Header menu link for other important links
X
Non-proteinogenic amino acid based supramolecular hydrogel material for enhanced cell proliferation
Published in Elsevier B.V.
2020
PMID: 31677412
Volume: 185
   
Abstract
Supramolecular gel material built from low-molecular-weight (LMW) gelators finds potential applications in various fields, especially in drug delivery, cell encapsulation and delivery, and tissue engineering. The majority of the LMW gelators in these applications are based on functionalized peptides/amino acids consisting of proteinogenic amino acids which are proteolytically unstable. Herein, we have developed a new LMW gelator containing non-proteinogenic amino acid namely 2,3-diaminopropionic acid (Dap), a key precursor in the synthesis of many antibiotics namely viomycin and capreomycin, by functionalizing with fluorenylmethoxycarbonyl at both amino terminals of Dap [Fm-Dap(Fm)]. Hydrogelation test at different pH indicates that Fm-Dap(Fm) can form a hydrogel in a wide range of pH (4.9 to 9.1) with minimum hydrogelation concentration depends on the pH. The mechanical strength and thermal stability of the Fm-Dap(Fm) hydrogel material are found to decrease with increasing pH (acidic > neural/physiological > basic). The thermal stability of Fm-Dap(Fm) hydrogels is pH-dependent and elicits high stability at acidic pH. Also, Fm-Dap(Fm) hydrogels exhibit strong thixotropic property where regelation (self-healing) occurs upon release of stress. Morphological analysis indicates the formation of fibrils, which are entangled to form three dimensional network structures. Several spectroscopic measurements provided evidence for the self-assembly of Fm-Dap(Fm) molecules through intermolecular aromatic π-π stacking and hydrogen bonding interactions during hydrogelation. Interestingly, Fm-Dap(Fm) not only exhibits hydrogel formation but also shows cell viability and enhanced cell proliferation at physiological pH (7.4). Further, Fm-Dap(Fm) forms a hydrogel upon co-incubation with vitamin B12 and also exhibits release of vitamin B12 over a period. The current study thus demonstrates the development of a new hydrogel material, based on LMW gelator containing the non-proteinogenic amino acid, which can elicit cell viability, enhanced cell proliferation, drug encapsulation, and drug release properties. Hence, Fm-Dap(Fm) hydrogel could be an ideal material for biomedical applications, especially in tissue engineering and drug delivery. © 2019 Elsevier B.V.
About the journal
JournalData powered by TypesetColloids and Surfaces B: Biointerfaces
PublisherData powered by TypesetElsevier B.V.
ISSN09277765
Open AccessYes
Concepts (48)
  •  related image
    Amino acids
  •  related image
    Biosynthesis
  •  related image
    Cell proliferation
  •  related image
    Cells
  •  related image
    Controlled drug delivery
  •  related image
    Cytology
  •  related image
    Drug delivery
  •  related image
    Hydrogels
  •  related image
    Hydrogen bonds
  •  related image
    Medical applications
  •  related image
    pH
  •  related image
    Propionic acid
  •  related image
    Supramolecular chemistry
  •  related image
    Targeted drug delivery
  •  related image
    Thermodynamic stability
  •  related image
    Tissue
  •  related image
    Tissue engineering
  •  related image
    Cell viability
  •  related image
    DRUG RELEASE PROPERTIES
  •  related image
    Hydrogen bonding interactions
  •  related image
    PROTEINOGENIC
  •  related image
    PROTEINOGENIC AMINO ACIDS
  •  related image
    Spectroscopic measurements
  •  related image
    SUPRAMOLECULAR HYDROGELS
  •  related image
    THREE DIMENSIONAL NETWORK STRUCTURE
  •  related image
    Cell engineering
  •  related image
    2,3 DIAMINOPROPIONIC ACID
  •  related image
    Amino acid derivative
  •  related image
    CAPREOMYCIN
  •  related image
    Cyanocobalamin
  •  related image
    VIOMYCIN
  •  related image
    Acidity
  •  related image
    Article
  •  related image
    Chemical analysis
  •  related image
    Chemical interaction
  •  related image
    Concentration (parameter)
  •  related image
    Controlled study
  •  related image
    EVIDENCE BASED MEDICINE
  •  related image
    Fibril
  •  related image
    Gelation
  •  related image
    Human
  •  related image
    Human cell
  •  related image
    Hydrogel
  •  related image
    Hydrogen bond
  •  related image
    Priority journal
  •  related image
    Spectroscopy
  •  related image
    Synthesis
  •  related image
    Thermostability