• Title/Summary/Keyword: sulfobetaine

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Conjugation of mono-sulfobetaine to alkyne-PPX films via click reaction to reduce cell adhesion

  • Chien, Hsiu-Wen;Keng, Ming-Chun;Chen, Hsien-Yeh;Huang, Sheng-Tung;Tsai, Wei-Bor
    • Biomaterials and Biomechanics in Bioengineering
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    • v.3 no.1
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    • pp.59-69
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    • 2016
  • A surface resisting protein adsorption and cell adhesion is highly desirable for many biomedical applications such as diagnostic devices, biosensors and blood-contacting devices. In this study, a surface conjugated with sulfobetaine molecules was fabricated via the click reaction for the anti-fouling purpose. An alkyne-containing substrate (Alkyne-PPX) was generated by chemical vapor deposition of 4-ethynyl-[2,2]paracyclophane. Azide-ended mono-sulfobetaine molecules were synthesized and then conjugated on Alkyne-PPX via the click reaction. The protein adsorption from 10% serum was reduced by 57%, while the attachment of L929 cells was reduced by 83% onto the sulfobetaine-PPX surface compared to the protein adsorption and cell adhesion on Alkyne-PPX. In conclusion, we demonstrate that conjugation of mono-sulfobetaine molecules via the click chemistry is an effective way for reduction of non-specific protein adsorption and cell attachment.

Study on the Solubilization of 4-Chlorobenzoic Acid by Lauryl Sulfobetaine and Mixed Surfactant Systems (Lauryl Sulfobetaine과 혼합계면활성제에 의한 4-클로로벤조산의 가용화에 대한 연구)

  • Lee, Nam-Min;Lee, Byung-Hwan
    • Journal of the Korean Applied Science and Technology
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    • v.31 no.4
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    • pp.612-622
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    • 2014
  • In this study, we investigated the solubilization 4-chlorobenzoic acid in a wide range of temperature using a zwitterionic surfactant of lauryl sulfobetaine(LSB) and mixed surfactant systems. The effects of temperature and alkyl-group's length of surfactant molecule on the solubilization of 4-chlorobenzoic acid have been measured. The solubilization constants ($K_s$) were taken by the UV/Vis spectrophotometric method, plotting the total absorbance of the solution versus the surfactant concentration. The results show that the values of ${\Delta}G^o_s$ are all negative within the measured temperature range and decrease by increasing temperature, And also the measured values of ${\Delta}H^o_s$ and ${\Delta}S^o_s$ are all positive and increase by increasing temperature. The values of $K_s$ and thermodynamic parameters are simultaneously dependent on the temperature and the kinds of surfactant molecules. From the results we can postulate the solubilization site of 4-chlorobenzoic acid within the micelle.

Preparation of Sulfobetaine Chitosan, Silk Blended Films, and Their Properties (설포베타인 키토산의 실크 블렌드 필름의 제조 및 그들의 성질)

  • Koo, Ja-Sung;Cha, Jae-Ryung;Oh, Se-Heang;Gong, Myoung-Seon
    • Polymer(Korea)
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    • v.38 no.1
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    • pp.54-61
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    • 2014
  • Water-soluble sulfobetaine chitosan (SCs) was prepared for a blending film with Bombyx mori silk fibroin (SF) by reacting chitosan with 1,3-propanesultone. A series of SF/SCs blended films were successfully prepared by mixing aqueous solutions of B. mori SF and SCs. The SF/SCs blended films were examined through spectroscopic and thermal analysis to determine the morphological changes of SF in the SCs. The effects of the SF/SCs blend ratios on physical and mechanical properties were investigated to discover the feasibility of using these films as biomedical materials such as artificial skin and wound dressing. X-ray analysis showed good compatibility between the two biopolymers. The in vitro degradation behavior of the SF/SCs blended films was systematically investigated for up to 8 weeks in phosphate buffered saline solution at $37^{\circ}C$ and showed a mass loss of 46.4% after 8 weeks. All films showed no cytotoxicity by MC3T3-E1 assay. After 3 days of culture, the relative cell number on all the SF/SCs films was slightly lower than that of an optimized tissue culture plastic.

Synthesis and Surface Active Properties of Amphoteric Surfactant Derivatives(I);Synthesis of N-Alkyl or Acyl Hydroxy sulfobetaines (양쪽성 이온 계면활성제의 유도체합성 및 계면성에 관한 연구(제1보);N-알킬 혹은 아실히드록시 술포베타인류의 합성)

  • Lee, J.H.;Ha, J.W.;Park, H.J.;No, Y.C.;Nam, K.D.
    • Journal of the Korean Applied Science and Technology
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    • v.11 no.1
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    • pp.71-77
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    • 1994
  • In order to review industrial application of amphoteric surfactants, new types of hydroxy sulfobetaine, 3-(N, N-dimethyl N-dimethyl-N-alkylammonio)-2-hydroxy-1-propane sulfonate and 3-(N, N-dimethyl N-acylammonio)-2-hydroxy-1-propane sulfonate were prepared by the reaction of quaternized sodium 1-chloro-2-hydroxy-3-propane sulfonate with N, N-dimethyl-N-alkylamine and N, N-dimethyl N-acylamido propylamine that have a straight chain radical of 12, 18 carbon atoms respectively in the presence of alkali catalyst. All the reaction products could be separated by means of column and thin layer chromatography, and the yields of all products ranged in $85{\sim}90%$, the structure of them could be confirmed from IR and $^{1}H$-NMR spectra.

Synthesis and Surface Active Properties of Amphoteric Surfactant Derivatives(II);Surface Active Properties of N-Alkyl or Acyl Hydroxy sulfobetaines (양쪽성 이온 계면활성제의 유도체합성 및 계면성에 관한 연구(제2보);N-알킬 혹은 아실히드록시 술포베타인류의 계면성)

  • Lee, J.H.;Ha, J.W.;Park, H.J.;No, Y.C.;Nam, K.D.
    • Journal of the Korean Applied Science and Technology
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    • v.11 no.1
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    • pp.79-85
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    • 1994
  • All the activities and physical properties including surface tension' foaming power, foam stability, emulsifying power, dispersion effect of 3-(N, N-dimethyl N-alkylammonio)-2-hydroxyY-1-propane sulfonate (HSB)류와 3-CN-alkylamidopropyl-N,N-dimethylamm-onjo)-2-hydroxy-1-propane sulfonate (APSB) aquous solution were measured and critical micelle concentration was evaluated. Their cmc of hydroxy sulfobetaine derivatives evaluated by the surface tension method was $1.0{\times}10^{-3}{\sim}1.0{\times}10^{-4}$ mol/l, and surface tension of the aquous solution was decreased to $27{\sim}38dyne/cm$. The experimental results for foaming power, foam stability, emulsifying power in liquid paraffin showed a good surface active properties, especially, dispersion effect in ferric oxide exhibited some efficient surface active properties, and then it would be expected to application as detergent and dispersion agent.

Mixed Micellar Properties Dodecyldimethyl(3-sulfopropyl)ammonium Hydroxide with Other Surfactants (Dodecyldimethyl(3-sulfopropyl)ammonium Hydroxide와 다른 계면활성제와의 혼합미셀화에 관한 연구)

  • Lee, Nam-Min;Lee, Byung-Hwan
    • Journal of the Korean Applied Science and Technology
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    • v.31 no.4
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    • pp.602-611
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    • 2014
  • The critical micelle concentration (CMC) of the zwitterionic surfactant of dodecyldimethyl(3-sulfopropyl)ammonium hydroxide(LSB, $CH_3(CH_2)_{11}N^+(CH_3)_2(CH_2)_3SO{_3}^-$) and LSB/Tween-20, LSB/Tween-40, LSB/Tween-80 and LSB/DTAB, LSB/TTAB, LSB/CTAB mixed surfactant systems were determined by using the UV/Vis absorbance method from 284 K to 312 K. And the effects of temperature on the micellization have been measured for the thermodynamic study. The results show that the measured values of gibbs free energy are all negative in the whole measured. The values of enthalpy are positive Tween-20, And negative other surfactants. but the values of entropy are positive in the whole measured temperature region. The results show that all of the thermodynamic parameters are dependent on temperature and alkyl-group's length.