Table 1. Summary of compound reactivities with lipid membranes composed of DOPC or DOPC/DOPS (4:1).

All experiments were conducted at 37°C, pH 7.4, [lipid] = 1.27 mM, [compound] = 127 μM, and were analyzed after 24 hours unless otherwise indicated. Lysolipid concentration data are provided in table S2. OPC concentration changes are determined with reference to a control without compound, allowing for an experimental error of 20% (determined from replicate measurements). “Clear” lipidation signifies that lipidated compounds were clearly visible in the LC-MS analysis after 24 hours, with corroborating data available. Corroborating data include MS/MS fragmentation, comparison with authentic samples, or expected relative retention times for oleoyl and palmitoyl species in experiments with 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC). Compounds underlined gave notably strong ion intensities (>10⁴) for the lipidated derivative. “Potential” lipidation signifies that a peak with correct mass/charge ratio (m/z) was detected in LC-MS analysis, sometimes after 3 days, but without corroborating data.

Lipid	[OPC] change	Lipidation
		Clear	Potential	No evidence
DOPC	Increase	10h, 11b, 21*	8, 10j, 12	11c†, 15*, 22*†
	None	10i, 17	3, 10d, 18*, 20	1, 2, 4–7, 10b, 10c, 10e-g, 11a, 11d, 13, 16, 19
	Decrease	9a, 9b, 9c, 9d, 9e, 10a, 14	–	–
DOPC + DOPS (4:1)	Increase	9e, 10a, 10i, 11b	3, 8, 10j	11a, 11c†, 11d, 13, 16
	None	9a, 9b, 9c, 9d, 10h, 14, 17	10d, 12, 18*, 19	1, 2, 4–7, 10b, 10c, 10e-g, 15*
	Decrease	21*	20	22*

*Samples analyzed after 72 hours.

†Notably high [OPC].