Formation of Polyglycine II Structure from Fatty Acid Derivatives Containing Mono-, Di- and Tri-Glycinate

We newly synthesized fatty acid-like amphiphiles that contain a glycine, diglycine, or triglycine residue, and investigated their hydrogen bonding modes. The FT-IR spectra of these amphiphiles showed a typical amide mode attributed to polyglycine II (PGII), which is called 31-helix in a broad sense....

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Bibliographic Details
Published in:KOBUNSHI RONBUNSHU 2016/01/25, Vol.73(1), pp.69-75
Main Authors: NODA, Takumu, KONDO, Sana, KADO, Sayaka, HASEGAWA, Takeshi, YAMADA, Norihiro
Format: Article
Language:eng ; jpn
Subjects:
31-Helix
Amides
Derivatives
Fatty acids
FT-IR Spectra
Glycine
Hydrogen bonding
Molecular structure
Oligopeptide
Polyglycine II
Residues
Spectra
β-Sheet Structure
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Summary:We newly synthesized fatty acid-like amphiphiles that contain a glycine, diglycine, or triglycine residue, and investigated their hydrogen bonding modes. The FT-IR spectra of these amphiphiles showed a typical amide mode attributed to polyglycine II (PGII), which is called 31-helix in a broad sense. This mode was observed as a splitting band appearing at 1650 and 1640 cm−1. On the other hand, we have already shown the amide modes attributed to a β-sheet structure. The amide I mode of the parallel β-sheet gave a single peak at more than 1630 cm−1, whereas the antiparallel β-sheet absorbed at 1690 cm−1 (weak) and 1630 cm−1 (strong). The parallel β-sheet, antiparalle β-sheet, and PGII are possible structures for a small peptide such as tripeptide, and hence, the spectral chart of the three structures, demonstrated in this study, should be helpful to diagnose a secondary structure of small peptide-containing molecules.
ISSN:0386-2186
1881-5685
DOI:10.1295/koron.2015-0059