Efficient synthesis of novel chalcogen-containing derivatives of DNA nucleobases

Guoxiong Hua; Junyi Du; David Bradford Cordes; Alexandra Martha Zoya Slawin; J Derek Woollins

doi:10.1016/j.tet.2015.02.005

Efficient synthesis of novel chalcogen-containing derivatives of DNA nucleobases

Guoxiong Hua, Junyi Du, David Bradford Cordes, Alexandra Martha Zoya Slawin, J Derek Woollins

Research output: Contribution to journal › Article

Abstract

The formation of a library of chalcogen-containing DNA nucleobase derivatives is presented. Reacting easily accessible 9-(2-bromoethyl)adenine with chalcogen-containing nucleophilic reagents led to a series of novel heteroatom derivatives incorporating S, Se and Te atoms prepared in satisfactory yields. Two representative X-ray structures are reported

Original language	English
Pages (from-to)	1792-1798
Journal	Tetrahedron
Volume	71
Issue number	12
Early online date	7 Feb 2015
DOIs	https://doi.org/10.1016/j.tet.2015.02.005
Publication status	Published - 25 Mar 2015

Keywords

DNA nucleobases
9-(2-Bromoethyl)adenine
Adenine derivatives
Chalcogens
Woollins’ reagent

Access to Document

10.1016/j.tet.2015.02.005

Woollins_2015_Tetra_Efficient_AM
2015 Elsevier Ltd. All rights reserved. This is the author’s version of a work that was accepted for publication in Tetrahedron. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Tetrahedron, 2015, DOI: http://dx.doi.org/10.1016/j.tet.2015.02.005
Accepted author manuscript, 554 KB

Cite this

@article{6c9c53d01d674de49bc534ea424f7c35,

title = "Efficient synthesis of novel chalcogen-containing derivatives of DNA nucleobases",

abstract = "The formation of a library of chalcogen-containing DNA nucleobase derivatives is presented. Reacting easily accessible 9-(2-bromoethyl)adenine with chalcogen-containing nucleophilic reagents led to a series of novel heteroatom derivatives incorporating S, Se and Te atoms prepared in satisfactory yields. Two representative X-ray structures are reported",

keywords = "DNA nucleobases, 9-(2-Bromoethyl)adenine, Adenine derivatives, Chalcogens, Woollins{\textquoteright} reagent",

author = "Guoxiong Hua and Junyi Du and Cordes, {David Bradford} and Slawin, {Alexandra Martha Zoya} and Woollins, {J Derek}",

year = "2015",

month = mar,

day = "25",

doi = "10.1016/j.tet.2015.02.005",

language = "English",

volume = "71",

pages = "1792--1798",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier",

number = "12",

}

TY - JOUR

T1 - Efficient synthesis of novel chalcogen-containing derivatives of DNA nucleobases

AU - Hua, Guoxiong

AU - Du, Junyi

AU - Cordes, David Bradford

AU - Slawin, Alexandra Martha Zoya

AU - Woollins, J Derek

PY - 2015/3/25

Y1 - 2015/3/25

N2 - The formation of a library of chalcogen-containing DNA nucleobase derivatives is presented. Reacting easily accessible 9-(2-bromoethyl)adenine with chalcogen-containing nucleophilic reagents led to a series of novel heteroatom derivatives incorporating S, Se and Te atoms prepared in satisfactory yields. Two representative X-ray structures are reported

AB - The formation of a library of chalcogen-containing DNA nucleobase derivatives is presented. Reacting easily accessible 9-(2-bromoethyl)adenine with chalcogen-containing nucleophilic reagents led to a series of novel heteroatom derivatives incorporating S, Se and Te atoms prepared in satisfactory yields. Two representative X-ray structures are reported

KW - DNA nucleobases

KW - 9-(2-Bromoethyl)adenine

KW - Adenine derivatives

KW - Chalcogens

KW - Woollins’ reagent

UR - http://www.sciencedirect.com/science/article/pii/S0040402015001398#appd001

U2 - 10.1016/j.tet.2015.02.005

DO - 10.1016/j.tet.2015.02.005

M3 - Article

SN - 0040-4020

VL - 71

SP - 1792

EP - 1798

JO - Tetrahedron

JF - Tetrahedron

IS - 12

ER -

Efficient synthesis of novel chalcogen-containing derivatives of DNA nucleobases

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Impact Acceleration Account: Impact Acceleration Account

Structuring the Future: Structuring the Future - Underpinning world-leading science in EaStCHEM through cutting edge characterisation

Upgrade Small Equipment Base: Small items of research equipment at the University of St Andrews. Supporting a new generation of physical sciences research