Hydrogelation Induced by Fmoc-Protected Peptidomimetics

Four new low molecular weight hydrogelators (LMWGs) have been prepared in multigram scale and their attitude to form hydrogels has been tested. The gelation trigger is pH variation. The resulting gels have been characterized with several techniques: measurement of the melting points (T(gel)), transp...

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Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1985. - 31(2015), 44 vom: 10. Nov., Seite 12240-50
1. Verfasser: Zanna, Nicola (VerfasserIn)
Weitere Verfasser: Merlettini, Andrea, Tatulli, Giuseppina, Milli, Lorenzo, Focarete, Maria Letizia, Tomasini, Claudia
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2015
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Journal Article Research Support, Non-U.S. Gov't Amino Acids Fluorenes Hydrogels N(alpha)-fluorenylmethyloxycarbonylamino acids Peptidomimetics
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520 |a Four new low molecular weight hydrogelators (LMWGs) have been prepared in multigram scale and their attitude to form hydrogels has been tested. The gelation trigger is pH variation. The resulting gels have been characterized with several techniques: measurement of the melting points (T(gel)), transparency, gelation time, and viscoelastic properties, together with ECD analysis. Among them, Fmoc-L-Tyr-D-Oxd-OH 1 is an excellent gelator that leads to the preparation of strong, transparent, and viscoelastic gels, by pH variation. UV-visible analyses have demonstrated that the gels obtained with the LMWG 1 possess high transparency, with a transmittance up to 25.6% at a wavelength of 600 nm. Results of the amplitude sweep experiments showed that the elastic response component (G') was approximately an order of magnitude larger than the viscous component, indicating an elastic rather than viscous attitude of the gels, confirmed by the frequency independence of G' and G″ values, in the range from 0.1 to 100 rad·s(-1). The thermal behavior of gel obtained from Fmoc-L-Tyr-D-Oxd-OH 1 was characterized performing an "ad hoc" rheological temperature sweep experiment, that indicated that G' remained almost constant from 23 °C up to about 65 °C while G″ increased in the same temperature range. At higher temperatures, both G' and G″ values started to slightly decrease without displaying a crossover point 
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650 4 |a Research Support, Non-U.S. Gov't 
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650 7 |a Fluorenes  |2 NLM 
650 7 |a Hydrogels  |2 NLM 
650 7 |a N(alpha)-fluorenylmethyloxycarbonylamino acids  |2 NLM 
650 7 |a Peptidomimetics  |2 NLM 
700 1 |a Merlettini, Andrea  |e verfasserin  |4 aut 
700 1 |a Tatulli, Giuseppina  |e verfasserin  |4 aut 
700 1 |a Milli, Lorenzo  |e verfasserin  |4 aut 
700 1 |a Focarete, Maria Letizia  |e verfasserin  |4 aut 
700 1 |a Tomasini, Claudia  |e verfasserin  |4 aut 
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