Citation: LIANG Ju, LAI Dan-Yu, WU Wen-Lan, LI Guo-Zhi, LI Jun-Bo, FANG Cai-Lin. Self-Assembly and Acid-Responsive Behavior of Three Amphiphilic Peptides[J]. Acta Physico-Chimica Sinica, ;2015, 31(4): 722-728. doi: 10.3866/PKU.WHXB201503031
-
Three amphiphilic peptides containing KKGRGDS as hydrophilic heads and VVVVVV, C12, and FAFAFA as hydrophobic tails (VVVVVVKKGRGDS (AP1), C12KKGRGDS (AP2), FAFAFAKKGRGDS (AP3)) were designed and prepared using the standard solid-phase peptide synthesis (SPPS) technique. Three peptides assembled into spherical micelles under neutral conditions (pH 7.0) with a size of ~30 nm determined by transmission electron microscope (TEM). Dynamic light scattering (DLS) tests showed that their size distributions were uniform and narrow. In dilute hydrochloric acid (pH 5.0), peptide AP1 presented a sharp aciddependent demicellization transition, with no assembled particles found by TEM and no DLS peak in the range 1-1000 nm. However, the micellar structures of the amphiphilic peptides AP2 and AP3 did not disappear at pH 5.0. TEM results showed that AP2 assembly appeared through aggregation and the shape of AP3 micellar particles became non-spherical or irregular. AP2 assembly at pH 5.0 showed a multiple peak distribution and AP3 assembly showed a broad peak distribution in DLS, consistent with the TEM results. The changes in secondary structures of amphiphilic peptides AP1, AP2, and AP3 at pH 7.0 and 5.0 were confirmed by circular dichroism (CD) and Fourier transform infrared (FT-IR) spectroscopy. We then selected curcumin as a model drug to investigate the drug-loading capacity and in vitro release behavior of peptide AP1 micelles. As a result, AP1 is expected to comprise an ideal acid-responsive drug carrier for the intelligent delivery of anticancer drugs. The differences between AP1, AP2, and AP3 assembly behaviors in neutral and acidic conditions provide a novel and effective approach for regulating self-assembly of peptides. AP1 is expected to offer an ideal pH-responsive functional material.
-
-
[1]
(1) Mao, X. B.; Wang, C. X.; Liu, L.; Ma, X. J.; Niu, L.; Yang, Y. L.; Wang, C. Acta Phys. -Chim. Sin. 2010, 26 (4), 850. [毛晓波, 王晨轩, 刘磊, 马晓晶, 牛琳, 杨延莲, 王琛. 物理化学学报, 2010, 26 (4), 850.] doi: 10.3866/PKU.WHXB20100440
-
[2]
(2) Chen, C.; Chu, Y. Q.; Dai, X. H.; Fang, X.; Ding, C. F. Acta Phys. -Chim. Sin. 2013, 29 (6), 1336. [陈琛, 储艳秋, 戴新华, 方向, 丁传凡. 物理化学学报, 2013, 29 (6), 1336.] doi: 10.3866/PKU.WHXB201303155
-
[3]
(3) Zhou, C. C.; Wang, M. Z.; Zou, K. D.; Chen, J.; Zhu, Y. Q.; Du, J. Z. ACS Macro Letters 2013, 2, 1021. doi: 10.1021/mz400480z
-
[4]
(4) Chen, J.; Wang, F. Y. K.; Liu, Q. M.; Du, J. Z. Chemical Communications 2014, 50, 14482.
-
[5]
(5) Kunitake, T. Angew. Chem. Int. Edit. Engl. 1992, 31 (6), 709.
-
[6]
(6) Hartgerink, J. D.; Beniash, E.; Stupp, S. I. Science 2001, 294 (5547), 1684. doi: 10.1126/science.1063187
-
[7]
(7) Hartgerink, J. D.; Beniash, E.; Stupp, S. I. Proc. Natl. Acad. Sci. U. S. A. 2002, 99 (8), 5133. doi: 10.1073/pnas.072699999
-
[8]
(8) Cui, H. G.; Webber, M. J.; Stupp, S. I. Biopolymers 2010, 94 (1), 1. doi: 10.1002/bip.21328
-
[9]
(9) Vauthey, S.; Santoso, S.; ng, H. Y.; Watson, N.; Zhang, S. G. Proc. Natl. Acad. Sci. U. S. A. 2002, 99 (8), 5355.
-
[10]
(10) Wiradharma, N.; Tong, Y.W.; Yang, Y. Y. Macromol. Rapid Commun. 2010, 31, 1212. doi: 10.1002/marc.v31:13
-
[11]
(11) Wang, H. Y.; Chen, J. X.; Sun, Y. X.; Deng, J. Z.; Li, C.; Zhang, X. Z.; Zhuo, R. X. J. Control Release 2011, 155 (1), 26. doi: 10.1016/j.jconrel.2010.12.009
-
[12]
(12) Xu, X. D.; Jin, Y.; Liu, Y.; Zhang, X. Z.; Zhuo, R. X. Colloids Surf. B Biointerfaces 2010, 81 (1), 329. doi: 10.1016/j.colsurfb.2010.07.027
-
[13]
(13) Zhang, S. G. Nat. Biotechnol. 2003, 21, 1171.
-
[14]
(14) Lee, E. S.; Gao, Z.; Kim, D.; Park, K., Kwon, I. C.; Bae, Y. H. J. Control Release 2008, 129 (3), 228. doi: 10.1016/j.jconrel.2008.04.024
-
[15]
(15) Xu, X. D.; Lin, B. B.; Feng, J.; Wang, Y.; Cheng, S. X.; Zhang, X. Z.; Zhuo, R. X. Macromol. Rapid Commun. 2012, 33 (5), 426. doi: 10.1002/marc.201100689
-
[16]
(16) Wiranharma, N.; Tong, Y.W.; Yang, Y. Y. Biomaterials 2009, 30 (17), 3100. doi: 10.1016/j.biomaterials.2009.03.006
-
[17]
(17) Chang, C.; Wei, H.; Feng, J.; Wang, Z. C.; Wu, X. J.; Wu, D. Q.; Cheng, S. X.; Zhang, X. Z.; Zhuo, R. X. Macromolecules 2009, 42 (13), 4838. doi: 10.1021/ma900492v
-
[18]
(18) Guo, X. D.; Tangiono, F.; Wiranharma, N.; Khor, D.; Tan, C. G.; Khan, M.; Qian, Y.; Yang, Y. Y. Biomaterials 2008, 29 (36), 4838. doi: 10.1016/j.biomaterials.2008.07.053
-
[19]
(19) Liang, J.; Wu, W. L.; Xu, X. D.; Zhuo, R. X.; Zhang, X. Z. Colloids and Surfaces B: Biointerfaces 2014, 114, 398. doi: 10.1016/j.colsurfb.2013.10.037
-
[20]
(20) Li, Q.; Li, M.; Jin, Y. G.; Du, L. N.; Su, C.; Dong, J. X. J. Int. Pharm. Res. 2013, 40 (2), 233.
-
[21]
(21) Chen, D.W.; Yan, L.; Qiao, M. X.; Hu, H. Y.; Zhao, X. L.; Chen, X.; Deng, Y. H. Acta Pharmaceutica Sinica 2008, 43 (10), 1066.
-
[1]
-
-
[1]
Shihui Shi , Haoyu Li , Shaojie Han , Yifan Yao , Siqi Liu . Regioselectively Synthesis of Halogenated Arenes via Self-Assembly and Synergistic Catalysis Strategy. University Chemistry, 2024, 39(5): 336-344. doi: 10.3866/PKU.DXHX202312002
-
[2]
Xiaofei NIU , Ke WANG , Fengyan SONG , Shuyan YU . Self-assembly of [Pd6(L)4]8+-type macrocyclic complexes for fluorescent sensing of HSO3-. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1233-1242. doi: 10.11862/CJIC.20240057
-
[3]
Jin Tong , Shuyan Yu . Crystal Engineering for Supramolecular Chirality. University Chemistry, 2024, 39(3): 86-93. doi: 10.3866/PKU.DXHX202308113
-
[4]
Ruoxi Sun , Yiqian Xu , Shaoru Rong , Chunmiao Han , Hui Xu . The Enchanting Collision of Light and Time Magic: Exploring the Footprints of Long Afterglow Lifetime. University Chemistry, 2024, 39(5): 90-97. doi: 10.3866/PKU.DXHX202310001
-
[5]
Meijin Li , Xirong Fu , Xue Zheng , Yuhan Liu , Bao Li . The Marvel of NAD+: Nicotinamide Adenine Dinucleotide. University Chemistry, 2024, 39(9): 35-39. doi: 10.12461/PKU.DXHX202401027
-
[6]
Yonghui ZHOU , Rujun HUANG , Dongchao YAO , Aiwei ZHANG , Yuhang SUN , Zhujun CHEN , Baisong ZHU , Youxuan ZHENG . Synthesis and photoelectric properties of fluorescence materials with electron donor-acceptor structures based on quinoxaline and pyridinopyrazine, carbazole, and diphenylamine derivatives. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 701-712. doi: 10.11862/CJIC.20230373
-
[7]
Qi Li , Pingan Li , Zetong Liu , Jiahui Zhang , Hao Zhang , Weilai Yu , Xianluo Hu . Fabricating Micro/Nanostructured Separators and Electrode Materials by Coaxial Electrospinning for Lithium-Ion Batteries: From Fundamentals to Applications. Acta Physico-Chimica Sinica, 2024, 40(10): 2311030-. doi: 10.3866/PKU.WHXB202311030
-
[8]
Zhuoming Liang , Ming Chen , Zhiwen Zheng , Kai Chen . Multidimensional Studies on Ketone-Enol Tautomerism of 1,3-Diketones By 1H NMR. University Chemistry, 2024, 39(7): 361-367. doi: 10.3866/PKU.DXHX202311029
-
[9]
Qi Wang , Yicong Gao , Feng Lu , Quli Fan . Preparation and Performance Characterization of the Second Near-Infrared Phototheranostic Probe: A New Design and Teaching Practice of Polymer Chemistry Comprehensive Experiment. University Chemistry, 2024, 39(11): 342-349. doi: 10.12461/PKU.DXHX202404141
-
[10]
Peng XU , Shasha WANG , Nannan CHEN , Ao WANG , Dongmei YU . Preparation of three-layer magnetic composite Fe3O4@polyacrylic acid@ZiF-8 for efficient removal of malachite green in water. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 544-554. doi: 10.11862/CJIC.20230239
-
[11]
Yinyin Qian , Rui Xu . Utilizing VESTA Software in the Context of Material Chemistry: Analyzing Twin Crystal Nanostructures in Indium Antimonide. University Chemistry, 2024, 39(3): 103-107. doi: 10.3866/PKU.DXHX202307051
-
[12]
Liang MA , Honghua ZHANG , Weilu ZHENG , Aoqi YOU , Zhiyong OUYANG , Junjiang CAO . Construction of highly ordered ZIF-8/Au nanocomposite structure arrays and application of surface-enhanced Raman spectroscopy. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1743-1754. doi: 10.11862/CJIC.20240075
-
[13]
Lirui Shen , Kun Liu , Ying Yang , Dongwan Li , Wengui Chang . Synthesis and Application of Decanedioic Acid-N-Hydroxysuccinimide Ester: Exploration of Teaching Reform in Comprehensive Applied Chemistry Experiment. University Chemistry, 2024, 39(8): 212-220. doi: 10.3866/PKU.DXHX202312035
-
[14]
Xiaoling LUO , Pintian ZOU , Xiaoyan WANG , Zheng LIU , Xiangfei KONG , Qun TANG , Sheng WANG . Synthesis, crystal structures, and properties of lanthanide metal-organic frameworks based on 2, 5-dibromoterephthalic acid ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1143-1150. doi: 10.11862/CJIC.20230271
-
[15]
Baohua LÜ , Yuzhen LI . Anisotropic photoresponse of two-dimensional layered α-In2Se3(2H) ferroelectric materials. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1911-1918. doi: 10.11862/CJIC.20240105
-
[16]
Jingjing QING , Fan HE , Zhihui LIU , Shuaipeng HOU , Ya LIU , Yifan JIANG , Mengting TAN , Lifang HE , Fuxing ZHANG , Xiaoming ZHU . Synthesis, structure, and anticancer activity of two complexes of dimethylglyoxime organotin. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1301-1308. doi: 10.11862/CJIC.20240003
-
[17]
Shengbiao Zheng , Liang Li , Nini Zhang , Ruimin Bao , Ruizhang Hu , Jing Tang . Metal-Organic Framework-Derived Materials Modified Electrode for Electrochemical Sensing of Tert-Butylhydroquinone: A Recommended Comprehensive Chemistry Experiment for Translating Research Results. University Chemistry, 2024, 39(7): 345-353. doi: 10.3866/PKU.DXHX202310096
-
[18]
Tianlong Zhang , Rongling Zhang , Hongsheng Tang , Yan Li , Hua Li . Online Monitoring and Mechanistic Analysis of 3,5-diamino-1,2,4-triazole (DAT) Synthesis via Raman Spectroscopy: A Recommendation for a Comprehensive Instrumental Analysis Experiment. University Chemistry, 2024, 39(6): 303-311. doi: 10.3866/PKU.DXHX202312006
-
[19]
Guangming YIN , Huaiyao WANG , Jianhua ZHENG , Xinyue DONG , Jian LI , Yi'nan SUN , Yiming GAO , Bingbing WANG . Preparation and photocatalytic degradation performance of Ag/protonated g-C3N4 nanorod materials. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1491-1500. doi: 10.11862/CJIC.20240086
-
[20]
Qingtang ZHANG , Xiaoyu WU , Zheng WANG , Xiaomei WANG . Performance of nano Li2FeSiO4/C cathode material co-doped by potassium and chlorine ions. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1689-1696. doi: 10.11862/CJIC.20240115
-
[1]
Metrics
- PDF Downloads(279)
- Abstract views(453)
- HTML views(6)