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Lysophosphatidylcholine
"Descrizione"
by Al222 (24019 pt)
2026-Jan-08 10:51

Lysophosphatidylcholines (LPC) – composition, identification, cosmetic uses, and safety notes
Lysophosphatidylcholines (LPC, lysoPC) – lysophospholipids derived from phosphatidylcholine

Synonyms: lysophosphatidylcholines, lysophosphatidylcholine, LPC, lysoPClysolecithin/lysolecithins (common technical usage)
INCI / functions: in cosmetics, the “LPC” class is more often present via related raw materials such as Lysolecithin or dedicated derivatives (e.g., Hydrogenated Lysophosphatidylcholine); typical functions are surfactant (cleansing) and emulsifying, with potential skin conditioning contribution (grade-dependent)

Definition

Lysophosphatidylcholines (LPC) are a class of amphiphilic lipids within the lysophospholipids, obtained from phosphatidylcholine by removal of one acyl chain (typically via PLA2, phospholipase A2). From a compositional standpoint, a commercial “LPC” material is a mixture of lysophosphatidylcholine species sharing the same phosphocholine headgroup but differing by the remaining fatty-acid chain (length and degree of unsaturation), with possible controlled trace levels of related phospholipids or minor components depending on source and process (e.g., egg, soy, or other matrices). In formulation, the main interest is their surfactant nature: they reduce surface tension and facilitate the formation and stabilization of dispersed systems (emulsions/dispersion), and they can also be used as functional components in delivery systems (e.g., lamellar/liposomal structures) in selected, grade-dependent contexts.

  • Food: possible use as an emulsifier (in practice often via lecithins/lysolecithins with food-grade specifications; depends on specifications and regulatory framing).

  • Cosmetics: surfactant–emulsifying (and sometimes skin conditioning), often implemented via related INCI materials (e.g., Lysolecithin; Hydrogenated Lysophosphatidylcholine).

  • Medicine: primarily biological/research interest (endogenous molecules involved in cellular processes).

  • Pharmaceutical: excipient/auxiliary in dispersing systems or drug delivery (depending on grade, specifications, and dossier).

  • Industrial use: surfactant/emulsifier in technical formulations and as a standard/reagent for analytical or development applications.

Calories (energy value)

MetricValue
Energy value (100 g)~900 kcal (typical order of magnitude for lipid fractions)
Use notein cosmetics and technical use they are usually applied at functional levels: energy impact on the finished product is negligible


Identification data and specifications

ScopePractical designationNote
Class (commercial mixture)L-α-lysophosphatidylcholine / lysophosphatidylcholinesmixture of LPC species; composition depends on source
Defined species (example)2-lysophosphatidylcholinesingle species with its own identifiers (useful for analytical/R&D contexts)


IdentifierClass/mixture (common use)Defined species (example)
CAS number9008-30-417364-19-1
EC number232-715-0reported in databases as associated with 2-LPC (verify on the SDS/CoA of the purchased grade)


Chemical parameterValueTechnical note
Molecular formulavariabledepends on the acyl chain (C14–C22 and beyond, saturated/unsaturated)
Molar massvariabledepends on the predominant LPC species
Functional structureglycerophosphocholine + 1 acyl chainamphiphilic molecule (polar head + apolar tail)


Key constituents

ClassMain componentsFunctional impact
Lysophosphatidylcholinesmixture of LPC species with different acyl chainsdrives surfactant and emulsifying behavior
Minor components (grade-dependent)residual phospholipids, free fatty acids, source-related tracesinfluences odor, oxidative stability, and batch repeatability
Carrier (if supplied as a solution)water/glycerin/glycols or othersdetermines true dosing on “active” content


Functional role in formulation

FunctionWhat it does in the formulaOperational note
Surfactantreduces surface tension and supports wetting/dispersionuseful in cleansing systems or as a processing aid
Emulsifier / co-emulsifierfacilitates and stabilizes emulsions (especially O/W)often works synergistically with other emulsifiers and structuring agents
Skin conditioning (grade/INCI-dependent)sensorial support and “feel”more typical for certain INCI variants (e.g., hydrogenated)


Formulation compatibility

SystemCompatibilityRecommended controls
O/W emulsionsgenerally goodverify stability under thermal cycling and 24–48 h maturation
Surfactant systems (rinse-off)often compatiblecheck foam, clarity, and fragrance interactions
Polymeric gelssensitivehaze or viscosity drift risk; optimize carrier and order of addition
Oxidation-prone lipid systemsto be managedmonitor oxidation (odor/color) and use barrier packaging


Use guidelines (indicative)

ApplicationTypical rangeTechnical note
Co-emulsifier in O/W emulsions0.1–2.0%depends on oil phase, emulsifier system, and commercial form (solution/powder)
Dispersion / sensorial support0.05–1.0%useful in light textures and low oil-phase systems
Delivery systems (lamellar/liposomal)variablededicated development: define target, method, and stability criteria


Typical applications

  • Co-emulsifier in O/W emulsions focusing on stability and texture.

  • Dispersion aid in complex formulas (pigments, lipophilic actives, fragrances).

  • Functional components in delivery systems (grade-dependent, dedicated development).

Quality, grades and specifications

QC areaWhat to control
Identitygrade CAS/EC consistency; analytical fingerprint (HPLC/GC where applicable)
Lipid profiledistribution of LPC species (if required for repeatability)
Oxidative stabilityoxidation indices/markers for unsaturated fractions (as relevant)
Documentationlot SDS + CoA, including source and carrier (if present)


Safety, regulation and environment

TopicOperational guidance
Safety profilegenerally manageable at use levels; follow the SDS of the purchased grade
Allergens / originif egg- or soy-derived, manage potential trace considerations (relevant for claims and supply chains)
EU cosmeticsframed via the specific INCI used (e.g., Lysolecithin, Hydrogenated Lysophosphatidylcholine) and finished-product safety assessment
Environmentlipid-based material: avoid uncontrolled release; manage residues per local regulation


Formulation troubleshooting

IssueLikely causeCorrective actions
Haze or separationsuboptimal solubilization/emulsificationcorrect pre-dispersion, adjust co-emulsifiers, optimize shear and temperature
Viscosity drift at 24–48 hinterfacial/lamellar reorganizationadjust structurants, revise addition order and incorporation phase
Odor worsening over timeoxidation of unsaturated fractionscompatible antioxidants, barrier packaging, cool storage, reduced headspace
Poor batch repeatabilityLPC profile/source variabilityset specs for lipid profile and qualify suppliers


Conclusion

Lysophosphatidylcholines (LPC) are amphiphilic lysophospholipids valued mainly for surfactant and emulsifying properties. In cosmetics, practical implementation often relies on related raw materials and INCI entries (e.g., Lysolecithin, Hydrogenated Lysophosphatidylcholine), with performance strongly dependent on source, lipid profile, carrier, and oxidation management. Robust outcomes require clear specifications (SDS/CoA), targeted formulation development, and comprehensive stability testing.

Mini-glossary

TermMeaningNote
PLA2phospholipase A2enzyme that can generate LPC from phosphatidylcholine
Phosphocholinepolar “head” group of choline phospholipidscontributes to amphiphilic behavior
Amphiphilichaving both hydrophilic and lipophilic portionsbasis of surfactant/emulsifying action


References__________________________________________________________________________

(1) Knuplez E, Marsche G. An Updated Review of Pro- and Anti-Inflammatory Properties of Plasma Lysophosphatidylcholines in the Vascular System. Int J Mol Sci. 2020 Jun 24;21(12):4501. doi: 10.3390/ijms21124501. 

Abstract. Lysophosphatidylcholines are a group of bioactive lipids heavily investigated in the context of inflammation and atherosclerosis development. While present in plasma during physiological conditions, their concentration can drastically increase in certain inflammatory states. Lysophosphatidylcholines are widely regarded as potent pro-inflammatory and deleterious mediators, but an increasing number of more recent studies show multiple beneficial properties under various pathological conditions. Many of the discrepancies in the published studies are due to the investigation of different species or mixtures of lysophatidylcholines and the use of supra-physiological concentrations in the absence of serum or other carrier proteins. Furthermore, interpretation of the results is complicated by the rapid metabolism of lysophosphatidylcholine (LPC) in cells and tissues to pro-inflammatory lysophosphatidic acid. Interestingly, most of the recent studies, in contrast to older studies, found lower LPC plasma levels associated with unfavorable disease outcomes. Being the most abundant lysophospholipid in plasma, it is of utmost importance to understand its physiological functions and shed light on the discordant literature connected to its research. LPCs should be recognized as important homeostatic mediators involved in all stages of vascular inflammation. In this review, we want to point out potential pro- and anti-inflammatory activities of lysophospholipids in the vascular system and highlight recent discoveries about the effect of lysophosphatidylcholines on immune cells at the endothelial vascular interface. We will also look at their potential clinical application as biomarkers.

Law SH, Chan ML, Marathe GK, Parveen F, Chen CH, Ke LY. An Updated Review of Lysophosphatidylcholine Metabolism in Human Diseases. Int J Mol Sci. 2019 Mar 6;20(5):1149. doi: 10.3390/ijms20051149. 

Abstract. Lysophosphatidylcholine (LPC) is increasingly recognized as a key marker/factor positively associated with cardiovascular and neurodegenerative diseases. However, findings from recent clinical lipidomic studies of LPC have been controversial. A key issue is the complexity of the enzymatic cascade involved in LPC metabolism. Here, we address the coordination of these enzymes and the derangement that may disrupt LPC homeostasis, leading to metabolic disorders. LPC is mainly derived from the turnover of phosphatidylcholine (PC) in the circulation by phospholipase A₂ (PLA₂). In the presence of Acyl-CoA, lysophosphatidylcholine acyltransferase (LPCAT) converts LPC to PC, which rapidly gets recycled by the Lands cycle. However, overexpression or enhanced activity of PLA₂ increases the LPC content in modified low-density lipoprotein (LDL) and oxidized LDL, which play significant roles in the development of atherosclerotic plaques and endothelial dysfunction. The intracellular enzyme LPCAT cannot directly remove LPC from circulation. Hydrolysis of LPC by autotaxin, an enzyme with lysophospholipase D activity, generates lysophosphatidic acid, which is highly associated with cancers. Although enzymes with lysophospholipase A₁ activity could theoretically degrade LPC into harmless metabolites, they have not been found in the circulation. In conclusion, understanding enzyme kinetics and LPC metabolism may help identify novel therapeutic targets in LPC-associated diseases.

Kalia V, Reyes-Dumeyer D, Dubey S, Udhani H, Nandakumar R, Lee AJ, Lantigua R, Medrano M, Rivera D, Honig LS, Mayeux R, Miller GW, Vardarajan BN. Lysophosphatidylcholines are associated with amyloidosis in early stages of Alzheimer's disease. Nat Aging. 2025 Dec 17. doi: 10.1038/s43587-025-01025-7. 

Abstract. Circulating metabolites can identify biochemical risk factors related to Alzheimer's disease (AD). We measured plasma metabolites in 1,068 participants of Caribbean Hispanic ancestry (250 patients with AD and 818 healthy controls) across 2 cohorts and analyzed their relationship with clinical AD, biomarker-supported AD and plasma biomarkers (P-tau181, P-tau217, P-tau231 and Aβ42:Aβ40). Amino acid metabolism pathways were enriched among metabolites associated with P-tau biomarkers, whereas sialic acid and N-glycan pathways were associated with Aβ42:Aβ40. Through several dimensionality reduction approaches, we identified an APOE-ε4 dependent relationship between lysophosphatidylcholines (lysoPCs) carrying polyunsaturated fatty acids and biomarker-supported AD and P-tau biomarkers. In an independent dataset of 110 postmortem brain tissues from non-Hispanic white participants, lysoPCs in the brain were also associated with AD neuropathological features. Our results show that biomarker-based diagnostic criteria identified an APOE-ε4 dependent association with lysoPCs, which play a critical role in the transport of neuroprotective polyunsaturated fatty acids into the brain, and AD. © 2025. The Author(s).

Tseng HC, Lin CC, Wang CY, Yang CC, Hsiao LD, Yang CM. Lysophosphatidylcholine induces cyclooxygenase-2-dependent IL-6 expression in human cardiac fibroblasts. Cell Mol Life Sci. 2018 Dec;75(24):4599-4617. doi: 10.1007/s00018-018-2916-7. 

Abstract. Lysophosphatidylcholine (LysoPC) has been shown to induce the expression of inflammatory proteins, including cyclooxygenase-2 (COX-2) and interleukin-6 (IL-6), associated with cardiac fibrosis. Here, we demonstrated that LysoPC-induced COX-2 and IL-6 expression was inhibited by silencing NADPH oxidase 1, 2, 4, 5; p65; and FoxO1 in human cardiac fibroblasts (HCFs). LysoPC-induced IL-6 expression was attenuated by a COX-2 inhibitor. LysoPC-induced responses were mediated via the NADPH oxidase-derived reactive oxygen species-dependent JNK1/2 phosphorylation pathway, leading to NF-κB and FoxO1 activation. In addition, we demonstrated that both FoxO1 and p65 regulated COX-2 promoter activity stimulated by LysoPC. Overexpression of wild-type FoxO1 and S256D FoxO1 enhanced COX-2 promoter activity and protein expression in HCFs. These results were confirmed by ex vivo studies, where LysoPC-induced COX-2 and IL-6 expression was attenuated by the inhibitors of NADPH oxidase, NF-κB, and FoxO1. Our findings demonstrate that LysoPC-induced COX-2 expression is mediated via NADPH oxidase-derived reactive oxygen species generation linked to the JNK1/2-dependent pathway leading to FoxO1 and NF-κB activation in HCFs. LysoPC-induced COX-2-dependent IL-6 expression provided novel insights into the therapeutic targets of the cardiac fibrotic responses.

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