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

Noda, Takumu; Kondo, S.; Kado, Satoshi; Hasegawa, Takeshi; Yamada, Norihiro

doi:10.1295/koron.2015-0059

Cited by 3 publications

(4 citation statements)

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“…The strength of the H-bonding between the amide groups can be discussed by using the band position of the amide I band. − For the H-bonding free amide group, the amide I band appears at ca. 1680 cm –1 , whereas a H-bonded one appears at a lower wavenumber position, and the shift has a correlation with the H-bonding strength.…”

Section: Resultsmentioning

confidence: 99%

“…1680 cm –1 , whereas a H-bonded one appears at a lower wavenumber position, and the shift has a correlation with the H-bonding strength. Thus far, a variety of amphiphilic molecules having 1–4 amino acid residuals (monopeptide ∼ tetrapeptide) have already been studied for discussing the role of the amide group on the molecular aggregation by using IR spectroscopy. , When no Rf chain is introduced, the amide group forms a cooperative H-bonding (···H–N–CO···H–N–CO···), which gives the amide I band at a fairly low position . A monopeptide compound in the solid state, for example, gives the amide I band at 1640 cm –1 , which is a typically low position specific to the cooperative H-bonding.…”

Section: Resultsmentioning

confidence: 99%

“…Thus far, a variety of amphiphilic molecules having 1−4 amino acid residuals (monopeptide ∼ tetrapeptide) have already been studied for discussing the role of the amide group on the molecular aggregation by using IR spectroscopy. 26,27 When no Rf chain is introduced, the amide group forms a cooperative H-bonding (…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

“…which gives the amide I band at a fairly low position. 26 A monopeptide compound in the solid state, for example, gives the amide I band at 1640 cm −1 , which is a typically low position specific to the cooperative H-bonding. In the spectrum of the NAGF7 LB film at 25 °C (yellow line in Figure 3), the amide I band appears at 1639.9 cm −1 , which is almost the same position as the typical cooperative H-bonding for the monopeptide.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

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Molecular Aggregation of Perfluoroalkyl Groups Can Win the Hydrogen Bonding between Amides

et al. 2018

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Hydrogen bonding is, in general, recognized to have a much stronger molecular interactive force than the dipole−dipole interaction that is one of the van der Waals forces. The molecular interaction between perfluoroalkyl (Rf) chains is driven by a two-dimensional dipole−dipole interaction network because of a large dipole moment along the C−F bond and a helical conformation about the Rf chain axis, which generates the Rf-specific tight and closed molecular packing. The polarization of a molecular aggregate on a macroscopic scale comprehensively explains the Rf compound-specific properties represented by the high melting point. This cooperative interaction in the two-dimensional network gives us an impression that the dipole−dipole interaction can win the H-bonding in a molecular aggregate. In the present study, amphiphilic compounds having an Rf group and an amide group are prepared, and the molecular aggregation factor is investigated by means of surface chemistry and vibrational spectroscopic techniques. In fact, we show that the dipole−dipole interaction becomes the dominant factor of the molecular aggregation of the amide-containing compound.

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