Synthesis of RNA Crosslinking Oligonucleotides Modified with 2-Amino-7-Deaza-7-Propynyl-6-Vinylpurine

Ken Yamada; Yusuke Abe; Fumi Nagatsugi

doi:10.1002/cpnc.79

Synthesis of RNA Crosslinking Oligonucleotides Modified with 2-Amino-7-Deaza-7-Propynyl-6-Vinylpurine

Ken Yamada, Yusuke Abe, Fumi Nagatsugi

Division of Organic- and Biomaterials Research

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

Abstract

This article describes procedures to synthesize 2′-OMe-RNA modified with cross-linkable 2-amino-7-deaza-7-propynyl-6-vinylpurine (ADpVP) and preparation of the RNA-crosslinking experiment in vitro. All synthesis steps yield the desired compound in moderate or high yield without expensive chemical reagents or specific devices. The crosslink-active form of modified RNA can also be purified by commonly used reversed-phase HPLC, can be stored at −80°C after lyophilization for a few days, and is ready to use for crosslinking experiments. This crosslink-active RNA can efficiently form covalent bonds with complementary RNA in a sequence-specific manner.

Original language	English
Article number	e79
Journal	Current Protocols in Nucleic Acid Chemistry
Volume	77
Issue number	1
DOIs	https://doi.org/10.1002/cpnc.79
Publication status	Published - 2019 Jun

Keywords

7-deaza-guanosine
RNA crosslink
nucleoside
oligonucleotide

ASJC Scopus subject areas

Biochemistry
Organic Chemistry

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10.1002/cpnc.79

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title = "Synthesis of RNA Crosslinking Oligonucleotides Modified with 2-Amino-7-Deaza-7-Propynyl-6-Vinylpurine",

abstract = "This article describes procedures to synthesize 2′-OMe-RNA modified with cross-linkable 2-amino-7-deaza-7-propynyl-6-vinylpurine (ADpVP) and preparation of the RNA-crosslinking experiment in vitro. All synthesis steps yield the desired compound in moderate or high yield without expensive chemical reagents or specific devices. The crosslink-active form of modified RNA can also be purified by commonly used reversed-phase HPLC, can be stored at −80°C after lyophilization for a few days, and is ready to use for crosslinking experiments. This crosslink-active RNA can efficiently form covalent bonds with complementary RNA in a sequence-specific manner.",

keywords = "7-deaza-guanosine, RNA crosslink, nucleoside, oligonucleotide",

author = "Ken Yamada and Yusuke Abe and Fumi Nagatsugi",

note = "Funding Information: This work was supported by a Grant-in-Aid for Scientific Research on Innovative Areas (“Middle Molecular Strategy” JP15H05838) from the Japan Society for the Promotion of Science (JSPS). This work was supported in part by “Dynamic Alliance for Open Innovation Bridging Human, Environment and Materials” from the Ministry of Education, Culture, Sports, Science and Technology of Japan (MEXT). Publisher Copyright: {\textcopyright} 2019 John Wiley & Sons, Inc.",

year = "2019",

month = jun,

doi = "10.1002/cpnc.79",

language = "English",

volume = "77",

journal = "Current Protocols in Nucleic Acid Chemistry",

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AU - Yamada, Ken

AU - Abe, Yusuke

AU - Nagatsugi, Fumi

N1 - Funding Information: This work was supported by a Grant-in-Aid for Scientific Research on Innovative Areas (“Middle Molecular Strategy” JP15H05838) from the Japan Society for the Promotion of Science (JSPS). This work was supported in part by “Dynamic Alliance for Open Innovation Bridging Human, Environment and Materials” from the Ministry of Education, Culture, Sports, Science and Technology of Japan (MEXT). Publisher Copyright: © 2019 John Wiley & Sons, Inc.

PY - 2019/6

Y1 - 2019/6

N2 - This article describes procedures to synthesize 2′-OMe-RNA modified with cross-linkable 2-amino-7-deaza-7-propynyl-6-vinylpurine (ADpVP) and preparation of the RNA-crosslinking experiment in vitro. All synthesis steps yield the desired compound in moderate or high yield without expensive chemical reagents or specific devices. The crosslink-active form of modified RNA can also be purified by commonly used reversed-phase HPLC, can be stored at −80°C after lyophilization for a few days, and is ready to use for crosslinking experiments. This crosslink-active RNA can efficiently form covalent bonds with complementary RNA in a sequence-specific manner.

AB - This article describes procedures to synthesize 2′-OMe-RNA modified with cross-linkable 2-amino-7-deaza-7-propynyl-6-vinylpurine (ADpVP) and preparation of the RNA-crosslinking experiment in vitro. All synthesis steps yield the desired compound in moderate or high yield without expensive chemical reagents or specific devices. The crosslink-active form of modified RNA can also be purified by commonly used reversed-phase HPLC, can be stored at −80°C after lyophilization for a few days, and is ready to use for crosslinking experiments. This crosslink-active RNA can efficiently form covalent bonds with complementary RNA in a sequence-specific manner.

KW - 7-deaza-guanosine

KW - RNA crosslink

KW - nucleoside

KW - oligonucleotide

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Synthesis of RNA Crosslinking Oligonucleotides Modified with 2-Amino-7-Deaza-7-Propynyl-6-Vinylpurine

Abstract

Keywords

ASJC Scopus subject areas

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