4.8 Article

Triphenylphosphinecarboxamide: An Effective Reagent for the Reduction of Azides and Its Application to Nucleic Acid Detection

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ORGANIC LETTERS
卷 16, 期 1, 页码 30-33

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AMER CHEMICAL SOC
DOI: 10.1021/ol402832w

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  1. Ministry of Education, Culture, Sports, Science, and Technology (MEXT), Precursory Research for Embryonic Science and Technology (PREST)
  2. New Energy and Industrial Technology Development Organization (NEDO)
  3. Grants-in-Aid for Scientific Research [24710266] Funding Source: KAKEN

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A series of triphenylphosphinecarboxamide (TPPc) derivatives were designed and synthesized as alternative reagents to triphenylphosphine for the facile reduction of azides. The TPPc derivatives performed as efficient reducing agents for the synthesis of primary amines without the need for an additional hydrolysis procedure. The TPPc derivatives were also applied to nucleic acid sensing using a RhAz-oligonucleotide conjugate in a DNA-templated fluorogenic reaction.

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