Evaluation of biodegradation behavior of poly(ε-caprolactone) with controlled terminal structure by pyrolysis-gas chromatography and matrix-assisted laser desorption/ionization mass spectrometry

Sato, Hiroaki; Kiyono, Yusuke; Ohtani, Hajime; Tsuge, Shin; Aoi, Hiromi; Aoi, Keigo

doi:10.1016/s0165-2370(03)00078-0

Cited by 21 publications

(12 citation statements)

References 22 publications

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“…This type of degradation profile is supported by studies of other researchers. 22,23 The weight loss values of these two microsphere systems are listed in Table V. In good agreement with the SEM observation, Chol-(CL)m-b microspheres show a higher weight loss after degrading for particular times.…”

Section: In Vitro Release In the Absence Of Enzymesupporting

confidence: 79%

Study on the drug release property of cholesteryl end‐functionalized poly(ε‐caprolactone) microspheres

Zhang

Cheng

et al. 2005

J Biomed Mater Res

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End-functionalized poly/oligo(epsilon-caprolactone)s were synthesized through the ring-opening polymerization of epsilon-caprolactone initiated by cholesterol with a hydroxyl group. Using the end-functionalized poly/oligo(epsilon-caprolactone)s with different molecular weights, the microsphere drug delivery systems were fabricated using a convenient melting-emulsion method. The drug release properties of microspheres were investigated with the presence of an enzyme, Pseudomonas cepacia lipase, as well as in the absence of the enzyme. The release profiles can be fitted nicely by the classical empirical exponential expression. Under the hydrolytic condition, the drug release is mainly controlled by Fickian diffusion, and the high molecular weight of the matrix results in a slower drug release rate. Under the enzymatic condition, the drug release is dominated by combined degradation and diffusion mechanism, and the high molecular weight sample exhibits a faster release rate that is mainly caused by the higher degradation rate of the sample with lower cholesteryl moiety content.

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Section: In Vitro Release In the Absence Of Enzymesupporting

confidence: 79%

Study on the drug release property of cholesteryl end‐functionalized poly(ε‐caprolactone) microspheres

Zhang

Cheng

et al. 2005

J Biomed Mater Res

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“…7). A different behaviour was reported for PCL pyrolysed in the presence of TMAH, where the dimethyl derivative of hydroxycaproic acid was the principal degradation product and no methylated hexenoic acids were detected [9]. In this case, TMAH and DMC pyrolysis methylation provided different results in accordance to their different mechanism of degradation (hydrolysis versus pyrolysis).…”

Section: Poly(e-caprolactone) (Pcl)mentioning

confidence: 61%

“…Organic alkali, such as TMAH (tetramethylammonium hydroxide), TMSH (trimethylsulfonium hydroxide), and TMTFTH ((trifluoromethylphenyl)trimethylammonium hydroxide), at high temperatures hydrolyse ester groups and methylate the resulting carboxylate ions to give the corresponding methyl esters amenable to GC analysis. TMAH, TMSH and TMTFTH have been used for investigating the distribution of fatty acids in lipid materials by on-line Py-GC-MS [1][2][3][4][5][6], and TMAH for the characterisation of high molecular weight esters, such as natural waxes [7], poly(3-hydroxybutyrate) [8] and poly(ecaprolactone) [9]. For its ability to cleave hydrolysable ether bonds and methylate hydroxyl groups, TMAH has become a popular reagent in analytical pyrolysis for the structural elucidation of complex phenolic biomacromolecules, such as lignins and tannins [10][11][12][13].…”

Section: Introductionmentioning

confidence: 99%

The influence of nanopowder metal oxides on the methylating activity of dimethyl carbonate in analytical pyrolysis

Fabbri

Baravelli

Chiàvari

et al. 2007

Journal of Analytical and Applied Pyrolysis

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“…[13][14][15][16] The THM reaction under optimized conditions allows for the quantitative detection of the constituent monomers in the polymer chains as their corresponding methyl derivatives through selective hydrolysis of the ester or carbonate linkages and subsequent methylation by TMAH. The authors reported that the copolymer composition of a biodegradable copolyester, poly(butylene succinate-co-butylene adipate) (PBSA), was successfully determined by means of THM-GC using trace amounts (ca.…”

Section: Introductionmentioning

confidence: 99%

Rapid and Direct Compositional Analysis of Poly(3-hydroxybutyrate-co-3-hydroxyvalerate) in Whole Bacterial Cells by Thermally Assisted Hydrolysis and Methylation-Gas Chromatography

et al. 2015

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Thermally assisted hydrolysis and methylation-gas chromatography (THM-GC) in the presence of an organic alkali was applied to the direct analysis of copolymer composition for poly(3-hydroxybutyrate-co-3-hydroxyvalerate) [P(3HB-co-3HV)] accumulated in whole bacterial cells. Cupriavidus necator was grown on a liquid medium with different molar ratios of valeric acid (V) to glucose (G) in order to control the compositions of P(3HB-co-3HV) produced in the cells. Trace amounts (0.03 mg) of dried Cupriavidus necator cells were directly subjected to THM-GC in the presence of tetramethylammonium hydroxide (TMAH) at 400 C. The obtained chromatograms clearly showed nine characteristic peaks, attributed to the THM products from 3HB and 3HV units in the polymer chains, without any appreciable interference by the bacterial matrix components. Based on these peak intensities, the copolymer compositions were determined rapidly without using any cumbersome sample pretreatment. Moreover, the compositions thus obtained were in good agreement with those obtained by the conventional technique.Keywords Poly(3-hydroxybutyrate-co-3-hydroxyvalerate), thermally assisted hydrolysis and methylation-GC, tetramethylammonium hydroxide, copolymer composition

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Evaluation of biodegradation behavior of poly(ε-caprolactone) with controlled terminal structure by pyrolysis-gas chromatography and matrix-assisted laser desorption/ionization mass spectrometry

Cited by 21 publications

References 22 publications

Study on the drug release property of cholesteryl end‐functionalized poly(ε‐caprolactone) microspheres

Study on the drug release property of cholesteryl end‐functionalized poly(ε‐caprolactone) microspheres

The influence of nanopowder metal oxides on the methylating activity of dimethyl carbonate in analytical pyrolysis

Rapid and Direct Compositional Analysis of Poly(3-hydroxybutyrate-co-3-hydroxyvalerate) in Whole Bacterial Cells by Thermally Assisted Hydrolysis and Methylation-Gas Chromatography

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