N-Oleoyl-L-phenylalanine

Cat. No.: HY-138207 Purity: 99.4%: Data Sheet
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N-Oleoyl-L-phenylalanine is a long-chain N-acyl-L-phenylalanine and also a mitochondrial uncoupler. N-Oleoyl-L-phenylalanine uncouples UCP1-independent respiration in mitochondria, thereby helping to regulate glucose homeostasis. As an endogenous metabolite, the level of N-Oleoyl-L-phenylalanine increases in patients with ulcerative colitis after a high-fat diet. N-Oleoyl-L-phenylalanine can be used in studies related to ulcerative colitis.

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N-Oleoyl-L-phenylalanine Chemical Structure

CAS No. : 136560-78-6

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1 mg (23.28 mM * 100 μL in Ethanol)		In-stock	Estimated Time of Arrival: December 31

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Description	N-Oleoyl-L-phenylalanine is a long-chain N-acyl-L-phenylalanine and also a mitochondrial uncoupler. N-Oleoyl-L-phenylalanine uncouples UCP1-independent respiration in mitochondria, thereby helping to regulate glucose homeostasis. As an endogenous metabolite, the level of N-Oleoyl-L-phenylalanine increases in patients with ulcerative colitis after a high-fat diet. N-Oleoyl-L-phenylalanine can be used in studies related to ulcerative colitis^[1]^[2].
In Vitro	N-oleoyl-L-phenylalanine uncouples UPC1-independent respiration in mammalian mitochondria and may participate in the regulation of glucose homeostasis^[2]. N-oleoyl-L-phenylalanine is an endogenous cell-signaling lipid molecule structurally related to endocannabinoid lipids^[2]. N-oleoyl-L-phenylalanine can be directly synthesized via the condensation of oleic acid and L-phenylalanine catalyzed by the mammalian enzyme peptidase M20 domain PM20D1 under physiological pH and substrate concentration conditions. Its production level corresponds to the intracellular concentrations of L-phenylalanine and oleic acid as well as the reaction equilibrium constant (K_eq)^[2]. MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. N-Oleoyl-L-phenylalanine Related Antibodies
In Vivo	N-oleoyl-L-phenylalanine belongs to N-acyl aromatic amino acids (NA-ArAAs), a class of long-chain lipidated amino acids, and is detected and quantified in biological samples such as mouse brains^[2]. MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Molecular Weight	429.64
Formula	C₂₇H₄₃NO₃
CAS No.	136560-78-6
Appearance	Liquid
Color	Colorless to light yellow
Shipping	Room temperature in continental US; may vary elsewhere.
Storage	Solution, -20°C, 2 years
Purity & Documentation	Purity: 99.4% Select Batch: Data Sheet (263 KB) SDS (394 KB) COA (239 KB) Handling Instructions (2659 KB)
References	[1]. Fritsch J, et al. P063 A comprehensive, multiomic diet intervention study comparing a low fat, high fiber diet to an idealized standard American diet in ulcerative colitis patients[J]. Inflammatory Bowel Diseases, 2020, 26(Supplement_1): S8-S9. [2]. Bhandari S, et al. The Biosynthesis and Metabolism of the N-Acylated Aromatic Amino Acids: N-Acylphenylalanine, N-Acyltyrosine, N-Acyltryptophan, and N-Acylhistidine. Front Mol Biosci. 2022;8:801749. Published 2022 Jan 3. [Content Brief]