Fig. 2: Reaction condition optimization and selected scope of natural lipids synthesized by PLL. | Nature Communications

Fig. 2: Reaction condition optimization and selected scope of natural lipids synthesized by PLL.

From: Photochemical synthesis of natural lipids in artificial and living cells

Fig. 2

a Reaction in PBS buffer between 18:1-lyso-PC-acrylate 1a and NHPI ester 2a under green light, generating natural phospholipid OPPC 3a. The protocol shown represents the standard conditions. b Reaction condition optimization using different reductants and photocatalysts (and relative controls) for the synthesis of phospholipid 3a. c Examples of natural lipids including phosphatidylcholines (3b, 3c, 3d, 3e), phosphatidic acid (3f), sphingomyelin (3g), ceramide (3h), and diacylglycerol (3i) formed by PLL. Additional chemical structures can be found in Supplementary Table 3. aReaction conditions unless specified: a mixture of lysolipid 1 (2 mM), NHPI ester 2 (1 mM), BNAH (3 mM), and eosin Y (5 mol%) in PBS was irradiated by green light (525 nm) for 30 min at room temperature. bHPLC yield. cIsolated yield. dReaction time is 15 min. eThe reaction was performed without eosin Y under blue light (450 nm). f1g or 1f (1 mM), NHPI ester 2 (2 mM), BNAH (3 mM), 1-oleoyl-2-hydroxy-sn-glycero-3-phosphocholine (18:1-lyso-PC) (3 mM), eosin Y (0.05 mM) in H2O under green light irradiation (525 nm) for 30 min at room temperature.

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