Macromolecular crowding and hydrophobic effects on Fmoc-diphenylalanine hydrogel formation in PEG : water mixtures

Hassan, Md. Musfizur; Martin, Adam D.; Thordarson, Pall

doi:10.1039/c5tb02139a

Cited by 21 publications

(16 citation statements)

References 48 publications

(73 reference statements)

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“…Circular dichroism shows positive peaks at 218 nm and 195 nm, and a negative peak at 185 nm for Fmoc‐GFF and PTZ‐GFF as gels (see Figure S1). This CD pattern has been reported for similar tripeptides, suggesting a β‐strand secondary structure . Interestingly, the CD spectra of Fmoc‐GFF and PTZ‐GFF in solution are identical to those obtained from the corresponding hydrogels.…”

Section: Resultssupporting

confidence: 83%

Choice of Capping Group in Tripeptide Hydrogels Influences Viability in the Three‐Dimensional Cell Culture of Tumor Spheroids

et al. 2016

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Two peptide‐derived low‐molecular‐weight gelators bearing different capping groups, 9‐fluorenylmethyloxycarbonyl (Fmoc) and phenothiazine, were synthesized and their gel networks were characterized. The variation of the N‐terminal capping group affects the viability of these hydrogels as a three‐dimensional cell culture for multicellular tumor spheroids. These results indicate that the phenothiazine capping group is a more biocompatible alternative to the widely used Fmoc moiety.

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Section: Resultssupporting

confidence: 83%

Choice of Capping Group in Tripeptide Hydrogels Influences Viability in the Three‐Dimensional Cell Culture of Tumor Spheroids

et al. 2016

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“…The formation of a self-sorting network at this concentration may be due to a molecular crowding effect. The two materials may encounter a physical and energetic barrier preventing interaction with each other, resulting in the preferential formation of separate networks. , This rearrangement was missing on further addition of agarose. (Figure D) We theorize that as the agarose concentration increased, agarose started to form a stable network with itself.…”

Section: Resultsmentioning

confidence: 99%

Tuneable Hybrid Hydrogels via Complementary Self-Assembly of a Bioactive Peptide with a Robust Polysaccharide

Firipis

Boyd‐Moss

Long

et al. 2021

ACS Biomater. Sci. Eng.

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Synthetic materials designed for improved biomimicry of the extracellular matrix must contain fibrous, bioactive, and mechanical cues. Self-assembly of low molecular weight gelator (LMWG) peptides Fmoc-DIKVAV (Fmoc-aspartic acid-isoleucine-lysine-valine-alanine-valine) and Fmoc-FRGDF (Fmoc-phenylalanine-arginine-glycine-aspartic acid-phenylalanine) creates fibrous and bioactive hydrogels. Polysaccharides such as agarose are biocompatible, degradable, and non-toxic. Agarose and these Fmoc-peptides have both demonstrated efficacy in vitro and in vivo. These materials have complementary properties; agarose has known mechanics in the physiological range but is inert and would benefit from bioactive and topographical cues found in the fibrous, protein-rich extracellular matrix. Fmoc-DIKVAV and Fmoc-FRGDF are synthetic self-assembling peptides that present bioactive cues “IKVAV” and “RGD” designed from the ECM proteins laminin and fibronectin. The work presented here demonstrates that the addition of agarose to Fmoc-DIKVAV and Fmoc-FRGDF results in physical characteristics that are dependent on agarose concentration. The networks are peptide-dominated at low agarose concentrations, and agarose-dominated at high agarose concentrations, resulting in distinct changes in structural morphology. Interestingly, at mid-range agarose concentration, a hybrid network is formed with structural similarities to both peptide and agarose systems, demonstrating reinforced mechanical properties. Bioactive-LMWG polysaccharide hydrogels demonstrate controllable microenvironmental properties, providing the ability for tissue-specific biomaterial design for tissue engineering and 3D cell culture.

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“…In order to better understand the release mechanism of docetaxel from the hydrogel beads, the following Korsmeyer–Peppas equation was employed to fit the release profiles: [ 34 , 35 ] …”

Section: Resultsmentioning

confidence: 99%

Calcium-Ion-Triggered Co-assembly of Peptide and Polysaccharide into a Hybrid Hydrogel for Drug Delivery

et al. 2016

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We report a new approach to constructing a peptide–polysaccharide hybrid hydrogel via the calcium-ion-triggered co-assembly of fluorenylmethyloxycarbonyl-diphenylalanine (Fmoc-FF) peptide and alginate. Calcium ions triggered the self-assembly of Fmoc-FF peptide into nanofibers with diameter of about 30 nm. Meanwhile, alginate was rapidly crosslinked by the calcium ions, leading to the formation of stable hybrid hydrogel beads. Compared to alginate or Fmoc-FF hydrogel alone, the hybrid Fmoc-FF/alginate hydrogel had much better stability in both water and a phosphate-buffered solution (PBS), probably because of the synergistic effect of noncovalent and ionic interactions. Furthermore, docetaxel was chosen as a drug model, and it was encapsulated by hydrogel beads to study the in vitro release behavior. The sustained and controlled docetaxel release was obtained by varying the concentration ratio between Fmoc-FF peptide and alginate.

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Macromolecular crowding and hydrophobic effects on Fmoc-diphenylalanine hydrogel formation in PEG : water mixtures

Cited by 21 publications

References 48 publications

Choice of Capping Group in Tripeptide Hydrogels Influences Viability in the Three‐Dimensional Cell Culture of Tumor Spheroids

Choice of Capping Group in Tripeptide Hydrogels Influences Viability in the Three‐Dimensional Cell Culture of Tumor Spheroids

Tuneable Hybrid Hydrogels via Complementary Self-Assembly of a Bioactive Peptide with a Robust Polysaccharide

Calcium-Ion-Triggered Co-assembly of Peptide and Polysaccharide into a Hybrid Hydrogel for Drug Delivery

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