Incorporation of an inducible nucleotide analog into DNA by DNA polymerases

Md Monsur Ali; Shuhei Imoto; Yingfu Li; Shigeki Sasaki; Fumi Nagatsugi

doi:10.1016/j.bmc.2009.02.024

Incorporation of an inducible nucleotide analog into DNA by DNA polymerases

Md Monsur Ali, Shuhei Imoto, Yingfu Li, Shigeki Sasaki, Fumi Nagatsugi

IMRAM - Division of Organic- and Biomaterials Research

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

3 Citations (Scopus)

Abstract

Non-natural nucleotides with diverse functionalities are highly useful in many areas of basic research and practical applications. We have previously developed an efficient method for post-synthetic modifications of 2-amino-6-vinylpurine (AVP)-containing oligonucleotides, which permits conjugations of a variety of useful functional appendages to the AVP moiety in DNA. Here we report an investigation on the ability of various DNA polymerases to use 5′-triphosphate of 2′-deoxyribosyl-2-amino-6-(2-methylthioethyl)purine (a stable precursor of AVP) as the substrate for templated DNA synthesis.

Original language	English
Pages (from-to)	2859-2863
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry
Volume	17
Issue number	7
DOIs	https://doi.org/10.1016/j.bmc.2009.02.024
Publication status	Published - 2009 Apr 1

Keywords

2-Amino-6-vinylpurine (AVP)
5′-Triphosphate
DNA polymerase
Inducible alkylating system
Modified oligonucleotides
Post-synthetic conjugation

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10.1016/j.bmc.2009.02.024

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title = "Incorporation of an inducible nucleotide analog into DNA by DNA polymerases",

abstract = "Non-natural nucleotides with diverse functionalities are highly useful in many areas of basic research and practical applications. We have previously developed an efficient method for post-synthetic modifications of 2-amino-6-vinylpurine (AVP)-containing oligonucleotides, which permits conjugations of a variety of useful functional appendages to the AVP moiety in DNA. Here we report an investigation on the ability of various DNA polymerases to use 5′-triphosphate of 2′-deoxyribosyl-2-amino-6-(2-methylthioethyl)purine (a stable precursor of AVP) as the substrate for templated DNA synthesis.",

keywords = "2-Amino-6-vinylpurine (AVP), 5′-Triphosphate, DNA polymerase, Inducible alkylating system, Modified oligonucleotides, Post-synthetic conjugation",

author = "Ali, {Md Monsur} and Shuhei Imoto and Yingfu Li and Shigeki Sasaki and Fumi Nagatsugi",

note = "Funding Information: This work has been supported by a Grant-in Aid for Scientific Research (B) from Japan Society for the Promotion of Science (JSPS), CREST from Japan Science and Technology Agency (JST), and the Natural Sciences and Engineering Research Council of Canada (NSERC) through SENTINEL Bioactive Paper Network.",

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AU - Ali, Md Monsur

AU - Imoto, Shuhei

AU - Li, Yingfu

AU - Sasaki, Shigeki

AU - Nagatsugi, Fumi

N1 - Funding Information: This work has been supported by a Grant-in Aid for Scientific Research (B) from Japan Society for the Promotion of Science (JSPS), CREST from Japan Science and Technology Agency (JST), and the Natural Sciences and Engineering Research Council of Canada (NSERC) through SENTINEL Bioactive Paper Network.

PY - 2009/4/1

Y1 - 2009/4/1

N2 - Non-natural nucleotides with diverse functionalities are highly useful in many areas of basic research and practical applications. We have previously developed an efficient method for post-synthetic modifications of 2-amino-6-vinylpurine (AVP)-containing oligonucleotides, which permits conjugations of a variety of useful functional appendages to the AVP moiety in DNA. Here we report an investigation on the ability of various DNA polymerases to use 5′-triphosphate of 2′-deoxyribosyl-2-amino-6-(2-methylthioethyl)purine (a stable precursor of AVP) as the substrate for templated DNA synthesis.

AB - Non-natural nucleotides with diverse functionalities are highly useful in many areas of basic research and practical applications. We have previously developed an efficient method for post-synthetic modifications of 2-amino-6-vinylpurine (AVP)-containing oligonucleotides, which permits conjugations of a variety of useful functional appendages to the AVP moiety in DNA. Here we report an investigation on the ability of various DNA polymerases to use 5′-triphosphate of 2′-deoxyribosyl-2-amino-6-(2-methylthioethyl)purine (a stable precursor of AVP) as the substrate for templated DNA synthesis.

KW - 2-Amino-6-vinylpurine (AVP)

KW - 5′-Triphosphate

KW - DNA polymerase

KW - Inducible alkylating system

KW - Modified oligonucleotides

KW - Post-synthetic conjugation

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Incorporation of an inducible nucleotide analog into DNA by DNA polymerases

Abstract

Keywords

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