Identification of the adduct between a 4-Aza-3-ene-1,6-diyne and DNA using electrospray ionization mass spectrometry.

Identification of the adduct between a 4-Aza-3-ene-1,6-diyne and DNA using electrospray ionization mass spectrometry. Research Abstract Details 

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Identification of the adduct between a 4-Aza-3-ene-1,6-diyne and DNA using electrospray ionization mass spectrometry. Abstract Text:

Courtney L Sherman,Sarah E Pierce,Jennifer S Brodbelt,Bodin Tuesuwan,Sean M Kerwin,

The interactions between a novel enediyne [1-methyl-2-(phenylethynyl)-3-(3-phenylprop-2-ynyl)-3H-benzimidazolium] (1) and various cytosine-containing oligonucleotides were studied using electrospray ionization mass spectrometry (ESI-MS) in a flow injection analysis mode useful for small volumes. This enediyne ligand, developed as a potential alternative to the highly cytotoxic natural enediynes, some of which have been successfully used as anti-tumor agents, has previously been shown to interact with DNA through frank strand scission as well as via the formation of adducts that lead to 2'-deoxycytidine-specific cleavage. Through ESI-MS, the structures of these adducts were examined and a sequence dependence of the 2'-deoxycytidine-specific cleavage was noted. Collisionally activated dissociation of the observed adducts confirmed the strength of the interactions between the enediyne and DNA and supports a direct linkage between the enediyne and the cytosine nucleobase, likely the result of a nucleophilic attack of the phenylethynyl group by the cytosine amine.

Identification of the adduct between a 4-Aza-3-ene-1,6-diyne and DNA using electrospray ionization mass spectrometry. Publishing Authors By Initials

CL Sherman,SE Pierce,JS Brodbelt,B Tuesuwan,SM Kerwin,

For similar investigative techniques: chemistry, analytical: mass spectrometry: tandem mass spectrometry research abstracts see: investigative techniques: chemistry, analytical: mass spectrometry: tandem mass spectrometry research

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Identification of the adduct between a 4-Aza-3-ene-1,6-diyne and DNA using electrospray ionization mass spectrometry. Journal Published:

PUBLICATION TYPE: Research Support, Non-U.S. Gov

Journal: Journal of the American Society for Mass Spectrome

VOLUME: 17

Page Numbers: 1342-52

Journal Abbreviation: J. Am. Soc. Mass Spectrom.

ISSN: 1044-0305

DAY: 26

MONTH: 07

YEAR: 2006

Identification of the adduct between a 4-Aza-3-ene-1,6-diyne and DNA using electrospray ionization mass spectrometry. Information

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LANGUAGE: eng

NlmUniqueID: 9010412

Identification of the adduct between a 4-Aza-3-ene-1,6-diyne and DNA using electrospray ionization mass spectrometry. Keywords Mesh Terms:

KEYWORDS: Tandem Mass Spectrometry

MESH TERMS: chemistry

Chemical & Substance for Abstract: Identification of the adduct between a 4-Aza-3-ene-1,6-diyne and DNA using electrospray ionization mass spectrometry. Information

Substance Name: Piperidines

Registry Number: 0

Grant and Affiliation Information for Identification of the adduct between a 4-Aza-3-ene-1,6-diyne and DNA using electrospray ionization mass spectrometry.

AFFILIATION: Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, Texas 78712, USA.

Country: United States

AGENCY: United States NIGMS

GRANT: R01 GM65956

ACRONYM: GM

MEDLINETA: J Am Soc Mass Spectrom

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