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Efficient Method for the Concentration Determination of Fmoc Groups Incorporated in the Core-Shell Materials by Fmoc-Glycine

In this paper, we described the synthesis procedure of TiO2@SiO(2)core-shell modified with 3-(aminopropyl)trimethoxysilane (APTMS). The chemical attachment of Fmoc-glycine (Fmoc-Gly-OH) at the surface of the core-shell structure was performed to determine the amount of active amino groups on the basis of the amount of Fmoc group calculation. We characterized nanostructures using various methods: transmission electron microscope (TEM), scanning electron microscopy (SEM), Fourier-transform infrared spectroscopy (FTIR), thermogravimetric analysis (TGA) and X-ray photoelectron spectroscopy (XPS) to confirm the modification effectiveness. The ultraviolet-visible spectroscopy (UV-vis) measurement was adopted for the quantitative determination of amino groups present on the TiO2@SiO(2)core-shell surface by determination of Fmoc substitution. The nanomaterials were functionalized by Fmoc-Gly-OH and then the fluorenylmethyloxycarbonyl (Fmoc) group was cleaved using 20% (v/v) solution of piperidine in DMF. This reaction led to the formation of a dibenzofulvene-piperidine adduct enabling the estimation of free Fmoc groups by measurement the maximum absorption at 289 and 301 nm using UV-vis spectroscopy. The calculations of Fmoc loading on core-shell materials was performed using different molar absorption coefficient: 5800 and 6089 dm(3)x mol(-1)x cm(-1)for lambda = 289 nm and both 7800 and 8021 dm(3)x mol(-1)x cm(-1)for lambda = 301 nm. The obtained results indicate that amount of Fmoc groups present on TiO2@SiO2-(CH2)(3)-NH(2)was calculated at 6 to 9 mu mol/g. Furthermore, all measurements were compared with Fmoc-Gly-OH used as the model sample.

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Reference:
Piperidine – Wikipedia,
,Piperidine | C5H11N – PubChem