A self-assembling fluorescent dipeptide conjugate for cell labelling

Article, Unknown English OPEN
Kirkham, Steven ; Hamley, Ian W. ; Smith, Andrew M. ; Gouveia, Ricardo M. ; Connon, Che J. ; Reza, Mehedi ; Ruokolainen, Janne (2016)
  • Publisher: Elsevier
  • Journal: Colloids and Surfaces B: Biointerfaces (issn: 0927-7765, vol: 137, pp: 104-108)
  • Related identifiers: doi: 10.1016/j.colsurfb.2015.04.062
  • Subject: 218 Environmental engineering | DELIVERY | PEPTIDE | Biotechnology | Surfaces and Interfaces | 114 Physical sciences | Peptides | SUPRAMOLECULAR HYDROGELS | Self-assembly | DERIVATIVES | 221 Nanotechnology | NANOPARTICLES | Physical and Theoretical Chemistry | Fluorescence | 214 Mechanical engineering | Colloid and Surface Chemistry | NANOFIBERS/HYDROGELS | Peptide conjugates | ENZYMATIC FORMATION | SMALL MOLECULES | CYTOTOXICITY | ENHANCE

Derivatives of fluorophore FITC (fluorescein isothiocyanate) are widely used in bioassays to label proteins and cells. An N-terminal leucine dipeptide is attached to FITC, and we show that this simple conjugate molecule is cytocompatible and is uptaken by cells (human dermal and corneal fibroblasts) in contrast to FITC itself. Co-localisation shows that FITC-LL segregates in pen-nuclear and intracellular vesicle regions. Above a critical aggregation concentration, the conjugate is shown to self-assemble into beta-sheet nanostructures comprising molecular bilayers. (C) 2015 The Authors. Published by Elsevier B.V. This is an open access article under the CC BY license (http://creativecommons.orgflicenses/by/4.0/). Peer reviewed
  • References (51)
    51 references, page 1 of 6

    [1] Y. Zhang, H. Gu, Z. Yang, B. Xu, Supramolecular hydrogels respond to ligand-receptor interaction, J. Am. Chem. Soc. 125 (2003) 13680-13681.

    [2] M. Reches, E. Gazit, Controlled patterning of aligned self-assembled peptide nanotubes, Nat. Nanotechnol. 1 (2006) 195-200.

    [3] Z. Yang, G. Liang, B. Xu, Enzymatic hydrogelation of small molecules, Acc. Chem. Res. 41 (2008) 315-326.

    [4] A.M. Smith, R.J. Williams, C. Tang, P. Coppo, R.F. Collins, M.L. Turner, A. Saiani, R.V. Ulijn, Fmoc-diphenylalanine self assembles to a hydrogel via a novel architecture based on - interlocked -sheets, Adv. Mater. 20 (2008) 37-41.

    [5] D.M. Ryan, S.B. Anderson, B.L. Nilsson, The influence of side-chain halogenation on the self-assembly and hydrogelation of Fmoc-phenylalanine derivatives, Soft Matter 6 (2010) 3220-3231.

    [6] G. Cheng, V. Castelletto, C.M. Moulton, G.E. Newby, I.W. Hamley, Hydrogelation and self-assembly of Fmoc-tripeptides: unexpected influence of sequence on self-assembled fibril structure, and hydrogel modulus and anisotropy, Langmuir 26 (2010) 4990-4998.

    [7] D.J. Adams, Dipeptide and tripeptide conjugates as low-molecular-weight hydrogelators, Macromol. Biosci. 11 (2011) 160-173.

    [8] G. Cheng, V. Castelletto, R. Jones, C.J. Connon, I.W. Hamley, Hydrogelation of self-assembling RGD-based peptides, Soft Matter 7 (2011) 1326-1333.

    [9] V. Castelletto, C.M. Moulton, G. Cheng, I.W. Hamley, M.R. Hicks, A. Rodger, D.E. López-Pérez, G. Revilla-López, C. Alemán, Self-assembly of Fmoc-tetrapeptides based on the RGDS cell adhesion motif, Soft Matter 1140 (2011) 5-15.

    [10] B. Adhikari, G. Palui, A. Banerjee, Self-assembling tripeptide based hydrogels and their use in removal of dyes from waste-water, Soft Matter 5 (2009) 3452-3460.

  • Metrics
    No metrics available
Share - Bookmark