A2E, A2-GPE (A2-glycerophosphoethanolamine), A2-DHP-PE (A2-dihydropyridine-phosphatidylethanolamine), atRALdi-PE (all-trans-retinal dimer-phosphatidylethanolamine) and atRALdi were synthesized as previously described with HPLC purification [23 (link),27 (link),29 (link),30 (link)]. Retinoids (9-cis-retinal, 13-cis-retinal and all-trans-retinal) were purchased from Sigma-Aldrich; 11-cis-retinal was a gift from the National Eye Institute provided through the laboratory of Dr. Rosalie K. Crouch. A1-taurine isomers were synthesized as published [31 (link)]. A1-taurine isomers were purified in their protonated forms by HPLC with a reverse-phase Atlantis Prep dC18 column (10 × 250 mm, 10 μm; Waters) and gradient of acetonitrile and water with 0.1% TFA [17 (link)].
Atlantis prep dc18 column
Manufactured by Waters Corporation
The Atlantis Prep dC18 column is a reversed-phase high-performance liquid chromatography (HPLC) column designed for sample preparation. The column features a C18 stationary phase and is suitable for the separation, purification, and analysis of a wide range of organic compounds.
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3 protocols using atlantis prep dc18 column
1
Synthesis and Purification of Lipid Analogs
2
Synthesis and Purification of Retinal Isomers
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The 9-cis-retinal, 13-cis-retinal, and all-trans-retinal were purchased from Sigma-Aldrich. The 11-cis-retinal was a gift from the National Eye Institute, provided through the laboratory of Rosalie K. Crouch. A1T isomers were synthesized by reacting 9-cis, 11-cis, 13-cis, and all-trans isomers of retinaldehyde with taurine (1:1 molar ratio of retinal isomers and taurine) in dehydrated methanol containing sodium methoxide (72 (link)). To synthesize A2T, the product of reaction of taurine with 2 retinaldehyde, a twofold molar excess of atRAL was added to the same reaction mixture. All of the isomers of A1T were purified in their protonated forms by HPLC with a reverse-phase Atlantis Prep dC18 column (10 × 250 mm, 10 µm; Waters) and gradient of acetonitrile and water with 0.1% TFA.
3
HPLC Purification of Compounds 1 and 2
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A preparative HPLC-system (Waters) with a 600 HPLC pump, a 2996 photo diode array detector, a 3100 mass spectrometer and a 2767 sample manager was used to isolate the two compounds. MassLynx version 4.1 was used to control the system. The mobile phases consisted of A; Milli-Q water and B; acetonitrile (Prepsolv®, Merck), both containing 0.1% formic acid (v/v), and flow rate was set to 6 mL/min. Atlantis Prep dC18 column (10 µm, 10 mm × 250 mm) (Waters) was used for the initial separation of the two compounds with gradient 10–88% acetonitrile over 13 min. XSelect CSH Prep Fluoro-Phenyl column (5 µm, 10 mm × 250 mm) (Waters) was used for final purification of 1 , gradient 10–76% acetonitrile over 10 min. For the final purification of 2 , XSelect CSH Phenyl-Hexyl prep column (5 µm, 10 mm × 250 mm) (Waters) was used with gradient 10–54% acetonitrile over 11 min.
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