Modification of microbial polymers by thiol-ene click reaction: Nanoparticle formation and drug encapsulation.

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Title: Modification of microbial polymers by thiol-ene click reaction: Nanoparticle formation and drug encapsulation.
Authors: Lanz-Landázuri, Alberto1, de Ilarduya, Antxon Martínez1, García-Alvarez, Montserrat1 montserrat.garcia@upc.edu, Muñoz-Guerra, Sebastián1
Source: Reactive & Functional Polymers. Sep2016, Vol. 106, p143-152. 10p.
Subjects: Microbial polymers, Click chemistry, Nanoparticles, Drug coatings, Drug delivery systems, Encapsulation (Catalysis), Molecular self-assembly
Abstract: Comb-like amphiphilic polymers were obtained by grafting long paraffinic chains on microbial poly(γ, dl -glutamic acid) and poly(β, l -malic acid) through two steps, i.e. allylation of the carboxylic side groups followed by UV-initiated thiol-ene click reaction with 1-alkanethiols bearing 8, 12 and 16 carbon atoms, and their characterization was accomplished by 1 H NMR, GPC and DSC. The grafted polymers were capable of self-assembling in nanoparticles with diameters in the 80–240 nm range. Incubation in water under physiological conditions led to hydrolysis of the lateral ester bonds followed by scission of the polyamide or polyester main chain. The model drugs, Theophylline and Carbamazepine, were efficiently encapsulated in these systems with much better results attained for the later. Drug release from nanoparticles incubated under physiological conditions occurred with a burst effect and were completely discharged in 24 h. Release profiles recorded from drug-loaded films suggested that the drug was delivered in both cases through a diffusion process. [ABSTRACT FROM AUTHOR]
Copyright of Reactive & Functional Polymers is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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  Data: Modification of microbial polymers by thiol-ene click reaction: Nanoparticle formation and drug encapsulation.
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  Data: <searchLink fieldCode="AR" term="%22Lanz-Landázuri%2C+Alberto%22">Lanz-Landázuri, Alberto</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22de+Ilarduya%2C+Antxon+Martínez%22">de Ilarduya, Antxon Martínez</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22García-Alvarez%2C+Montserrat%22">García-Alvarez, Montserrat</searchLink><relatesTo>1</relatesTo><i> montserrat.garcia@upc.edu</i><br /><searchLink fieldCode="AR" term="%22Muñoz-Guerra%2C+Sebastián%22">Muñoz-Guerra, Sebastián</searchLink><relatesTo>1</relatesTo>
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  Data: <searchLink fieldCode="JN" term="%22Reactive+%26+Functional+Polymers%22">Reactive & Functional Polymers</searchLink>. Sep2016, Vol. 106, p143-152. 10p.
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  Data: <searchLink fieldCode="DE" term="%22Microbial+polymers%22">Microbial polymers</searchLink><br /><searchLink fieldCode="DE" term="%22Click+chemistry%22">Click chemistry</searchLink><br /><searchLink fieldCode="DE" term="%22Nanoparticles%22">Nanoparticles</searchLink><br /><searchLink fieldCode="DE" term="%22Drug+coatings%22">Drug coatings</searchLink><br /><searchLink fieldCode="DE" term="%22Drug+delivery+systems%22">Drug delivery systems</searchLink><br /><searchLink fieldCode="DE" term="%22Encapsulation+%28Catalysis%29%22">Encapsulation (Catalysis)</searchLink><br /><searchLink fieldCode="DE" term="%22Molecular+self-assembly%22">Molecular self-assembly</searchLink>
– Name: Abstract
  Label: Abstract
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  Data: Comb-like amphiphilic polymers were obtained by grafting long paraffinic chains on microbial poly(γ, dl -glutamic acid) and poly(β, l -malic acid) through two steps, i.e. allylation of the carboxylic side groups followed by UV-initiated thiol-ene click reaction with 1-alkanethiols bearing 8, 12 and 16 carbon atoms, and their characterization was accomplished by 1 H NMR, GPC and DSC. The grafted polymers were capable of self-assembling in nanoparticles with diameters in the 80–240 nm range. Incubation in water under physiological conditions led to hydrolysis of the lateral ester bonds followed by scission of the polyamide or polyester main chain. The model drugs, Theophylline and Carbamazepine, were efficiently encapsulated in these systems with much better results attained for the later. Drug release from nanoparticles incubated under physiological conditions occurred with a burst effect and were completely discharged in 24 h. Release profiles recorded from drug-loaded films suggested that the drug was delivered in both cases through a diffusion process. [ABSTRACT FROM AUTHOR]
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  Data: <i>Copyright of Reactive & Functional Polymers is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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RecordInfo BibRecord:
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      – Type: doi
        Value: 10.1016/j.reactfunctpolym.2016.07.020
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      – Code: eng
        Text: English
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        PageCount: 10
        StartPage: 143
    Subjects:
      – SubjectFull: Microbial polymers
        Type: general
      – SubjectFull: Click chemistry
        Type: general
      – SubjectFull: Nanoparticles
        Type: general
      – SubjectFull: Drug coatings
        Type: general
      – SubjectFull: Drug delivery systems
        Type: general
      – SubjectFull: Encapsulation (Catalysis)
        Type: general
      – SubjectFull: Molecular self-assembly
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      – TitleFull: Modification of microbial polymers by thiol-ene click reaction: Nanoparticle formation and drug encapsulation.
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            NameFull: Lanz-Landázuri, Alberto
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            NameFull: de Ilarduya, Antxon Martínez
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            NameFull: García-Alvarez, Montserrat
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            NameFull: Muñoz-Guerra, Sebastián
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              M: 09
              Text: Sep2016
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              Y: 2016
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