publication . Article . 2011

Tuning the self-assembly of the bioactive dipeptide L-carnosine by incorporation of a bulky aromatic substituent.

Castelletto, Valeria; Cheng, Ge; Greenland, Barny W.; Hamley, Ian W.; Harris, Peter J. F.;
Open Access
  • Published: 15 Mar 2011 Journal: Langmuir, volume 27, pages 2,980-2,988 (issn: 0743-7463, eissn: 1520-5827, Copyright policy)
  • Publisher: American Chemical Society (ACS)
  • Country: United Kingdom
Abstract
The dipeptide L-carnosine has a number of important biological properties. Here, we explore the effect of attachment of a bulky hydrophobic aromatic unit, Fmoc\ud [N-(fluorenyl-9-methoxycarbonyl)] on the self-assembly of\ud Fmoc-L-carnosine, i.e., Fmoc-Beta-alanine-histidine (Fmoc-BetaAH). It is shown that Fmoc-BetaAH forms well-defined amyloid fibril containing Beta sheets above a critical aggregation concentration, which is determined from pyrene and ThT fluorescence experiments. Twisted fibrils were imaged by cryogenic transmission electron microscopy. The zinc-binding properties of Fmoc-BetaAH were investigated by FTIR and Raman spectroscopy since the format...
Subjects
Medical Subject Headings: macromolecular substances
free text keywords: Spectroscopy, Electrochemistry, General Materials Science, Surfaces and Interfaces, Condensed Matter Physics, Carnosine, chemistry.chemical_compound, chemistry, Infrared spectroscopy, Raman spectroscopy, symbols.namesake, symbols, Pyrene, Fibril, Organic chemistry, Dipeptide, Substituent, Self-assembly
Related Organizations
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