A dimyristoyl phosphatidylcholine/polydiacetylene biomimetic assembly for the selective screening of progesterone

Eunae Cho; Yiluo Hu; Youngjin Choi; Seunho Jung

Journal of Industrial and Engineering Chemistry, Vol.63, 288-295, July, 2018

DOI10.1016/j.jiec.2018.02.028 Export Citation

A dimyristoyl phosphatidylcholine/polydiacetylene biomimetic assembly for the selective screening of progesterone

Eunae Cho, Yiluo Hu¹, Youngjin Choi², and Seunho Jung^{1, †}

Center for Biotechnology Research in UBITA (CBRU), Institute for Ubiquitous Information Technology and Applications (UBITA), Konkuk University, 120 Neungdong-ro, Gwangjin-gu, Seoul 05029, South Korea
¹Department of Bioscience and Biotechnology, Microbial Carbohydrate Resource Bank (MCRB), Konkuk University, 120 Neungdong-ro, Gwangjin-gu, Seoul 05029, South Korea
²Department of Food Science and Technology, BioChip Research Center, Hoseo University, 20, Hoseo-ro 79 beon-gil, Baebang-eup, Asan-si, Chungcheongnamdo, 31499, South Korea

E-mail:

We have reported a hybrid polymer composite, consisting of a supramolecular assembly of polydiacetylene (PDA) and phospholipid, that undergoes chromatic and fluorogenic changes after specific interactions with progesterone, the pregnancy hormone. Progesterone was selectively detected among 10 steroids by the mixed polymer of 1,2-dimyristoyl-sn-glycero-3-phosphocholine and PDA at an optimized ratio of 1:9. The triggering effect of progesterone on the membrane mimetic system were investigated using UV-vis, fluorescence, circular dichroism spectroscopy, Raman scattering, dynamic light scattering, transmission electron microscopy, and computational method. These results offer insight into self-assembly disruption and membrane targeting antibiotics as well as PDA-based sensing technology.

Keywords:Supramolecular polydiacetylene;1,2-Dimyristoyl-sn-glycero-3-phosphorylcholine;Biomimetic sensory system;Progesterone;Steroids

[References]

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Ahn DJ, Kim JM, Accounts Chem. Res., 41, 805 (2008)
Lee S, Kim JY, Chen X, Yoon J, Chem. Commun., 52, 9178 (2016)
Gou M, Qu X, Zhu W, Xiang M, Yang J, Zhang K, Wei Y, Chen S, Nat. Commun., 5 (2014)
Seo S, Lee J, Choi EJ, Kim EJ, Song JY, Kim J, Macromol. Rapid Commun., 34(9), 743 (2013)
Pan JJ, Charych D, Langmuir, 13(6), 1365 (1997)
Kim KW, Choi H, Lee GS, Ahn DJ, Oh MK, Colloids Surf. B: Biointerfaces, 66, 213 (2008)
Kolusheva S, Boyer L, Jelinek R, Nat. Biotechnol., 18, 225 (2000)
Kolusheva S, Shahal T, Jelinek R, Biochemistry, 39, 15851 (2000)
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Shimomura H, Hosoda K, Hayashi S, Yokota K, Oguma K, Hirai Y, Fems Microbiol. Lett, 301, 84 (2009)
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Kang DH, Jung HS, Lee J, Seo S, Kim J, Kim K, Suh KY, Langmuir, 28(19), 7551 (2012)
Jelinek R, Okada S, Norvez S, Charych D, Chem. Biol., 5, 619 (1998)
Shusterman O, Berman A, Golan Y, Horovitz B, Zeiri L, J. Phys. Chem. B, 113(5), 1273 (2009)
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[1] Chance R, Macromolecules, 13, 396 (1980)

[2] Okada S, Peng S, Spevak W, Charych D, Accounts Chem. Res., 31, 229 (1998)

[3] Ahn DJ, Kim JM, Accounts Chem. Res., 41, 805 (2008)

[4] Lee S, Kim JY, Chen X, Yoon J, Chem. Commun., 52, 9178 (2016)

[5] Gou M, Qu X, Zhu W, Xiang M, Yang J, Zhang K, Wei Y, Chen S, Nat. Commun., 5 (2014)

[6] Seo S, Lee J, Choi EJ, Kim EJ, Song JY, Kim J, Macromol. Rapid Commun., 34(9), 743 (2013)

[7] Pan JJ, Charych D, Langmuir, 13(6), 1365 (1997)

[8] Kim KW, Choi H, Lee GS, Ahn DJ, Oh MK, Colloids Surf. B: Biointerfaces, 66, 213 (2008)

[9] Kolusheva S, Boyer L, Jelinek R, Nat. Biotechnol., 18, 225 (2000)

[10] Kolusheva S, Shahal T, Jelinek R, Biochemistry, 39, 15851 (2000)

[11] Sackmann E, Trauble H, J. Am. Chem. Soc., 94, 4482 (1972)

[12] Shimomura H, Hosoda K, Hayashi S, Yokota K, Oguma K, Hirai Y, Fems Microbiol. Lett, 301, 84 (2009)

[13] Guyton AC, Textbook of Medical Physiology, Elsevier Saunders, Philadelipia, pp.899 1991.

[14] Lee JR, Med. Hypotheses, 35, 316 (1991)

[15] Schumacher M, Guennoun R, Ghoumari A, Massaad C, Robert F, El-Etr M, Akwa Y, Rajkowski K, Baulieu EE, Endocr. Rev., 28, 387 (2007)

[16] Korkmaz F, Severcan F, Arch. Biochem. Biophys., 440, 141 (2005)

[17] Posthuma-Trumpie GA, van Amerongen A, Korf J, van Berkel WJ, Trends Biotechnol., 27, 652 (2009)

[18] de Meyer F, Smit B, Proc. Natl. Acad. Sci., 106, 3654 (2009)

[19] Wang H, Zhao P, Liang X, Gong X, Song T, Niu R, Chang J, Biomaterials, 31, 4129 (2010)

[20] Venkataraman S, Lee AL, Maune HT, Hedrick JL, Prabhu VM, Yang YY, Macromolecules, 46(12), 4839 (2013)

[21] Cho E, Choi JM, Jeong D, Jun BH, Jung S, J. Incl. Phenom. Macrocycl. Chem., 80, 427 (2014)

[22] Kim JM, Lee JS, Lee JS, Woo SY, Ahn DJ, Macromol. Chem. Phys., 206, 2299 (2005)

[23] Watanabe S, Saito T, Ikeda M, J. Steroid Biochem., 31, 853 (1988)

[24] Ahn DJ, Lee S, Kim JM, Adv. Funct. Mater., 19(10), 1483 (2009)

[25] Tsuda K, Kinoshita Y, Nishio I, Am. J. Hypertens., 15, 702 (2002)

[26] Cho YS, Ahn KH, J. Mater. Chem. B, 1, 1182 (2013)

[27] Wang DE, Wang Y, Tian C, Zhang L, Han X, Tu Q, Yuan M, Chen S, Wang J, J. Mater. Chem. A, 3, 21690 (2015)

[28] Kang DH, Jung HS, Lee J, Seo S, Kim J, Kim K, Suh KY, Langmuir, 28(19), 7551 (2012)

[29] Jelinek R, Okada S, Norvez S, Charych D, Chem. Biol., 5, 619 (1998)

[30] Shusterman O, Berman A, Golan Y, Horovitz B, Zeiri L, J. Phys. Chem. B, 113(5), 1273 (2009)

[31] Park IS, Park HJ, Jeong W, Nam J, Kang Y, Shin K, Chung H, Kim JM, Macromolecules, 49(4), 1270 (2016)