9 decenoic acid

Manufactured by Merck Group

Sourced in Germany

9-decenoic acid is a long-chain fatty acid with a carboxylic acid group and a terminal carbon-carbon double bond. It is a naturally occurring compound that can be found in various plant and animal sources. The core function of 9-decenoic acid is to serve as a chemical building block and precursor for the synthesis of other organic compounds.

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2 protocols using 9 decenoic acid

Automated Synthesis of Functionalized Amino Acids

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Fmoc-Leu-OH, Fmoc-Ser(Trt)-OH and Fmoc-Thr(PO(OBzl)OH)-OH, NovaSyn^®TGR amide resin and NovaSyn^® TG Siber resin were purchased from Novabiochem. Allyl alcohol, 3-butenoic acid, 3-buten-1-ol, cinnamyl alcohol, 9-decenoic acid, 9-decen-1-ol, 5-hexenoic acid, 5-hexen-1-ol, 7-octenoic acid and 4-penten-1-ol were purchased from Sigma-Aldrich. 6-Hepten-1-ol, 7-octen-1-ol and 8-nonen-1-ol were purchased from Tokyo Chemical Industry Co., Ltd. (TCI). Fmoc-His(N(π)-(CH₂)₈Ph)-OH,^{11 (link)}N-Fmoc (2S,4R)-4-(allyloxy)pyrrolidine-2-carboxylic acid,³⁶N-Fmoc (2S,4R)-4-(pent-4-en-1-yloxy)pyrrolidine-2-carboxylic acid³⁶ and NBSH²⁶ were prepared according to the indicated literature procedures.

Qian W.J., Park J.E., Grant R., Lai C.C., Kelley J.A., Yaffe M.B., Lee K.S, & Burke TR J.r. (2015). Neighbor-directed Histidine N(τ)–Alkylation: A Route to Imidazolium-containing Phosphopeptide Macrocycles. Biopolymers, 104(6), 663-673.

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Fatty Acid Quantification by LC-MS/MS

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The following chemicals were purchased from Tokyo Chemical Industry (Tokyo, Japan): n-octanoic acid (C8:0), lauric acid (C12:0), myristic acid (C14:0), palmitic acid (C16:0), cis-9-hexadecenoic acid (C16:1), stearic acid (C18:0), γ-linolenic acid (C18:3), cis-5,8,11,14,17-eicosapentaenoic acid (EPA; C20:5) and arachidonic acid (C20:4). Decanoic acid (C10:0), 9-decenoic acid (C10:1), oleic acid (C18:1), arachidic acid (C20:0), all-cis-7,10,13,16,19-docosapentaenoic acid (DPA, C22:5), docosanoic acid (C22:0), tetracosanoic acid (C24:0), hexacosanoic acid (C26:0), DAABD-AE, N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC), 4-(dimethylamino) pyridine (DMAP) and perfluorooctanoic acid (PFOA) were purchased from Sigma-Aldrich (Taufkirchen, Germany). The following deuterium or ¹³C labeled analogs used as IS were purchased from Cambridge Isotopes Laboratories (Tewksbury, MA, USA): ¹³C₄-C8:0, d₃-C10:0, d₃-C12:0, d₃-C14:0, d₄-C16:0 and d₃-C18:0. PRA, PHA, d₃-PRA, d₃-PHA, d₄-C22:0, d₄-C24:0, and d₄-C26:0 were obtained from Dr. H. J. Ten Brink (Vrije Universiteit Medical Center, Amsterdam, The Netherlands). LC-MS/MS grade acetonitrile and water were purchased from Merck (Darmstadt, Germany). Merck also supplied us with HPLC grade hexane, toluene, and heptane.

Aidaros A.A., Sharma C., Langhans C.D., G. Okun J., Hoffmann G.F., Dasouki M., Chakraborty P., Aljasmi F, & Y. Al-Dirbashi O. (2020). Targeted Metabolomic Profiling of Total Fatty Acids in Human Plasma by Liquid Chromatography-Tandem Mass Spectrometry. Metabolites, 10(10), 400.

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