Double functionalization of carbon nanotubes with purine and pyrimidine derivatives

Prabhpreet Singh; Cécilia Ménard-Moyon; Alessia Battigelli; Francesca Maria Toma; Jesus Raya; Jitendra Kumar; Nagapradeep Nidamanuri; Sandeep Verma; Alberto Bianco

doi:10.1002/asia.201300116

Double functionalization of carbon nanotubes with purine and pyrimidine derivatives

Prabhpreet Singh, Cécilia Ménard-Moyon, Alessia Battigelli, Francesca Maria Toma, Jesus Raya, Jitendra Kumar, Nagapradeep Nidamanuri, Sandeep Verma, Alberto Bianco

Research output: Contribution to journal › Article › peer-review

14 Scopus citations

Abstract

Herein, we have developed a synthetic strategy for the covalent double functionalization of single-walled carbon nanotubes (SWCNTs) with a combination of purine-pyrimidine and purine-purine nucleobase systems. The nucleobases were introduced on the sidewall of oxidized SWCNTs through 1,3-dipolar cycloaddition and by amidation of the carboxylic acids located at the tips and defect sites of the nanotubes. The new nanohybrids were characterized by transmission electron microscopy, thermogravimetric analysis, FTIR and Raman spectroscopy, magic-angle spinning NMR spectroscopy, and Kaiser test. The nucleobase/SWCNT conjugates can be envisaged for the modulation of the interactions with nucleic acids by means of base pairing, thereby opening new possibilities in the development of DNA/CNT nanobioconjugates.

Original language	English
Pages (from-to)	1472-1481
Number of pages	10
Journal	Chemistry - An Asian Journal
Volume	8
Issue number	7
DOIs	https://doi.org/10.1002/asia.201300116
State	Published - 1 Jul 2013
Externally published	Yes

Keywords

carbon nanotubes
functionalization
nanostructures
nucleobases
self-assembly

ASJC Scopus subject areas

Chemistry (all)
Biochemistry
Organic Chemistry

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10.1002/asia.201300116

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title = "Double functionalization of carbon nanotubes with purine and pyrimidine derivatives",

abstract = "Herein, we have developed a synthetic strategy for the covalent double functionalization of single-walled carbon nanotubes (SWCNTs) with a combination of purine-pyrimidine and purine-purine nucleobase systems. The nucleobases were introduced on the sidewall of oxidized SWCNTs through 1,3-dipolar cycloaddition and by amidation of the carboxylic acids located at the tips and defect sites of the nanotubes. The new nanohybrids were characterized by transmission electron microscopy, thermogravimetric analysis, FTIR and Raman spectroscopy, magic-angle spinning NMR spectroscopy, and Kaiser test. The nucleobase/SWCNT conjugates can be envisaged for the modulation of the interactions with nucleic acids by means of base pairing, thereby opening new possibilities in the development of DNA/CNT nanobioconjugates.",

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AU - Singh, Prabhpreet

AU - Ménard-Moyon, Cécilia

AU - Battigelli, Alessia

AU - Toma, Francesca Maria

AU - Raya, Jesus

AU - Kumar, Jitendra

AU - Nidamanuri, Nagapradeep

AU - Verma, Sandeep

AU - Bianco, Alberto

PY - 2013/7/1

Y1 - 2013/7/1

N2 - Herein, we have developed a synthetic strategy for the covalent double functionalization of single-walled carbon nanotubes (SWCNTs) with a combination of purine-pyrimidine and purine-purine nucleobase systems. The nucleobases were introduced on the sidewall of oxidized SWCNTs through 1,3-dipolar cycloaddition and by amidation of the carboxylic acids located at the tips and defect sites of the nanotubes. The new nanohybrids were characterized by transmission electron microscopy, thermogravimetric analysis, FTIR and Raman spectroscopy, magic-angle spinning NMR spectroscopy, and Kaiser test. The nucleobase/SWCNT conjugates can be envisaged for the modulation of the interactions with nucleic acids by means of base pairing, thereby opening new possibilities in the development of DNA/CNT nanobioconjugates.

AB - Herein, we have developed a synthetic strategy for the covalent double functionalization of single-walled carbon nanotubes (SWCNTs) with a combination of purine-pyrimidine and purine-purine nucleobase systems. The nucleobases were introduced on the sidewall of oxidized SWCNTs through 1,3-dipolar cycloaddition and by amidation of the carboxylic acids located at the tips and defect sites of the nanotubes. The new nanohybrids were characterized by transmission electron microscopy, thermogravimetric analysis, FTIR and Raman spectroscopy, magic-angle spinning NMR spectroscopy, and Kaiser test. The nucleobase/SWCNT conjugates can be envisaged for the modulation of the interactions with nucleic acids by means of base pairing, thereby opening new possibilities in the development of DNA/CNT nanobioconjugates.

KW - carbon nanotubes

KW - functionalization

KW - nanostructures

KW - nucleobases

KW - self-assembly

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JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

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ER -

Double functionalization of carbon nanotubes with purine and pyrimidine derivatives

Abstract

Keywords

ASJC Scopus subject areas

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