Synthesis of 2',5'-oligoadenylate analogs possessing a linker moiety in the place of the second adenosine and their ability to activate human RNase L

Takeshi Nakamura; Yasutomo Ito; Masahiko Mochizuki; Yoshihito Ueno; Yukio Kitade

doi:10.1093/nass/nrm225

Synthesis of 2',5'-oligoadenylate analogs possessing a linker moiety in the place of the second adenosine and their ability to activate human RNase L

Nucleic Acids Symp Ser (Oxf). 2007:(51):449-50. doi: 10.1093/nass/nrm225.

Authors

Takeshi Nakamura¹, Yasutomo Ito, Masahiko Mochizuki, Yoshihito Ueno, Yukio Kitade

Affiliation

¹ Faculty of Engineering, Gifu University, United Graduate School of Drug Discovery and Medicinal Information Sciences, Gifu University, Yanagido, Gifu 501-1193, Japan.

PMID: 18029780
DOI: 10.1093/nass/nrm225

Abstract

This paper describes the synthesis of 2',5'-oligoadenylate analogs possessing a linker moiety in the place of the second adenosine and their ability to activate human RNase L. Thus, 2-5A analogs (2a-c & 3a-c) possessing -O(CH(2)CH(2))nO- moieties (n = 1 approximately 3) or aromatic ring moieties were prepared. The EC(50) value of the 2-5A analog (2a) incorporating ethylene glycol showed 700 nM in RNase L activation activity.

MeSH terms

Adenine Nucleotides / chemical synthesis
Adenine Nucleotides / chemistry*
Adenine Nucleotides / pharmacology*
Adenosine / chemistry
Endoribonucleases / metabolism*
Enzyme Activation
Ethylenes / chemistry
Humans
Oligoribonucleotides / chemical synthesis
Oligoribonucleotides / chemistry*
Oligoribonucleotides / pharmacology*

Substances

Adenine Nucleotides
Ethylenes
Oligoribonucleotides
2',5'-oligoadenylate
Endoribonucleases
2-5A-dependent ribonuclease
Adenosine