Versatile water- and organic solvent-soluble AuNPs that incorporate an interfacial strained alkyne capable of efficient pour and mix strain promoted interfacial cycloadditions with azide partners have been synthesized and carefully characterized for the first time. The use of XPS to quantitate the loading of the strained alkyne on the AuNPs is noteworthy. The reactivity towards the interfacial strain promoted azide-alkyne cycloaddition reaction was demonstrated by using azide-decorated polymersomes as bioorthogonal reaction partners.
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http://dx.doi.org/10.1039/c3tb21799j | DOI Listing |
Chem Commun (Camb)
January 2025
Department of Chemistry and Centre for Green Chemistry and Catalysis, Université de Montréal, 1375 Avenue Thérèse-Lavoie-Roux, Montréal, QC, H2V 0B3, Canada.
A terphenyl diyne (TPDY) macrocycle, 3,5-TPDY, has been developed incorporating a bent 1,3-diyne that is active in SPAAC processes affording atropoisomeric triazole products, as well as cycloadditions with diazoacetates and tetrazines. A pendant amine allowed bioconjugation of TPDY to two proteins in a microbial transglutaminase-catalyzed reaction. In contrast to many cycloalkyne SPAAC reagents, the TPDY stabilization occurs interactions of π and π* orbitals of the adjacent alkynes.
View Article and Find Full Text PDFNat Commun
November 2024
State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Chemistry and Biomedicine Innovation Center (ChemBIC), ChemBioMed Inter-disciplinary Research Center, Nanjing University, Nanjing, 210023, China.
J Am Chem Soc
November 2024
Department of Chemistry and Biochemistry, Materials Science Institute, and Knight Campus for Accelerating Scientific Impact, University of Oregon, Eugene, Oregon 97403, United States.
Carbon nanomaterials composed of curved aromatics, such as carbon nanotubes, are difficult to selectively synthesize and modify precisely. Smaller molecular fragments of curved nanomaterials, such as cycloparaphenylenes, benefit from the precision of bottom-up synthesis, however, efforts to expand the curved molecular framework into even larger structures often rely on restrictive early stage synthetic strategies or difficult to control polymerizations. In this work we report a high yielding, strain-promoted, late-stage modification of a series of [ + 1]CPPs.
View Article and Find Full Text PDFJ Org Chem
November 2024
Department of Chemistry, School of Natural Sciences, The University of Manchester, ManchesterM13 9PL, U.K.
Analyst
November 2024
Britton Chance Center and MoE Key Laboratory for Biomedical Photonics, Wuhan National Laboratory for Optoelectronics-Huazhong University of Science and Technology, Wuhan, Hubei 430074, China.
Fluorescence labeling fluorescent proteins (FPs) or immunofluorescence has been routinely applied for microscopic imaging of specific proteins. However, due to these over-weight and oversized labels ( GFP, 238 aa, 27 kDa, ∼4 nm in size), the potential physiological malfunctions of the target proteins are largely underestimated in living cells. Herein, for living cells, we report a small and minimally-invasive Raman reporter (about 2 aa and <1 kDa), which can be site-specifically introduced into proteins by genetic codon expansion.
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