870016 | 23:2 Diyne PC [DC(8,9)PC]


23:2 Diyne PC [DC(8,9)PC]


Size SKU Packaging Price
25mg 870016P-25mg 870016P-25mg 1 x 25mg $112.00
200mg 870016P-200mg 870016P-200mg 1 x 200mg $220.00
500mg 870016P-500mg 870016P-500mg 1 x 500mg $430.00
1g 870016P-1g 870016P-1g 1 x 1g $654.89
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23:2 Diyne PC [DC(8,9)PC]


Phospholipid containing photo-polymerizable diacetylene fatty acids. These phospholipids produce structures with characteristics of both biomembranes and synthetic polymers.
  • The UV wavelength for efficient polymerization of diacetylene-containing lipids is 254nm.
  • Protect diacetylene phospholipids from light, especially in solution.
  • Diacetylene phospholipids will spontaneously polymerize in solution. Store the lipid as a powder for maximum stability.
  • Recommend storage at -20° C or less.
The photopolymerization of diacetylenic lipids is topotactic, thus the rate of polymerization depends strongly upon the correct alignment of the acetylenic monomer units. Efficient photopolymerization can only be achieved if the diacetylenic hydrocarbon chains are in a crystal-like lattice that is present at a temperatures well below the lipid transition temperature (40°C). Diacetylenic lipids are photopolymerized using a low pressure mercury arc lamp, where the photoproduct is initially blue in color and then relaxes to form a red polymer.
Experimental Procedures for the Polymerization of Sonicated Vesicles
Always protect diacetylenic lipids from UV light, thus prepare photopolymerizable membranes in yellow or red light. Prepare sonicated vesicles using a probe sonicator, following typical experimental protocols to prepare small unilamellar vesicles. (In the referenced paper, sonicated vesicles were the only photopolymerized structures obtained, presumably large unilamellar vesicles prepared by extrusion are also polymerizable and membrane curvature does not affect the efficiency of photopolymerization). An aliquot of the vesicles is irradiated at 20°C in a 1-mm quartz cell using a low-pressure Hg arc lamp (253.7 nm) 6-13 cm from the sample. Just prior to irradiation the aqueous suspension of vesicles is purged of oxygen by first flushing the photocell with argon and then capping it under an argon atmosphere.
  • It has been found that the photosensitivity of diacetylenic containing membranes is dependent upon its thermal history. Membranes composed of diacetylenic lipids are light sensitive when prepared below the phase trasition but become insensitive to light after the membranes are heated above the transition temperature (40°C). The membranes remain insensitive to light even after they are cooled to 25°C, and only when they are cooled to near 0°C is light sensitivity regained.
  • Photopolymerization of diacetylenic and non-polymerizable lipid (DOPC, DSPC etc.) mixtures depends upon lipid miscibility. High degrees of polymerization cannot be achieved in lipid mixtures where the diacetylenic groups are diluted by other non-polymerizable lipids.
Light Sensitive
Molecular Formula
Percent Composition
C 70.94%, H 10.14%, N 1.53%, O 14.00%, P 3.39%
3 Months
Storage Temperature
CAS Number
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
Exact Mass

Yoneda T, Tanimoto Y, Takagi D, Morigaki K. Photosynthetic Model Membranes of Natural Plant Thylakoid Embedded in a Patterned Polymeric Lipid Bilayer. Langmuir. 2020 Jun 2;36(21):5863-5871. doi: 10.1021/acs.langmuir.0c00613. Epub 2020 May 21. PMID: 32390435.

PubMed ID: 32390435

Wang Q, He L, Fan D, Liang W, Fang J. Improving the anti-inflammatory efficacy of dexamethasone in the treatment of rheumatoid arthritis with polymerized stealth liposomes as a delivery vehicle. J Mater Chem B. 2020 Feb 4:10.1039/c9tb02538c. doi: 10.1039/c9tb02538c. Epub ahead of print. PMID: 32016224.

PubMed ID: 32016224

Goshi M, Pytel N, Elbayoumi T. Partially Polymerized Phospholipid Vesicles for Efficient Delivery of Macromolecules. Methods Mol Biol. 2019;2000:267-277. doi: 10.1007/978-1-4939-9516-5_18.

PubMed ID: 31148021

Tin Phan Nguy, Ryoma Hayakawa, Volkan Kilinc, Matthieu Petit, Jean-Manuel Raimundo, Anne Charrier, and Yutaka Wakayama. Stable operation of water-gated organic field-effect transistor depending on channel flatness, electrode metals and surface treatment. 2019 Jpn. J. Appl. Phys. 58 SDDH02.

Yinan Wang, Qingchuan Li, Ping Zhang, David O'Connor, Rajender S.Varma, Miao Yu, Deyi Hou. One-pot green synthesis of bimetallic hollow palladium-platinum nanotubes for enhanced catalytic reduction of p-nitrophenol. Journal of Colloid and Interface Science. 2019 Mar 15; 539 (161-167). doi: 10.1016/j.jcis.2018.12.053.

Hindley JW, Elani Y, McGilvery CM, Ali S, Bevan CL, Law RV, Ces O. Light-triggered enzymatic reactions in nested vesicle reactors. Nat Commun. 2018 Mar 15;9(1):1093. doi: 10.1038/s41467-018-03491-7.

PubMed ID: 29545566

Punnamaraju S, You H, Steckl AJ. (2012) Triggered Release of Molecules across Droplet Interface Bilayer Lipid Membranes using Photopolymerizable Lipids. Langmuir. 2012 May 22;28(20):7657-64. doi: 10.1021/la3011663. Epub 2012 May 10.

PubMed ID: 22548362

Colantonio S1, Simpson JT, Fisher RJ, Yavlovich A, Belanger JM, Puri A, Blumenthal R. Quantitative analysis of phospholipids using nanostructured laser desorption ionization targets. Lipids. 2011 May;46(5):469-77. doi: 10.1007/s11745-010-3493-1. Epub 2011 Feb 15.

PubMed ID: 21327726

Yavlovich, A., Singh, A., Blumenthal, R., Puri, A. (2011) A novel class of photo-triggerable liposomes containing DPPC:DC(8,9)PC as vehicles for delivery of doxorubicin to cells. Biochim Biophys Acta. 1808:117-26.

PubMed ID: 20691151

Yavlovich, A., Singh, A., Tarasov, S., Capala, J., Blumenthal, R., Puri, A. (2009) Design of liposomes containing photopolymerizable phospholipids for triggered release of contents. J Therm Anal Calorim. 98:97-104.

PubMed ID: 20160877

Hayward, J.A., Chapman, D. (1984) Biomembrane surfaces as models for polymer design: the potential for haemocompatibility. Biomaterials. 5:135-142.

PubMed ID: 6375749

Johnston, D.S., Sanghera, S., Pons, M. Chapman, D. (1980) Phospholipid Polymers-Synthesis and Spectral Characteristics. Biochim Biophys Acta. 602:57-69.

PubMed ID: 6893417

Colantonio, S., Simpson, J.T., Fisher, R.J., Yavlovich, A., Belanger, J.M., Puri, A., Blumenthal, R. (2011) Quantitative analysis of phospholipids using nanostructured laser desorption ionization targets. Lipids. 2011 May;46(5):469-77. doi: 10.1007/s11745-010-3493-1. Epub 2011 Feb 15.

PubMed ID: 21327726
Certificates of Analysis

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