Cyclobutyl-carbonyl substituted PNA: synthesis and study of a novel PNA derivative

Gemma P. Aguado; Federico Rúa; Vicenç Branchadell; Peter E. Nielsen; Rosa M. Ortuño

doi:10.1016/j.tetasy.2006.09.012

Cyclobutyl-carbonyl substituted PNA: synthesis and study of a novel PNA derivative

Gemma P. Aguado, Federico Rúa, Vicenç Branchadell, Peter E. Nielsen, Rosa M. Ortuño

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

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Abstract

A new, optically active, cyclobutyl-carbonyl substituted PNA monomer has been synthesized stereoselectively from a chiral amino acid prepared from (+)-α-pinene. A conformational search shows a lack of conformational bias for the monomer and incorporation of the monomer into a standard oligomer is tolerated without changing the binding affinity towards sequence complementary RNA, DNA or PNA targets. © 2006 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	2499-2503
Journal	Tetrahedron Asymmetry
Volume	17
Issue number	17
DOIs	https://doi.org/10.1016/j.tetasy.2006.09.012
Publication status	Published - 2 Oct 2006

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title = "Cyclobutyl-carbonyl substituted PNA: synthesis and study of a novel PNA derivative",

abstract = "A new, optically active, cyclobutyl-carbonyl substituted PNA monomer has been synthesized stereoselectively from a chiral amino acid prepared from (+)-α-pinene. A conformational search shows a lack of conformational bias for the monomer and incorporation of the monomer into a standard oligomer is tolerated without changing the binding affinity towards sequence complementary RNA, DNA or PNA targets. {\textcopyright} 2006 Elsevier Ltd. All rights reserved.",

author = "Aguado, {Gemma P.} and Federico R{\'u}a and Vicen{\c c} Branchadell and Nielsen, {Peter E.} and Ortu{\~n}o, {Rosa M.}",

year = "2006",

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T1 - Cyclobutyl-carbonyl substituted PNA: synthesis and study of a novel PNA derivative

AU - Aguado, Gemma P.

AU - Rúa, Federico

AU - Branchadell, Vicenç

AU - Nielsen, Peter E.

AU - Ortuño, Rosa M.

PY - 2006/10/2

Y1 - 2006/10/2

N2 - A new, optically active, cyclobutyl-carbonyl substituted PNA monomer has been synthesized stereoselectively from a chiral amino acid prepared from (+)-α-pinene. A conformational search shows a lack of conformational bias for the monomer and incorporation of the monomer into a standard oligomer is tolerated without changing the binding affinity towards sequence complementary RNA, DNA or PNA targets. © 2006 Elsevier Ltd. All rights reserved.

AB - A new, optically active, cyclobutyl-carbonyl substituted PNA monomer has been synthesized stereoselectively from a chiral amino acid prepared from (+)-α-pinene. A conformational search shows a lack of conformational bias for the monomer and incorporation of the monomer into a standard oligomer is tolerated without changing the binding affinity towards sequence complementary RNA, DNA or PNA targets. © 2006 Elsevier Ltd. All rights reserved.

U2 - 10.1016/j.tetasy.2006.09.012

DO - 10.1016/j.tetasy.2006.09.012

M3 - Article

VL - 17

SP - 2499

EP - 2503

IS - 17

ER -

Cyclobutyl-carbonyl substituted PNA: synthesis and study of a novel PNA derivative

Abstract

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