Retinol initiated poly(lactide)s: Stability upon polymerization and nanoparticle preparation

I. Yildirim; T. Yildirim; D. Kalden; G. Festag; N. Fritz; C. Weber; S. Schubert; M. Westerhausen; U.S. Schubert

doi:10.1039/c7py00881c

Retinol initiated poly(lactide)s: Stability upon polymerization and nanoparticle preparation

I. Yildirim, T. Yildirim, D. Kalden, G. Festag, N. Fritz, C. Weber, S. Schubert, M. Westerhausen, U.S. Schubert

Research output: Contribution to journal › Article › peer-review

Abstract

The synthesis of retinol initiated polylactide (PLA) by ring opening polymerization (ROP) of L-lactide via in situ calcium alkoxide formation with all-trans-retinol and Ca[N(SiMe3)2]2(THF)2 is described. PLAs with degree of polymerization (DP) values ranging from 13 to 60 were obtained and characterized in detail by means of 1H nuclear magnetic resonance (NMR) spectroscopy, size exclusion chromatography (SEC), UV/vis spectroscopy and (tandem) mass spectrometry techniques. Stable nanoparticles (NPs) were prepared via a nanoprecipitation method and characterized by DLS and SEM. The stability of retinol upon conjugation to PLA as well as the nanoparticle formulation was investigated in detail and found to be significantly affected by the storage conditions such as exposure to light, oxygen and temperature.

Original language	English
Pages (from-to)	4378-4387
Journal	Polymer Chemistry
Volume	8
DOIs	https://doi.org/10.1039/c7py00881c
Publication status	Published - 26 Jun 2017

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title = "Retinol initiated poly(lactide)s: Stability upon polymerization and nanoparticle preparation",

abstract = "The synthesis of retinol initiated polylactide (PLA) by ring opening polymerization (ROP) of L-lactide via in situ calcium alkoxide formation with all-trans-retinol and Ca[N(SiMe3)2]2(THF)2 is described. PLAs with degree of polymerization (DP) values ranging from 13 to 60 were obtained and characterized in detail by means of 1H nuclear magnetic resonance (NMR) spectroscopy, size exclusion chromatography (SEC), UV/vis spectroscopy and (tandem) mass spectrometry techniques. Stable nanoparticles (NPs) were prepared via a nanoprecipitation method and characterized by DLS and SEM. The stability of retinol upon conjugation to PLA as well as the nanoparticle formulation was investigated in detail and found to be significantly affected by the storage conditions such as exposure to light, oxygen and temperature.",

author = "I. Yildirim and T. Yildirim and D. Kalden and G. Festag and N. Fritz and C. Weber and S. Schubert and M. Westerhausen and U.S. Schubert",

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T1 - Retinol initiated poly(lactide)s: Stability upon polymerization and nanoparticle preparation

AU - Yildirim, I.

AU - Yildirim, T.

AU - Kalden, D.

AU - Festag, G.

AU - Fritz, N.

AU - Weber, C.

AU - Schubert, S.

AU - Westerhausen, M.

AU - Schubert, U.S.

PY - 2017/6/26

Y1 - 2017/6/26

N2 - The synthesis of retinol initiated polylactide (PLA) by ring opening polymerization (ROP) of L-lactide via in situ calcium alkoxide formation with all-trans-retinol and Ca[N(SiMe3)2]2(THF)2 is described. PLAs with degree of polymerization (DP) values ranging from 13 to 60 were obtained and characterized in detail by means of 1H nuclear magnetic resonance (NMR) spectroscopy, size exclusion chromatography (SEC), UV/vis spectroscopy and (tandem) mass spectrometry techniques. Stable nanoparticles (NPs) were prepared via a nanoprecipitation method and characterized by DLS and SEM. The stability of retinol upon conjugation to PLA as well as the nanoparticle formulation was investigated in detail and found to be significantly affected by the storage conditions such as exposure to light, oxygen and temperature.

AB - The synthesis of retinol initiated polylactide (PLA) by ring opening polymerization (ROP) of L-lactide via in situ calcium alkoxide formation with all-trans-retinol and Ca[N(SiMe3)2]2(THF)2 is described. PLAs with degree of polymerization (DP) values ranging from 13 to 60 were obtained and characterized in detail by means of 1H nuclear magnetic resonance (NMR) spectroscopy, size exclusion chromatography (SEC), UV/vis spectroscopy and (tandem) mass spectrometry techniques. Stable nanoparticles (NPs) were prepared via a nanoprecipitation method and characterized by DLS and SEM. The stability of retinol upon conjugation to PLA as well as the nanoparticle formulation was investigated in detail and found to be significantly affected by the storage conditions such as exposure to light, oxygen and temperature.

UR - http://www.scopus.com/inward/record.url?eid=2-s2.0-85026797057&partnerID=MN8TOARS

UR - https://pubs.rsc.org/en/content/articlelanding/2017/PY/C7PY00881C#!divAbstract

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DO - 10.1039/c7py00881c

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SN - 1759-9954

VL - 8

SP - 4378

EP - 4387

JO - Polymer Chemistry

JF - Polymer Chemistry

ER -

Retinol initiated poly(lactide)s: Stability upon polymerization and nanoparticle preparation

Abstract

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