Organic solvents

Structure of compA was shown in Fig 1A. Synthesis of compA was reported previously [20 (link)]. This compound exhibited selectivity (greater than 30,000-fold) against related acyltransferases (MGAT3, DGAT1, DGAT2, and ACAT1) [20 (link)]. Glycerol-labeled MG (2-oleyl-[1, 1, 2, 3, 3 d₅]-glycerol) and fatty acid-labeled MG (2-[17, 17, 18, 18, 18 d₅]-oleoylglycerol) were purchased from CURACHEM (Gyeonggi-do, Korea). Organic solvents were purchased from WAKO (Osaka, Japan).

Organic solvents and Silica gel (75–120 mesh) for open column chromatography (CC) were purchased from Wako Pure Chemical Industries (Osaka, Japan). Analytical NP-TLC (silica gel 60 GF₂₅₄ plates, 20 × 20 cm × 0.2 mm thick) and RP-TLC (RP-C₁₈ F₂₅₄ plates, 5 × 7.5 cm × 0.2 mm thick), both obtained from Merck (Darmstadt, Germany). TLC plates were envisioned under UV light (SLUV-6, AS One, Osaka, Japan) at 254 and 365 nm and then heated at 105 °C for 5 min after being sprayed with 5% sulfuric acid in methanol. Preparative RP-TLC Silica gel 60 RP-18 F₂₅₄S glass plates were obtained from Merck (Darmstadt, Germany) and Preparative NP-TLC Silica gel 70 FM TLC glass plates (Wako Industrial Company, Shimizu, Japan) were used for final purification of the compounds. One-dimensional and two-dimensional NMR experiments were carried out on a Bruker DRX 600 NMR spectrometer (Bruker Daltonics Inc., Billerica, MA, USA), using TMS as an internal standard at 600.00 MHz for ¹H-NMR and 150.9 MHz for ¹³C-NMR. Chemical shifts (δ) were expressed in ppm, while the coupling constant (J) in Hz.

All commercially available reagents were used without further purification. Distilled water was purchased from Nacalai Tesque. All organic solvents were purchased from Wako Pure Chemicals Industries. All animal procedures were performed in accordance with the Guidelines for Care and Use of Laboratory Animals of RIKEN and approved by the Animal Ethics Committee of RIKEN (H29-2-103).