Recognition of the nonpolar base 4-methylindole in DNA by the DNA repair adenine glycosylase MutY

Cindy Lou Chepanoske; Charles R. Langelier; Nikolas H. Chmiel; Sheila S. David

Recognition of the nonpolar base 4-methylindole in DNA by the DNA repair adenine glycosylase MutY

Cindy Lou Chepanoske, Charles R. Langelier, Nikolas H. Chmiel, Sheila S. David

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

Abstract

(Formula Presented) The DNA repair adenine glycosylase MutY efficiently recognizes 7-deaza-2′-deoxyadenosine (Z) and its nonpolar isostere 4-methylindole β-deoxynucleoside (M) opposite 7,8-dihydro-8-oxo-2′-deoxyguanosine (OG) and G in DNA. Both wild-type and truncated MutY exhibit a 10-to 20-fold higher affinity for a duplex containing OG:M than OG:Z. More efficient recognition of M over Z by MutY may be to due the lack of hydrogen bonding with the OG that facilitates nucleotide flipping during the substrate recognition process.

Original language	English (US)
Pages (from-to)	1341-1344
Number of pages	4
Journal	Organic Letters
Volume	2
Issue number	9
State	Published - May 4 2000
Externally published	Yes

ASJC Scopus subject areas

Molecular Medicine

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title = "Recognition of the nonpolar base 4-methylindole in DNA by the DNA repair adenine glycosylase MutY",

abstract = "(Formula Presented) The DNA repair adenine glycosylase MutY efficiently recognizes 7-deaza-2′-deoxyadenosine (Z) and its nonpolar isostere 4-methylindole β-deoxynucleoside (M) opposite 7,8-dihydro-8-oxo-2′-deoxyguanosine (OG) and G in DNA. Both wild-type and truncated MutY exhibit a 10-to 20-fold higher affinity for a duplex containing OG:M than OG:Z. More efficient recognition of M over Z by MutY may be to due the lack of hydrogen bonding with the OG that facilitates nucleotide flipping during the substrate recognition process.",

author = "Chepanoske, {Cindy Lou} and Langelier, {Charles R.} and Chmiel, {Nikolas H.} and David, {Sheila S.}",

year = "2000",

month = may,

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language = "English (US)",

volume = "2",

pages = "1341--1344",

journal = "Organic Letters",

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publisher = "American Chemical Society",

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TY - JOUR

T1 - Recognition of the nonpolar base 4-methylindole in DNA by the DNA repair adenine glycosylase MutY

AU - Chepanoske, Cindy Lou

AU - Langelier, Charles R.

AU - Chmiel, Nikolas H.

AU - David, Sheila S.

PY - 2000/5/4

Y1 - 2000/5/4

N2 - (Formula Presented) The DNA repair adenine glycosylase MutY efficiently recognizes 7-deaza-2′-deoxyadenosine (Z) and its nonpolar isostere 4-methylindole β-deoxynucleoside (M) opposite 7,8-dihydro-8-oxo-2′-deoxyguanosine (OG) and G in DNA. Both wild-type and truncated MutY exhibit a 10-to 20-fold higher affinity for a duplex containing OG:M than OG:Z. More efficient recognition of M over Z by MutY may be to due the lack of hydrogen bonding with the OG that facilitates nucleotide flipping during the substrate recognition process.

AB - (Formula Presented) The DNA repair adenine glycosylase MutY efficiently recognizes 7-deaza-2′-deoxyadenosine (Z) and its nonpolar isostere 4-methylindole β-deoxynucleoside (M) opposite 7,8-dihydro-8-oxo-2′-deoxyguanosine (OG) and G in DNA. Both wild-type and truncated MutY exhibit a 10-to 20-fold higher affinity for a duplex containing OG:M than OG:Z. More efficient recognition of M over Z by MutY may be to due the lack of hydrogen bonding with the OG that facilitates nucleotide flipping during the substrate recognition process.

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AN - SCOPUS:0034603895

VL - 2

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EP - 1344

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 9

ER -

Recognition of the nonpolar base 4-methylindole in DNA by the DNA repair adenine glycosylase MutY

Abstract

ASJC Scopus subject areas

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