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Subtle chemical modification for enrichment of Fmoc-amino acid at a phospholipid interface.

ABSTRACT: Amino acids including the Fmoc group (9-fluorenylmethyloxycarbonyl) are bioinspired molecules that display intriguing features in self-assembly and biological applications. The influence of a delicate chemical modification between Fmoc-F and Fmoc-Y on the interaction with a phospholipid surface was analyzed. Langmuir monolayers of the 1,2-dimyristoyl-sn-glycero-3-phosphate (DMPA) phospholipid were used to mimic the eukaryotic cell membrane. In situ Brewster angle microscopy and UV-vis reflection spectroscopy provided insights on the effect of the Fmoc-amino acid derivatives on the DMPA phospholipid. The formation of H-bonds between the Fmoc-Y and the DMPA molecules was assessed, demonstrating the crucial role of the hydroxyl group of Fmoc-Y in enhancing the interaction with biosurfaces.

SUBMITTER: Argudo PG

PROVIDER: S-EPMC9075599 | biostudies-literature | 2019 Nov

REPOSITORIES: biostudies-literature

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Subtle chemical modification for enrichment of Fmoc-amino acid at a phospholipid interface.

Argudo Pablo G PG Contreras-Montoya Rafael R Álvarez de Cienfuegos Luis L Martín-Romero María T MT Camacho Luis L Giner-Casares Juan J JJ

RSC advances 20191114 64

Amino acids including the Fmoc group (9-fluorenylmethyloxycarbonyl) are bioinspired molecules that display intriguing features in self-assembly and biological applications. The influence of a delicate chemical modification between Fmoc-F and Fmoc-Y on the interaction with a phospholipid surface was analyzed. Langmuir monolayers of the 1,2-dimyristoyl-sn-glycero-3-phosphate (DMPA) phospholipid were used to mimic the eukaryotic cell membrane. In situ Brewster angle microscopy and UV- ...[more]

PMID: 35542247

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