Myristic acid

Cytarabine (purity 99%) (Alfaesar) was used as a substrate; Myristic acid (purity 99%) and stearic acid (purity 99%) were supplied by Merck (Darmstadt, Germany); N,N’-dicyclohexyl-carbodiimide (DCC) (purity 99%) (used as coupling agents for the peracylation reaction) and 4-N,N-dimethylamino-pyridine (DMAP) (purity 99%) (used as a nucleophilic catalyst) were obtained from Alfaesar. The Cytarabine derivatives were purified by chromatography and thin-layer chromatography, as previously reported [25 (link)]. The Cytarabine derivatives were characterized by one- and two-dimensional nuclear magnetic resonance spectroscopy and high-resolution mass spectroscopy in positive mode and direct injection, as reported elsewhere [25 (link)]. The 1,2-dimiristoil-sn-glycero-3-phosphatidylcholine (DMPC) (purity 99%) was supplied by Genzyme Pharmaceuticals (Switzerland). Chloroform and tris-hydroximethyl-aminomethane (TRIS) were obtained from Merck (Germany). A film balance apparatus, KSV Langmuir minitrough (KSV, Instruments Ltd., Espoo, Finland), was used. It includes a trough (24,225 mm² available area for the monolayer formation) coated with polytetrafluoroethylene (Teflon) and equipped with a water jacket providing temperature control and two mechanically coupled barriers of hydrophilic Delrin.

Chemical compounds used for electroantennography (EAG) and oviposition bioassays were previously identified from extracts of immature stages of Ae. aegypti (3^rd and 4^th larval instars and pupae) [27 (link)]. The isovaleric acid, myristoleic acid, myristic acid and pentadecanoic acid synthetic compounds (purity ≥ 99%; Sigma Aldrich Inc., St-Louis, MO, USA) were diluted in n-hexane (HPLC grade; Carlo Erba reagents, Milano, Italy).

Indium acetate (99.99%), zinc acetate (99,9%), myristic acid (>99%), tris (trimethylsilyl)phosphine (95%, (TMS)₃P), 1-octadecene (90%, ODE), trioctylphosphine (97%, TOP), sulfur (99.99%), selenium (99.99%), dimethylformamide (DMF), poly (methyl methacrylate) (PMMA, M_W ~350,000 GPC), aluminum isopropoxide (Al (IPA)₃ 98%), toluene, methanol, chloroform, acetone, hexane, D-penicillamine, tetramethylammonium hydroxide (TMAOH), phosphate-buffered saline solution (1xPBS), and tris (2-carboxyethyl) phosphine hydrochloride solution 0.5 M (TCEP) were purchased from Sigma-Aldrich. Zinc stearate (90%, ZnSt₂) was acquired from Riedel de Haën. Oleic acid (70%) came from Fisher Chemicals. All chemicals were used as received without any further purification, unless stated otherwise.

FA standards, linoleic acid, γ-linolenic acid, oleic acid, palmitic acid, stearic acid, myristic acid, cis-5,8,11,14,17-eicosapentaenoic acid (EPA) and arachidonic acid (ARA) were obtained from Sigma (Madrid, Spain). Ethanol and acetone was obtained from PanReac AppliChem ITW Reagents (Barcelona, Spain). Ethyl acetate, hexane, methanol and chloroform was obtained from Macron Fine Chemicals^TM (Gliwice, Poland). All solvents used in this study were high-performance liquid-chromatography or analytical grade, and the water was distilled and processed through an ultrapure water system (Milli-Q Integral 3 Water Purification System, Millipore, Burlington, MA, USA).

Nickel nitrate hexahydrate (98%), aluminium nitrate hydrate(98%), cobalt nitrate hydrate(99%), cupric nitrate hydrate(99%) and zirconyl nitrate hydrate (99%) were purchased from Aladdin Industrial Corporation, Shanghai, China. 5% Pt/C and activated carbon were obtained from Sigma–Aldrich, USA, 40% Ni/SiO₂ were purchased from Gansu Zhongkeyaoyuan Biological Engineering Co., Ltd, China. 20% Ni/Al₂O₃, 20% Cu/ZrO₂, 20% Co/ZrO₂ and 20% Ni/ZrO₂ were synthesized in lab by the co-precipitation method. 10% Ni/C, 20% Ni/C and 30% Ni/C were synthesized in lab by the impregnation method. Stearic acid (>99%), lauric acid (>99%), myristic acid (>99%), palmitic acid (>99%), arachidic acid (>99%) and behenic acid (>99%) were all purchased from Sigma-Aldrich, USA. Acetone (analytic reagent grade) was obtained from Hangzhou Chemical Reagent Co., Ltd, China. The XRD results for all the catalysts were presented in Figure S1 or the section of “effects of nickel loadings on decarboxylation”.