Norleucine

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A systematic name for this compound is 2-aminohexanoic acid. It is a white, water-soluble solid. Together with norvaline , norleucine is found in small amounts in some bacterial strains where its concentration can approach millimolar. Its biosynthesis has been examined. The incorporation of Nle into peptides reflects the imperfect selectivity of the associated aminoacyl-tRNA synthetase.

Norleucine

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Federal government websites often end in. The site is secure. The broadly active glutamine antagonist 6-diazooxo-L-norleucine DON has been studied for sixty years as a potential anticancer therapeutic. Clinical studies of DON in the s using low daily doses suggested antitumor activity, but later phase I and II trials of DON given intermittently at high doses were hampered by dose-limiting nausea and vomiting. Further clinical development of DON was abandoned. Recently the recognition that multiple tumor types are glutamine dependent has renewed interest in metabolic inhibitors such as DON. Here we describe the prior experience with DON in humans. Evaluation of past studies suggests that the major impediments to successful clinical use included unacceptable gastrointestinal GI toxicities, inappropriate dosing schedules for a metabolic inhibitor, and lack of targeted patient selection. When these prodrugs are administered in a low daily dosing regimen, appropriate for metabolic inhibition, they are robustly effective without significant toxicity. Patients whose tumors have genetic, metabolic, or imaging biomarker evidence of glutamine dependence should be prioritized as candidates for future clinical evaluations of novel DON prodrugs, given either as monotherapy or in rationally-directed pharmacologic combinations.

Norleucine

We are working on a new version of ChemSpider — if you want to try the new interface go to beta. Simple Structure Advanced History. Comment on this record. Featured data source. S Aminocaproic acid. S amino-Hexanoi c acid. S Aminohexanoic acid. S -a-Aminocaproic acid. S -Aminohexanoic a cid.

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A systematic name for this compound is 2-aminohexanoic acid. It is a white, water-soluble solid. Together with norvaline , norleucine is found in small amounts in some bacterial strains where its concentration can approach millimolar.

Beilstein Reference. List of abiotic amino acids. It is nearly isosteric with methionine , even though it does not contain sulfur. Non-proteinogenic amino acids. Together with norvaline , norleucine is found in small amounts in some bacterial strains where its concentration can approach millimolar. View Spectrum. Fermentative production of L-norleucine. Related compounds. Acidity p K a. Property Value Reference Melting Point. Norvaline 2-amino-pentanoic Aminocaproic acid 6-amino-hexanoic Leucine 2-aminomethyl-pentanoic Isoleucine 2-aminomethyl-pentanoic Lysine 2,6-diamino-hexanoic. Outside of the human body, L-Norleucine has been detected, but not quantified in cow milk.