WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 530783

CAS#: 13699-45-1

Description: Myristoyllysophosphatidylcholine is a bioactive chemical.

Chemical Structure

CAS# 13699-45-1

Theoretical Analysis

MedKoo Cat#: 530783
Name: Myristoyllysophosphatidylcholine
CAS#: 13699-45-1
Chemical Formula: C22H46NO7P
Exact Mass: 467.3012
Molecular Weight: 467.5838
Elemental Analysis: C, 56.51; H, 9.92; N, 3.00; O, 23.95; P, 6.62

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Myristoyllysophosphatidylcholine

IUPAC/Chemical Name: 3,5,9-Trioxa-4-phosphatricosan-1-aminium, 4,7-dihydroxy-N,N,N-trimethyl-10-oxo-, inner salt, 4-oxide


InChi Code: InChI=1S/C22H46NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-22(25)28-19-21(24)20-30-31(26,27)29-18-17-23(2,3)4/h21,24H,5-20H2,1-4H3


Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 467.5838 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.


Dilution Calculator

Calculate the dilution required to prepare a stock solution.

1: Klapper Y, Maffre P, Shang L, Ekdahl KN, Nilsson B, Hettler S, Dries M, Gerthsen D, Nienhaus GU. Low affinity binding of plasma proteins to lipid-coated quantum dots as observed by in situ fluorescence correlation spectroscopy. Nanoscale. 2015 Jun 14;7(22):9980-4. doi: 10.1039/c5nr01694k. Epub 2015 May 15. PubMed PMID: 25975280.

2: Rzehak P, Hellmuth C, Uhl O, Kirchberg FF, Peissner W, Harder U, Grote V, Weber M, Xhonneux A, Langhendries JP, Ferre N, Closa-Monasterolo R, Verduci E, Riva E, Socha P, Gruszfeld D, Koletzko B; European Childhood Obesity Trial Study Group. Rapid growth and childhood obesity are strongly associated with lysoPC(14:0). Ann Nutr Metab. 2014;64(3-4):294-303. doi: 10.1159/000365037. Epub 2014 Oct 2. PubMed PMID: 25300273.

3: Huang Q, Li Q, Joy J, Chen AS, Ruiz-Carrillo D, Hill J, Lescar J, Kang C. Lyso-myristoyl phosphatidylcholine micelles sustain the activity of Dengue non-structural (NS) protein 3 protease domain fused with the full-length NS2B. Protein Expr Purif. 2013 Dec;92(2):156-62. doi: 10.1016/j.pep.2013.09.015. Epub 2013 Sep 29. PubMed PMID: 24084007.

4: Koehler J, Sulistijo ES, Sakakura M, Kim HJ, Ellis CD, Sanders CR. Lysophospholipid micelles sustain the stability and catalytic activity of diacylglycerol kinase in the absence of lipids. Biochemistry. 2010 Aug 24;49(33):7089-99. doi: 10.1021/bi100575s. PubMed PMID: 20666483; PubMed Central PMCID: PMC2923640.

5: Galka JJ, Baturin SJ, Manley DM, Kehler AJ, O'Neil JD. Stability of the glycerol facilitator in detergent solutions. Biochemistry. 2008 Mar 18;47(11):3513-24. doi: 10.1021/bi7021409. Epub 2008 Feb 20. PubMed PMID: 18284214.

6: Wagner K, Desbat B, Brezesinski G. Liquid-liquid immiscibility in model membranes activates secretory phospholipase A2. Biochim Biophys Acta. 2008 Jan;1778(1):166-74. Epub 2007 Oct 16. PubMed PMID: 17964533.

7: Peric M, Alves M, Bales BL. Combining precision spin-probe partitioning with time-resolved fluorescence quenching to study micelles. Application to micelles of pure lysomyristoylphosphatidylcholine (LMPC) and LMPC mixed with sodium dodecyl sulfate. Chem Phys Lipids. 2006 Jul;142(1-2):1-13. Epub 2006 Feb 28. PubMed PMID: 16569402.

8: Blein JP, Coutos-Thévenot P, Marion D, Ponchet M. From elicitins to lipid-transfer proteins: a new insight in cell signalling involved in plant defence mechanisms. Trends Plant Sci. 2002 Jul;7(7):293-6. PubMed PMID: 12119165.

9: Douliez JP, Jégou S, Pato C, Mollé D, Tran V, Marion D. Binding of two mono-acylated lipid monomers by the barley lipid transfer protein, LTP1, as viewed by fluorescence, isothermal titration calorimetry and molecular modelling. Eur J Biochem. 2001 Jan;268(2):384-8. PubMed PMID: 11168373.

10: Werbovetz KA, Bacchi CJ, Englund PT. Trypanocidal analogs of myristate and myristoyllysophosphatidylcholine. Mol Biochem Parasitol. 1996 Oct 18;81(1):115-8. PubMed PMID: 8892311.

11: Werbovetz KA, Englund PT. Lipid metabolism in Trypanosoma brucei: utilization of myristate and myristoyllysophosphatidylcholine for myristoylation of glycosyl phosphatidylinositols. Biochem J. 1996 Sep 1;318 ( Pt 2):575-81. PubMed PMID: 8809049; PubMed Central PMCID: PMC1217659.

12: Yuan P, Fisher PJ, Prendergast FG, Kemple MD. Structure and dynamics of melittin in lysomyristoyl phosphatidylcholine micelles determined by nuclear magnetic resonance. Biophys J. 1996 May;70(5):2223-38. PubMed PMID: 9172746; PubMed Central PMCID: PMC1225197.

13: Bowes AE, Samad AH, Jiang P, Weaver B, Mellors A. The acquisition of lysophosphatidylcholine by African trypanosomes. J Biol Chem. 1993 Jul 5;268(19):13885-92. PubMed PMID: 8314756.

14: Milne TJ, Atkins AR, Warren JA, Auton WP, Smith R. Shark myelin basic protein: amino acid sequence, secondary structure, and self-association. J Neurochem. 1990 Sep;55(3):950-5. PubMed PMID: 1696624.

15: Petersheim M, Halladay HN, Blodnieks J. Tb3+ and Ca2+ binding to phosphatidylcholine. A study comparing data from optical, NMR, and infrared spectroscopies. Biophys J. 1989 Sep;56(3):551-7. PubMed PMID: 2790138; PubMed Central PMCID: PMC1280508.

16: Gow A, Smith R. The thermodynamically stable state of myelin basic protein in aqueous solution is a flexible coil. Biochem J. 1989 Jan 15;257(2):535-40. PubMed PMID: 2467658; PubMed Central PMCID: PMC1135611.

17: Dempsey CE, Watts A. A deuterium and phosphorus-31 nuclear magnetic resonance study of the interaction of melittin with dimyristoylphosphatidylcholine bilayers and the effects of contaminating phospholipase A2. Biochemistry. 1987 Sep 8;26(18):5803-11. PubMed PMID: 3676290.

18: Gow A, Winzor DJ, Smith R. Equilibrium binding of myristoyllysophosphatidylcholine to bovine myelin basic protein: an example of ligand-mediated acceptor association. Biochemistry. 1987 Feb 24;26(4):982-7. PubMed PMID: 2436660.

19: Ellerbe P, Murphy RB, Rose HG. Lecithin:cholesterol acyltransferase regulation. Effect of fluidity of dimyristoylphosphatidylcholine vesicles. Biochim Biophys Acta. 1985 Jul 25;817(2):282-8. PubMed PMID: 4016106.

20: Smith R. The encephalitogenic protein of myelin forms hexamers in which the polypeptides have a pleated-sheet structure. FEBS Lett. 1985 Apr 22;183(2):331-4. PubMed PMID: 2580739.