Synthesis and characterization of water-soluble β-cyclodextrin polymers via thiol-maleimide ‘click’ chemistry

Water-soluble β-cyclodextrin polymers (β-CDPs) employing thiolated β-cyclodextrin (β-CD-(SH)7) and maleimide-functionalized hydroxypropyl-β-cyclodextrin (HPCD-AMI) were successfully synthesized in aqueous solution via thiol-maleimide ‘click’ chemistry. The intermediate and final synthesized β-CDPs w...
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Gespeichert in:

Autor*in:	Zhang, Mengke [verfasserIn] Wei, Xinlin [verfasserIn] Xu, Xueming [verfasserIn] Jin, Zhengyu [verfasserIn] Wang, Jinpeng [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2020

Schlagwörter:	β-cyclodextrin Polymers Thiol-maleimide click chemistry

Übergeordnetes Werk:	Enthalten in: European polymer journal - New York, NY [u.a.] : Elsevier, 1965, 128
Übergeordnetes Werk:	volume:128

DOI / URN:	10.1016/j.eurpolymj.2020.109603

Katalog-ID:	ELV003881776

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245	1	0	\|a Synthesis and characterization of water-soluble β-cyclodextrin polymers via thiol-maleimide ‘click’ chemistry
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520			\|a Water-soluble β-cyclodextrin polymers (β-CDPs) employing thiolated β-cyclodextrin (β-CD-(SH)7) and maleimide-functionalized hydroxypropyl-β-cyclodextrin (HPCD-AMI) were successfully synthesized in aqueous solution via thiol-maleimide ‘click’ chemistry. The intermediate and final synthesized β-CDPs were characterized by Fourier transform infrared spectroscopy (FT-IR), 1H nuclear magnetic resonance (1H NMR), Matrix-assisted laser desorption ionization-time of flight mass spectroscopy (MALDI-TOF), size exclusion chromatography (SEC), X-ray powder diffractometer (XRD), and thermalgravimetric analysis (TGA). It was found that the Mw of β-CDPs increased with both feed ratio of HPCD-AMI/β-CD-(SH)7 and reaction temperature. Moreover, the 1H NMR indicated that β-CDPs prepared at elevated temperature have higher degree of thiol-maleimide reaction compared to that prepared at room temperature, thereby leading to more compact star-like branched structure. Phase solubility study showed that the affinity of curcumin with β-CDPs was significantly higher than that with the native β-CD and HPβ-CD. The increase of Mw resulted in an increased or decreased complex-forming capacity, depending on the microstructure of β-CDPs. Besides, the release behavior study confirmed that β-CDPs exhibited excellent sustained-release ability for curcumin. These results suggest that the prepared β-CDPs can be a promising candidate in drug delivery and pharmaceutical application.
650		4	\|a β-cyclodextrin
650		4	\|a Polymers
650		4	\|a Thiol-maleimide click chemistry
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700	1		\|a Jin, Zhengyu \|e verfasserin \|4 aut
700	1		\|a Wang, Jinpeng \|e verfasserin \|4 aut
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publishDate	2020
allfields	10.1016/j.eurpolymj.2020.109603 doi (DE-627)ELV003881776 (ELSEVIER)S0014-3057(19)32633-3 DE-627 ger DE-627 rda eng 670 DE-600 35.80 bkl Zhang, Mengke verfasserin aut Synthesis and characterization of water-soluble β-cyclodextrin polymers via thiol-maleimide ‘click’ chemistry 2020 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Water-soluble β-cyclodextrin polymers (β-CDPs) employing thiolated β-cyclodextrin (β-CD-(SH)7) and maleimide-functionalized hydroxypropyl-β-cyclodextrin (HPCD-AMI) were successfully synthesized in aqueous solution via thiol-maleimide ‘click’ chemistry. The intermediate and final synthesized β-CDPs were characterized by Fourier transform infrared spectroscopy (FT-IR), 1H nuclear magnetic resonance (1H NMR), Matrix-assisted laser desorption ionization-time of flight mass spectroscopy (MALDI-TOF), size exclusion chromatography (SEC), X-ray powder diffractometer (XRD), and thermalgravimetric analysis (TGA). It was found that the Mw of β-CDPs increased with both feed ratio of HPCD-AMI/β-CD-(SH)7 and reaction temperature. Moreover, the 1H NMR indicated that β-CDPs prepared at elevated temperature have higher degree of thiol-maleimide reaction compared to that prepared at room temperature, thereby leading to more compact star-like branched structure. Phase solubility study showed that the affinity of curcumin with β-CDPs was significantly higher than that with the native β-CD and HPβ-CD. The increase of Mw resulted in an increased or decreased complex-forming capacity, depending on the microstructure of β-CDPs. Besides, the release behavior study confirmed that β-CDPs exhibited excellent sustained-release ability for curcumin. These results suggest that the prepared β-CDPs can be a promising candidate in drug delivery and pharmaceutical application. β-cyclodextrin Polymers Thiol-maleimide click chemistry Wei, Xinlin verfasserin aut Xu, Xueming verfasserin aut Jin, Zhengyu verfasserin aut Wang, Jinpeng verfasserin aut Enthalten in European polymer journal New York, NY [u.a.] : Elsevier, 1965 128 Online-Ressource (DE-627)300897375 (DE-600)1483529-0 (DE-576)259270830 nnns volume:128 GBV_USEFLAG_U SYSFLAG_U GBV_ELV GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2008 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2088 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2336 GBV_ILN_2411 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 35.80 Makromolekulare Chemie AR 128
spelling	10.1016/j.eurpolymj.2020.109603 doi (DE-627)ELV003881776 (ELSEVIER)S0014-3057(19)32633-3 DE-627 ger DE-627 rda eng 670 DE-600 35.80 bkl Zhang, Mengke verfasserin aut Synthesis and characterization of water-soluble β-cyclodextrin polymers via thiol-maleimide ‘click’ chemistry 2020 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Water-soluble β-cyclodextrin polymers (β-CDPs) employing thiolated β-cyclodextrin (β-CD-(SH)7) and maleimide-functionalized hydroxypropyl-β-cyclodextrin (HPCD-AMI) were successfully synthesized in aqueous solution via thiol-maleimide ‘click’ chemistry. The intermediate and final synthesized β-CDPs were characterized by Fourier transform infrared spectroscopy (FT-IR), 1H nuclear magnetic resonance (1H NMR), Matrix-assisted laser desorption ionization-time of flight mass spectroscopy (MALDI-TOF), size exclusion chromatography (SEC), X-ray powder diffractometer (XRD), and thermalgravimetric analysis (TGA). It was found that the Mw of β-CDPs increased with both feed ratio of HPCD-AMI/β-CD-(SH)7 and reaction temperature. Moreover, the 1H NMR indicated that β-CDPs prepared at elevated temperature have higher degree of thiol-maleimide reaction compared to that prepared at room temperature, thereby leading to more compact star-like branched structure. Phase solubility study showed that the affinity of curcumin with β-CDPs was significantly higher than that with the native β-CD and HPβ-CD. The increase of Mw resulted in an increased or decreased complex-forming capacity, depending on the microstructure of β-CDPs. Besides, the release behavior study confirmed that β-CDPs exhibited excellent sustained-release ability for curcumin. These results suggest that the prepared β-CDPs can be a promising candidate in drug delivery and pharmaceutical application. β-cyclodextrin Polymers Thiol-maleimide click chemistry Wei, Xinlin verfasserin aut Xu, Xueming verfasserin aut Jin, Zhengyu verfasserin aut Wang, Jinpeng verfasserin aut Enthalten in European polymer journal New York, NY [u.a.] : Elsevier, 1965 128 Online-Ressource (DE-627)300897375 (DE-600)1483529-0 (DE-576)259270830 nnns volume:128 GBV_USEFLAG_U SYSFLAG_U GBV_ELV GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2008 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2088 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2336 GBV_ILN_2411 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 35.80 Makromolekulare Chemie AR 128
allfields_unstemmed	10.1016/j.eurpolymj.2020.109603 doi (DE-627)ELV003881776 (ELSEVIER)S0014-3057(19)32633-3 DE-627 ger DE-627 rda eng 670 DE-600 35.80 bkl Zhang, Mengke verfasserin aut Synthesis and characterization of water-soluble β-cyclodextrin polymers via thiol-maleimide ‘click’ chemistry 2020 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Water-soluble β-cyclodextrin polymers (β-CDPs) employing thiolated β-cyclodextrin (β-CD-(SH)7) and maleimide-functionalized hydroxypropyl-β-cyclodextrin (HPCD-AMI) were successfully synthesized in aqueous solution via thiol-maleimide ‘click’ chemistry. The intermediate and final synthesized β-CDPs were characterized by Fourier transform infrared spectroscopy (FT-IR), 1H nuclear magnetic resonance (1H NMR), Matrix-assisted laser desorption ionization-time of flight mass spectroscopy (MALDI-TOF), size exclusion chromatography (SEC), X-ray powder diffractometer (XRD), and thermalgravimetric analysis (TGA). It was found that the Mw of β-CDPs increased with both feed ratio of HPCD-AMI/β-CD-(SH)7 and reaction temperature. Moreover, the 1H NMR indicated that β-CDPs prepared at elevated temperature have higher degree of thiol-maleimide reaction compared to that prepared at room temperature, thereby leading to more compact star-like branched structure. Phase solubility study showed that the affinity of curcumin with β-CDPs was significantly higher than that with the native β-CD and HPβ-CD. The increase of Mw resulted in an increased or decreased complex-forming capacity, depending on the microstructure of β-CDPs. Besides, the release behavior study confirmed that β-CDPs exhibited excellent sustained-release ability for curcumin. These results suggest that the prepared β-CDPs can be a promising candidate in drug delivery and pharmaceutical application. β-cyclodextrin Polymers Thiol-maleimide click chemistry Wei, Xinlin verfasserin aut Xu, Xueming verfasserin aut Jin, Zhengyu verfasserin aut Wang, Jinpeng verfasserin aut Enthalten in European polymer journal New York, NY [u.a.] : Elsevier, 1965 128 Online-Ressource (DE-627)300897375 (DE-600)1483529-0 (DE-576)259270830 nnns volume:128 GBV_USEFLAG_U SYSFLAG_U GBV_ELV GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2008 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2088 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2336 GBV_ILN_2411 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 35.80 Makromolekulare Chemie AR 128
allfieldsGer	10.1016/j.eurpolymj.2020.109603 doi (DE-627)ELV003881776 (ELSEVIER)S0014-3057(19)32633-3 DE-627 ger DE-627 rda eng 670 DE-600 35.80 bkl Zhang, Mengke verfasserin aut Synthesis and characterization of water-soluble β-cyclodextrin polymers via thiol-maleimide ‘click’ chemistry 2020 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Water-soluble β-cyclodextrin polymers (β-CDPs) employing thiolated β-cyclodextrin (β-CD-(SH)7) and maleimide-functionalized hydroxypropyl-β-cyclodextrin (HPCD-AMI) were successfully synthesized in aqueous solution via thiol-maleimide ‘click’ chemistry. The intermediate and final synthesized β-CDPs were characterized by Fourier transform infrared spectroscopy (FT-IR), 1H nuclear magnetic resonance (1H NMR), Matrix-assisted laser desorption ionization-time of flight mass spectroscopy (MALDI-TOF), size exclusion chromatography (SEC), X-ray powder diffractometer (XRD), and thermalgravimetric analysis (TGA). It was found that the Mw of β-CDPs increased with both feed ratio of HPCD-AMI/β-CD-(SH)7 and reaction temperature. Moreover, the 1H NMR indicated that β-CDPs prepared at elevated temperature have higher degree of thiol-maleimide reaction compared to that prepared at room temperature, thereby leading to more compact star-like branched structure. Phase solubility study showed that the affinity of curcumin with β-CDPs was significantly higher than that with the native β-CD and HPβ-CD. The increase of Mw resulted in an increased or decreased complex-forming capacity, depending on the microstructure of β-CDPs. Besides, the release behavior study confirmed that β-CDPs exhibited excellent sustained-release ability for curcumin. These results suggest that the prepared β-CDPs can be a promising candidate in drug delivery and pharmaceutical application. β-cyclodextrin Polymers Thiol-maleimide click chemistry Wei, Xinlin verfasserin aut Xu, Xueming verfasserin aut Jin, Zhengyu verfasserin aut Wang, Jinpeng verfasserin aut Enthalten in European polymer journal New York, NY [u.a.] : Elsevier, 1965 128 Online-Ressource (DE-627)300897375 (DE-600)1483529-0 (DE-576)259270830 nnns volume:128 GBV_USEFLAG_U SYSFLAG_U GBV_ELV GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2008 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2088 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2336 GBV_ILN_2411 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 35.80 Makromolekulare Chemie AR 128
allfieldsSound	10.1016/j.eurpolymj.2020.109603 doi (DE-627)ELV003881776 (ELSEVIER)S0014-3057(19)32633-3 DE-627 ger DE-627 rda eng 670 DE-600 35.80 bkl Zhang, Mengke verfasserin aut Synthesis and characterization of water-soluble β-cyclodextrin polymers via thiol-maleimide ‘click’ chemistry 2020 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Water-soluble β-cyclodextrin polymers (β-CDPs) employing thiolated β-cyclodextrin (β-CD-(SH)7) and maleimide-functionalized hydroxypropyl-β-cyclodextrin (HPCD-AMI) were successfully synthesized in aqueous solution via thiol-maleimide ‘click’ chemistry. The intermediate and final synthesized β-CDPs were characterized by Fourier transform infrared spectroscopy (FT-IR), 1H nuclear magnetic resonance (1H NMR), Matrix-assisted laser desorption ionization-time of flight mass spectroscopy (MALDI-TOF), size exclusion chromatography (SEC), X-ray powder diffractometer (XRD), and thermalgravimetric analysis (TGA). It was found that the Mw of β-CDPs increased with both feed ratio of HPCD-AMI/β-CD-(SH)7 and reaction temperature. Moreover, the 1H NMR indicated that β-CDPs prepared at elevated temperature have higher degree of thiol-maleimide reaction compared to that prepared at room temperature, thereby leading to more compact star-like branched structure. Phase solubility study showed that the affinity of curcumin with β-CDPs was significantly higher than that with the native β-CD and HPβ-CD. The increase of Mw resulted in an increased or decreased complex-forming capacity, depending on the microstructure of β-CDPs. Besides, the release behavior study confirmed that β-CDPs exhibited excellent sustained-release ability for curcumin. These results suggest that the prepared β-CDPs can be a promising candidate in drug delivery and pharmaceutical application. β-cyclodextrin Polymers Thiol-maleimide click chemistry Wei, Xinlin verfasserin aut Xu, Xueming verfasserin aut Jin, Zhengyu verfasserin aut Wang, Jinpeng verfasserin aut Enthalten in European polymer journal New York, NY [u.a.] : Elsevier, 1965 128 Online-Ressource (DE-627)300897375 (DE-600)1483529-0 (DE-576)259270830 nnns volume:128 GBV_USEFLAG_U SYSFLAG_U GBV_ELV GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2008 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2027 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2088 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2336 GBV_ILN_2411 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 35.80 Makromolekulare Chemie AR 128
language	English
source	Enthalten in European polymer journal 128 volume:128
sourceStr	Enthalten in European polymer journal 128 volume:128
format_phy_str_mv	Article
bklname	Makromolekulare Chemie
institution	findex.gbv.de
topic_facet	β-cyclodextrin Polymers Thiol-maleimide click chemistry
dewey-raw	670
isfreeaccess_bool	false
container_title	European polymer journal
authorswithroles_txt_mv	Zhang, Mengke @@aut@@ Wei, Xinlin @@aut@@ Xu, Xueming @@aut@@ Jin, Zhengyu @@aut@@ Wang, Jinpeng @@aut@@
publishDateDaySort_date	2020-01-01T00:00:00Z
hierarchy_top_id	300897375
dewey-sort	3670
id	ELV003881776
language_de	englisch
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author	Zhang, Mengke
spellingShingle	Zhang, Mengke ddc 670 bkl 35.80 misc β-cyclodextrin misc Polymers misc Thiol-maleimide click chemistry Synthesis and characterization of water-soluble β-cyclodextrin polymers via thiol-maleimide ‘click’ chemistry
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topic_title	670 DE-600 35.80 bkl Synthesis and characterization of water-soluble β-cyclodextrin polymers via thiol-maleimide ‘click’ chemistry β-cyclodextrin Polymers Thiol-maleimide click chemistry
topic	ddc 670 bkl 35.80 misc β-cyclodextrin misc Polymers misc Thiol-maleimide click chemistry
topic_unstemmed	ddc 670 bkl 35.80 misc β-cyclodextrin misc Polymers misc Thiol-maleimide click chemistry
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title	Synthesis and characterization of water-soluble β-cyclodextrin polymers via thiol-maleimide ‘click’ chemistry
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title_full	Synthesis and characterization of water-soluble β-cyclodextrin polymers via thiol-maleimide ‘click’ chemistry
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author_browse	Zhang, Mengke Wei, Xinlin Xu, Xueming Jin, Zhengyu Wang, Jinpeng
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title_sort	synthesis and characterization of water-soluble β-cyclodextrin polymers via thiol-maleimide ‘click’ chemistry
title_auth	Synthesis and characterization of water-soluble β-cyclodextrin polymers via thiol-maleimide ‘click’ chemistry
abstract	Water-soluble β-cyclodextrin polymers (β-CDPs) employing thiolated β-cyclodextrin (β-CD-(SH)7) and maleimide-functionalized hydroxypropyl-β-cyclodextrin (HPCD-AMI) were successfully synthesized in aqueous solution via thiol-maleimide ‘click’ chemistry. The intermediate and final synthesized β-CDPs were characterized by Fourier transform infrared spectroscopy (FT-IR), 1H nuclear magnetic resonance (1H NMR), Matrix-assisted laser desorption ionization-time of flight mass spectroscopy (MALDI-TOF), size exclusion chromatography (SEC), X-ray powder diffractometer (XRD), and thermalgravimetric analysis (TGA). It was found that the Mw of β-CDPs increased with both feed ratio of HPCD-AMI/β-CD-(SH)7 and reaction temperature. Moreover, the 1H NMR indicated that β-CDPs prepared at elevated temperature have higher degree of thiol-maleimide reaction compared to that prepared at room temperature, thereby leading to more compact star-like branched structure. Phase solubility study showed that the affinity of curcumin with β-CDPs was significantly higher than that with the native β-CD and HPβ-CD. The increase of Mw resulted in an increased or decreased complex-forming capacity, depending on the microstructure of β-CDPs. Besides, the release behavior study confirmed that β-CDPs exhibited excellent sustained-release ability for curcumin. These results suggest that the prepared β-CDPs can be a promising candidate in drug delivery and pharmaceutical application.
abstractGer	Water-soluble β-cyclodextrin polymers (β-CDPs) employing thiolated β-cyclodextrin (β-CD-(SH)7) and maleimide-functionalized hydroxypropyl-β-cyclodextrin (HPCD-AMI) were successfully synthesized in aqueous solution via thiol-maleimide ‘click’ chemistry. The intermediate and final synthesized β-CDPs were characterized by Fourier transform infrared spectroscopy (FT-IR), 1H nuclear magnetic resonance (1H NMR), Matrix-assisted laser desorption ionization-time of flight mass spectroscopy (MALDI-TOF), size exclusion chromatography (SEC), X-ray powder diffractometer (XRD), and thermalgravimetric analysis (TGA). It was found that the Mw of β-CDPs increased with both feed ratio of HPCD-AMI/β-CD-(SH)7 and reaction temperature. Moreover, the 1H NMR indicated that β-CDPs prepared at elevated temperature have higher degree of thiol-maleimide reaction compared to that prepared at room temperature, thereby leading to more compact star-like branched structure. Phase solubility study showed that the affinity of curcumin with β-CDPs was significantly higher than that with the native β-CD and HPβ-CD. The increase of Mw resulted in an increased or decreased complex-forming capacity, depending on the microstructure of β-CDPs. Besides, the release behavior study confirmed that β-CDPs exhibited excellent sustained-release ability for curcumin. These results suggest that the prepared β-CDPs can be a promising candidate in drug delivery and pharmaceutical application.
abstract_unstemmed	Water-soluble β-cyclodextrin polymers (β-CDPs) employing thiolated β-cyclodextrin (β-CD-(SH)7) and maleimide-functionalized hydroxypropyl-β-cyclodextrin (HPCD-AMI) were successfully synthesized in aqueous solution via thiol-maleimide ‘click’ chemistry. The intermediate and final synthesized β-CDPs were characterized by Fourier transform infrared spectroscopy (FT-IR), 1H nuclear magnetic resonance (1H NMR), Matrix-assisted laser desorption ionization-time of flight mass spectroscopy (MALDI-TOF), size exclusion chromatography (SEC), X-ray powder diffractometer (XRD), and thermalgravimetric analysis (TGA). It was found that the Mw of β-CDPs increased with both feed ratio of HPCD-AMI/β-CD-(SH)7 and reaction temperature. Moreover, the 1H NMR indicated that β-CDPs prepared at elevated temperature have higher degree of thiol-maleimide reaction compared to that prepared at room temperature, thereby leading to more compact star-like branched structure. Phase solubility study showed that the affinity of curcumin with β-CDPs was significantly higher than that with the native β-CD and HPβ-CD. The increase of Mw resulted in an increased or decreased complex-forming capacity, depending on the microstructure of β-CDPs. Besides, the release behavior study confirmed that β-CDPs exhibited excellent sustained-release ability for curcumin. These results suggest that the prepared β-CDPs can be a promising candidate in drug delivery and pharmaceutical application.
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title_short	Synthesis and characterization of water-soluble β-cyclodextrin polymers via thiol-maleimide ‘click’ chemistry
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author2	Wei, Xinlin Xu, Xueming Jin, Zhengyu Wang, Jinpeng
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doi_str	10.1016/j.eurpolymj.2020.109603
up_date	2024-07-06T21:06:33.515Z
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Synthesis and characterization of water-soluble β-cyclodextrin polymers via thiol-maleimide ‘click’ chemistry

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