutamine (2-amino-4-carbamoylbutanoic acid), a non-essential amino acid, exists abundantly throughout the body and is participated in many metabolic processes. It is synthesized from glutamic acid and ammonia, and is the main carrier of nitrogen in the body and is an important energy source for many cells.

L-Glutamine (L-Glutamic acid 5-amide), a non-essential amino acid, is synthesized from glutamic acid and ammonia.

L-Alanyl-L-glutamine (Ala-Gln), a dipeptide composed of alanine and Gln, is an alternative supplement to L-glutamine in the production of biopharmaceuticals with better solubility and stability than glutamine (Gln).

D-Glutamine is the D-type stereoisomer of cell-permeable glutamine, one of the 20 amino acids encoded by the standardized genetic code.

N-(1-Carboxy-2-phenylethyl)glutamine is a useful organic compound for research related to life sciences. The catalog number is T124414 and the CAS number is 6810-81-7.

L-Pyroglutamic acid (pidolic acid), a cyclized derivative of the L-GLUTAMIC ACID, can elevate blood levels. This function may be associated with problems of GLUTATHIONE or GLUTAMINE metabolism.

Aceglutamide (N2-Acetylglutamine) is an acetyl derivative of the amino acid L-glutamine, used to improve memory.

L-Citrulline, an amino acid, is derived from ornithine during the catabolism of proline, glutamate, or glutamine, and also from L-arginine via the arginine-citrulline pathway.

Histidine (abbreviated as His or H) is an alpha-amino acid. The L-isomer is one of the 22 proteinogenic amino acids, i.e., the building blocks of proteins. It is classified as a charged, polar because of the hydrophilic nature of the imidazole side chain.

5'-Guanylic acid disodium salt (GMP-5) is a purine ribonucleoside monophosphate. L-Glutamic acid and guanosine monophosphate are biosynthesized from xanthylic acid and L-glutamine via GMP synthase [glutamine-hydrolyzing]. Guanosine triphosphate and guanosine monophosphate are biosynthesized from diguanosine tetraphosphate via bis(5'-nucleosyl)-tetraphosphatase [asymmetrical]. In humans, guanosine monophosphate is involved in the kanamycin, telithromycin, tobramycin, and erythromycin action pathways, and several metabolic disorders including AICA-ribosiduria, adenosine deaminase deficiency, adenine phosphoribosyltransferase deficiency (aprt), and 2-hydroxyglutric aciduria (D and L form) pathways. Guanosine monophosphate is also found in foods like onion-family vegetables, millet, Chinese water chestnut, and red rice, serving as a potential biomarker for the consumption of these foods.

Phenylacetylglutamine (NSC 203800)is a normal constituent of human urine, but other mammals such as the dog, cat, rat, monkey, sheep, and horse do not excrete this compound. Phenylacetylglutamine is a major nitrogenous metabolite that accumulates in uremia. Phenylacetylglutamine also is a microbial metabolite found in Christensenellaceae, Lachnospiraceae, and Ruminococcaceae.

2-Ketoglutaric acid is a key molecule in the tricarboxylic acid cycle,is also connected to glutamic acid and glutamine metabolisms through the transamination reactions.

Transglutaminase (TG) is a thiolase that induces intermolecular cross-linking of proteins, by catalysing the formation of isopeptide bonds between the γ-carboxamide group of glutamine residues and the primary ε-amine group of other compounds. The enzyme plays a role in a variety of physiological processes including coagulation, antimicrobial immune responses and photosynthesis.

Aspulvinone O is a fungal metabolite that has been found in P. variotti and has antioxidant and anticancer activities.1,2 It scavenges 2,2-diphenyl-1-picrylhydrazyl radicals in a cell-free assay (IC50 = 11.6 μM).1 Aspulvinone O inhibits aspartate transaminase 1 (GOT1; Kd = 3.32 μM) and is cytotoxic to PANC-1, AsPC-1, and SW1990 pancreatic cancer cells (IC50s = 20.54-26.8 μM).2 It reduces the oxygen consumption rate (OCR) and induces apoptosis in SW1990 cells. Aspulvinone O (2.5 and 5 mg/kg) reduces tumor growth in an SW1990 mouse xenograft model. |1. Zhang, P., Li, X.-M., Wang, J.-N., et al. New butenolide derivatives from the marine-derived fungus Paecilomyces variotii with DPPH radical scavenging activity. Phytochem. Lett. 11, 85-88 (2015).|2. Sun, W., Luan, S., Qi, C., et al. Aspulvinone O, a natural inhibitor of GOT1 suppresses pancreatic ductal adenocarcinoma cells growth by interfering glutamine metabolism. Cell Commun. Signal. 17(1), 111 (2019).

Acivicin hydrochloride is the hydrochloride form of Acivicin (AT125, U42126).Acivicin, a natural product from Streptomyces sviceus (Streptomyces), is a glutamine analog and a potent inhibitor of γ-glutamyltransferase (GGT) and a potent inhibitor of l -Asparagine synthetase and other l-glutamine aminotransferases, and is cytotoxic by blocking nucleotide biosynthesis.

D-Glucosamine 6-phosphate, an endogenous metabolite produced by glutamine fructose-6-phosphate amidotransferase (GFAT), is utilized in studies related to diabetes mellitus [1].

Micromonosporamide A demonstrates antiproliferative activity contingent upon glutamine presence.

L-Hisidine is an essential amino acid for infants and acts as an inhibitor of mitochondrial glutamine transport.

Azaserine (CI-337) is a tumor-inhibiting antibiotic isolated from a species of Streptomyces and functions as an inhibitor of glutamine amidotransferase.