Carbohydrates have been used to decorate
metallic nanoparticles
to form nanoglycoconjugates. However, the synthetic conditions typically
require the utilization of increased temperatures and other reagents
that negatively impact the stability of the conjugates. For the first
time, this study is reporting the synthesis of gold–nanoparticle
glycoconjugates (AuNP-GCs) in aqueous media at ambient temperatures.
A series of sugars and small molecules acting as reducing, capping,
and stabilizing agents were reacted with gold(III) chloride salt to
produce the AuNP-GCs. Specifically, β-d-lactose, d-mannose, and d-galactose were utilized to synthesize
(N-lactosyl)-5-aminosalicylic acid gold nanoparticles
(L5AS-AuNPs), (N-galactosyl)-5-aminosalicylic acid
gold nanoparticles (G5AS-AuNPs), and (N,N′-dilactosyl)diaminodiphenylethylene gold nanoparticles (LAEA-AuNPs),
respectively. The formation of AuNP-GCs was monitored via ultraviolet–visible
spectrophotometry, and the results confirmed the presence of the characteristic
surface plasmon resonance peaks. Additional characterization data
using transmission electron microscopy, energy-dispersive X-ray spectroscopy,
and X-ray diffraction (XRD) confirmed the formation of AuNP-GCs. Of
the AuNP-GCs produced, the XRD data confirmed that L5AS-AuNPs (∼20
nm), G5AS-AuNPs (∼5 nm), and LAEA-AuNPs (∼50 nm) were
crystalline with predominant 111 orientations. All of the AuNP-GCs
exhibited unique fluorescence and Raman activities except 4,4′-diaminodiphenylsulfone
(PSA). The analytical enhancement factor, an important characterization
parameter for assessing the surface-enhanced Raman scattering effect,
was determined. LAEA-AuNPs resulted in enhancement factors of 11 ×
104 and 6 × 104. LPSA-AuNPs resulted in
enhancement factors of 8 × 104 and 6 × 104. The resulting AuNP-GCs retained stability for up to a year. 1H and 13C nuclear magnetic resonance spectra of
the sugar ligand and the corresponding AuNP-GCs revealed that both
hydroxyl groups on sugar moieties and aromatic protons enhanced the
stability of AuNP-GCs. The findings showed that the chemistry and
concentration of sugar ligands played a critical role in obtaining
the desired size, shape, and optical properties.