Synthesis and Self-assembly Behavior of Amylose-chenodeoxycholic Acid Conjugates

doi:10.11901/1005.3093.2020.019

Chinese Journal of Materials Research

2020, Vol. 34

Issue (8): 569-574 DOI: 10.11901/1005.3093.2020.019

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Synthesis and Self-assembly Behavior of Amylose-chenodeoxycholic Acid Conjugates

XIONG Xiaoqin(

), ZHANG Hongquan, FANG Chanyu

Hubei Key Laboratory of Purification and Application of Plant Anticancer Active Ingredients, School of Chemistry and Life Sciences, Hubei University of Education, Wuhan 430205, China

Cite this article:

XIONG Xiaoqin, ZHANG Hongquan, FANG Chanyu. Synthesis and Self-assembly Behavior of Amylose-chenodeoxycholic Acid Conjugates. Chinese Journal of Materials Research, 2020, 34(8): 569-574.

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Abstract

Amylose-chenodeoxycholic acid conjugates (AMY-CDCA) were prepared using 1-ethyl-3-(3-dimethylaminopropyl)-carbonized diimine (EDC) /N-hydroxysuccinimide (NHS) cross-linking agents. The AMY-CDCA polymer was characterized by FTIR, ¹H NMR and ultraviolet spectroscopy. It was shown that CDCA was successfully coupled to the amylose backbone with a molar substitution of 138.15 per 100 glucose units. Self-Assembled micelles were prepared from the AMY-CDCA polymer through dialysis method. The average particle size of the micelles measured by dynamic light scattering method is 224 nm, and the polydispersity index is 0.110. TEM images demonstrated that the micelles are of spherical shape with a core-shell structure. The critical micelle concentration is 2.8×10^-3 mg/mL, which was determined using a probe fluorescence technique in the presence of pyrene. Additionally, Nile Red can be encapsulated and stabilized in the hydrophobic core of the micelles.

Key words: organic polymer materials amylose chenodeoxycholic acid micelle self assembly

Received: 15 January 2020

ZTFLH:

O631

Fund: Natural Science Foundation of Hubei Province(2016CFB310)

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	Xiaoqin XIONG
	Hongquan ZHANG
	Chanyu FANG

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https://www.cjmr.org/EN/10.11901/1005.3093.2020.019 OR https://www.cjmr.org/EN/Y2020/V34/I8/569

Fig.1 Synthesis schemes of AMY-CDCA conjugates

Fig.2 FTIR spectra of Amylose, CDCA and AMY-CDCA

Fig.3 ¹H NMR spectra of Amylose and AMY-CDCA

Fig.4 Absorbance calibration curve for CDCA

Fig.5 Particle size distribution of AMY-CDCA polymeric micelles

Fig.6 TEM images of AMY-CDCA polymeric micelles

Fig.7 Intensity ratios (I333/I338) from pyrene excitation spectra as a function of AMY-CDCA micelle concentration

Fig.8 Fluorescence emission spectra of Nile Red in aqueous solutions at different concentrations of AMY-CDCA micelles (λ_ex＝550 nm)

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