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MedKoo Cat#: 414868 | Name: DLPC
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Description:

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

DLPC is a lipid reagent, which is useful in drug formulation, DNA, RNA delivery. DLPC is a phospholipid containing the medium-chain (12:0) lauric acid inserted at the sn-1 and sn-2 positions. It is commonly used in the generation of micelles, liposomes, and other types of artificial membranes.

Chemical Structure

DLPC
DLPC
CAS#18194-25-7

Theoretical Analysis

MedKoo Cat#: 414868

Name: DLPC

CAS#: 18194-25-7

Chemical Formula: C32H64NO8P

Exact Mass: 621.4370

Molecular Weight: 621.84

Elemental Analysis: C, 61.81; H, 10.37; N, 2.25; O, 20.58; P, 4.98

Price and Availability

Size Price Availability Quantity
250mg USD 250.00 2 Weeks
500mg USD 400.00 2 Weeks
1g USD 700.00 2 Weeks
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Related CAS #
No Data
Synonym
DLPC; 1,2-DLPC; Dilauroyl phosphatidylcholine;
IUPAC/Chemical Name
1,2-Dilauroyl-sn-glycero-3-phosphocholine
InChi Key
IJFVSSZAOYLHEE-SSEXGKCCSA-N
InChi Code
InChI=1S/C32H64NO8P/c1-6-8-10-12-14-16-18-20-22-24-31(34)38-28-30(29-40-42(36,37)39-27-26-33(3,4)5)41-32(35)25-23-21-19-17-15-13-11-9-7-2/h30H,6-29H2,1-5H3/t30-/m1/s1
SMILES Code
CCCCCCCCCCCC(O[C@@H](COP([O-])(OCC[N+](C)(C)C)=O)COC(CCCCCCCCCCC)=O)=O
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
>2 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
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
1,2-Dilauroyl-sn-glycero-3-phosphocholine (DLPC) is an LRH-1 agonist ligand.
In vitro activity:
At the same time, reconstitution of the comparatively long hydrophobic segment became less effective, eventually resulting in complete protein aggregation in the short-chain lipid DLPC. In DLPC bilayers, finally, the 15N NMR spectra showed essentially only a powder lineshape, meaning that the comparatively long hydrophobic segment was not at all amenable to reconstitution in the thin lipid bilayer and had simply aggregated. Reference: J Biol Chem. 2012 Jul 27;287(31):26178-86. https://pubmed.ncbi.nlm.nih.gov/22619173/
In vivo activity:
DLPC treatment induces bile acid biosynthetic enzymes in mouse liver, increases bile acid levels, and lowers hepatic triglycerides and serum glucose. DLPC treatment also decreases hepatic steatosis and improves glucose homeostasis in two mouse models of insulin resistance. Reference: Nature. 2011 May 25;474(7352):506-10. https://pubmed.ncbi.nlm.nih.gov/21614002/
Solvent mg/mL mM
Solubility
Ethanol 62.5 100.51
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 621.84 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
Formulation protocol:
1. Muhle-Goll C, Hoffmann S, Afonin S, Grage SL, Polyansky AA, Windisch D, Zeitler M, Bürck J, Ulrich AS. Hydrophobic matching controls the tilt and stability of the dimeric platelet-derived growth factor receptor (PDGFR) β transmembrane segment. J Biol Chem. 2012 Jul 27;287(31):26178-86. doi: 10.1074/jbc.M111.325555. Epub 2012 May 22. PMID: 22619173; PMCID: PMC3406703. 2. Kim T, Lee KI, Morris P, Pastor RW, Andersen OS, Im W. Influence of hydrophobic mismatch on structures and dynamics of gramicidin a and lipid bilayers. Biophys J. 2012 Apr 4;102(7):1551-60. doi: 10.1016/j.bpj.2012.03.014. Epub 2012 Apr 3. PMID: 22500755; PMCID: PMC3318127. 3. Lee JM, Lee YK, Mamrosh JL, Busby SA, Griffin PR, Pathak MC, Ortlund EA, Moore DD. A nuclear-receptor-dependent phosphatidylcholine pathway with antidiabetic effects. Nature. 2011 May 25;474(7352):506-10. doi: 10.1038/nature10111. PMID: 21614002; PMCID: PMC3150801. 4. Cao Q, Mak KM, Lieber CS. DLPC decreases TGF-beta1-induced collagen mRNA by inhibiting p38 MAPK in hepatic stellate cells. Am J Physiol Gastrointest Liver Physiol. 2002 Nov;283(5):G1051-61. doi: 10.1152/ajpgi.00128.2002. PMID: 12381518.
In vitro protocol:
1. Muhle-Goll C, Hoffmann S, Afonin S, Grage SL, Polyansky AA, Windisch D, Zeitler M, Bürck J, Ulrich AS. Hydrophobic matching controls the tilt and stability of the dimeric platelet-derived growth factor receptor (PDGFR) β transmembrane segment. J Biol Chem. 2012 Jul 27;287(31):26178-86. doi: 10.1074/jbc.M111.325555. Epub 2012 May 22. PMID: 22619173; PMCID: PMC3406703. 2. Kim T, Lee KI, Morris P, Pastor RW, Andersen OS, Im W. Influence of hydrophobic mismatch on structures and dynamics of gramicidin a and lipid bilayers. Biophys J. 2012 Apr 4;102(7):1551-60. doi: 10.1016/j.bpj.2012.03.014. Epub 2012 Apr 3. PMID: 22500755; PMCID: PMC3318127.
In vivo protocol:
1. Lee JM, Lee YK, Mamrosh JL, Busby SA, Griffin PR, Pathak MC, Ortlund EA, Moore DD. A nuclear-receptor-dependent phosphatidylcholine pathway with antidiabetic effects. Nature. 2011 May 25;474(7352):506-10. doi: 10.1038/nature10111. PMID: 21614002; PMCID: PMC3150801. 2. Cao Q, Mak KM, Lieber CS. DLPC decreases TGF-beta1-induced collagen mRNA by inhibiting p38 MAPK in hepatic stellate cells. Am J Physiol Gastrointest Liver Physiol. 2002 Nov;283(5):G1051-61. doi: 10.1152/ajpgi.00128.2002. PMID: 12381518.
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Biosens Bioelectron. 2020 Dec 15;170:112547. doi: 10.1016/j.bios.2020.112547. Epub 2020 Aug 25. PMID: 33010707. 5: Park J, Jung TW, Chung YH, Park ES, Jeong JH. 1,2-Dilinoleoyl-sn- glycero-3-phosphocholine increases insulin sensitivity in palmitate-treated myotubes and induces lipolysis in adipocytes. Biochem Biophys Res Commun. 2020 Nov 26;533(1):162-167. doi: 10.1016/j.bbrc.2020.09.019. Epub 2020 Sep 14. PMID: 32943187. 6: Gao Y, He Y, Zhang H, Zhang Y, Gao T, Wang JH, Wang S. Zwitterion- functionalized mesoporous silica nanoparticles for enhancing oral delivery of protein drugs by overcoming multiple gastrointestinal barriers. J Colloid Interface Sci. 2021 Jan 15;582(Pt A):364-375. doi: 10.1016/j.jcis.2020.08.010. Epub 2020 Aug 17. PMID: 32861041. 7: Devrimci-Ozguven H, Hosgoren Alıcı Y, Demirbugen Oz M, Suzen HS, Kale HE, Baskak B. The role of COMT polymorphism in modulation of prefrontal activity during verbal fluency in bipolar disorder. Neurosci Lett. 2020 Nov 1;738:135310. doi: 10.1016/j.neulet.2020.135310. Epub 2020 Aug 18. PMID: 32822765. 8: Fink L, Allolio C, Feitelson J, Tamburu C, Harries D, Raviv U. Bridges of Calcium Bicarbonate Tightly Couple Dipolar Lipid Membranes. Langmuir. 2020 Sep 15;36(36):10715-10724. doi: 10.1021/acs.langmuir.0c01511. Epub 2020 Sep 1. PMID: 32787004; PMCID: PMC7586406. 9: Fathizadeh A, Valentine M, Baiz CR, Elber R. Phase Transition in a Heterogeneous Membrane: Atomically Detailed Picture. J Phys Chem Lett. 2020 Jul 2;11(13):5263-5267. doi: 10.1021/acs.jpclett.0c01255. Epub 2020 Jun 18. PMID: 32525318; PMCID: PMC7334090. 10: Majarikar V, Takehara H, Ichiki T. Optical measurement platform of temperature-dependent interaction between nanoliposomes and a polymer-grafted surface. Biomed Microdevices. 2020 May 4;22(2):33. doi: 10.1007/s10544-020-00489-1. PMID: 32367325. 11: Ly TQ, Baldelli S. Distortion Correction for an Imaging Ellipsometer. J Phys Chem A. 2020 Apr 2;124(13):2708-2713. doi: 10.1021/acs.jpca.9b09809. Epub 2020 Mar 20. PMID: 32196333. 12: Sherratt SCR, Juliano RA, Mason RP. Eicosapentaenoic acid (EPA) has optimal chain length and degree of unsaturation to inhibit oxidation of small dense LDL and membrane cholesterol domains as compared to related fatty acids in vitro. Biochim Biophys Acta Biomembr. 2020 Jul 1;1862(7):183254. doi: 10.1016/j.bbamem.2020.183254. Epub 2020 Mar 2. PMID: 32135144. 13: Tsuei M, Shivrayan M, Kim YK, Thayumanavan S, Abbott NL. Optical "Blinking" Triggered by Collisions of Single Supramolecular Assemblies of Amphiphilic Molecules with Interfaces of Liquid Crystals. J Am Chem Soc. 2020 Apr 1;142(13):6139-6148. doi: 10.1021/jacs.9b13360. Epub 2020 Mar 18. PMID: 32085676. 14: Valentino G, Zivko C, Weber F, Brülisauer L, Luciani P. Synergy of Phospholipid-Drug Formulations Significantly Deactivates Profibrogenic Human Hepatic Stellate Cells. Pharmaceutics. 2019 Dec 12;11(12):676. doi: 10.3390/pharmaceutics11120676. PMID: 31842373; PMCID: PMC6969915. 15: Staton JA, Stearns SW, Dungan SR. Mechanism of Time-Dependent Adsorption for Phosphatidylcholine onto a Clean Air-Water Interface from a Dispersion of Vesicles: Effect of Temperature and Acyl Chain Length. Langmuir. 2019 Dec 24;35(51):16850-16861. doi: 10.1021/acs.langmuir.9b02904. Epub 2019 Dec 9. PMID: 31815494. 16: Sustich SJ, Afrose F, Greathouse DV, Koeppe RE 2nd. Influence of interfacial tryptophan residues on an arginine-flanked transmembrane helix. Biochim Biophys Acta Biomembr. 2020 Feb 1;1862(2):183134. doi: 10.1016/j.bbamem.2019.183134. Epub 2019 Nov 16. PMID: 31738898; PMCID: PMC6943188. 17: Kumar Basak U, Roobala C, Basu JK, Maiti PK. Size-dependent interaction of hydrophilic/hydrophobic ligand functionalized cationic and anionic nanoparticles with lipid bilayers. J Phys Condens Matter. 2020 Mar 6;32(10):104003. doi: 10.1088/1361-648X/ab5770. Epub 2019 Nov 13. 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