Title:
組成物及びオリゴヌクレオチドをコンジュゲートする方法
Document Type and Number:
Japanese Patent JP6515222
Kind Code:
B2
Abstract:
An oligonucleotide derivative having the structure of formula (A)and methods for preparing the oligonucleotide derivative are disclosed, wherein R3 is a first oligonucleotide; R1 is selected from the group consisting of alkyl, cycloalkyl, aryl, heterocyclyl, heteroaryl, a polyethylene glycol, a peptide, a protein, a polysaccharide, and a second oligonucleotide; R2 is a linker or a direct bond; Z1 is NR4, S, or O, and Z2 is NR4 or S, wherein R4 is selected from H, alkyl, aryl, heterocyclyl, or heteroaryl.A method includes: synthesizing an oligonucleotide derivative comprising an amino or thiol group; and reacting a 3,4-dialkoxycyclobutene-1,2-dione with the oligonucleotide derivative to produce an oligonucleotide-squarate mono-conjugate.
Inventors:
Hill, Kenneth W
Mockler, Victor Earl
Mockler, Victor Earl
Application Number:
JP2018026974A
Publication Date:
May 15, 2019
Filing Date:
February 19, 2018
Export Citation:
Assignee:
AGILENT TECHNOLOGIES, INC.
International Classes:
C07H21/02; C12N15/113
Domestic Patent References:
| JP2001509828A |
Foreign References:
| WO2012027206A1 |
Other References:
SATO,K. et al,Squaryl Group as a New Mimic of Phosphate Group in Modified Oligodeoxynucleotides: Synthesis and Pro,Journal of the American Chemical Society,2002年,Vol.124, No.43,pp.12715-12724
SATO,K. et al,Synthesis and structural properties of new oligodeoxynucleotide analogues containing a 2',5'-internu,European Journal of Organic Chemistry,2004年,No.10,pp.2142-2150
SATO,K. et al,Synthesis and properties of a new oligonucleotide analogue containing an internucleotide squaryl ami,Nucleic Acids Research Supplement,2001年,No.1,pp.121-122
ZHAO,Y. et al,Synthesis and characterization of mannosylated oligoribonucleotides,Carbohydrate Research,2009年,Vol.344, No.16,pp.2137-2143
ZHAO,Y. et al,Preparation of mannosylated oligoribonucleotides,Nucleic Acids Symposium Series,2008年,Vol.52, No.1,pp.89-90
YAN,H. et al,Preparation of carbohydrate-oligonucleotide conjugates using the squarate spacer,Bioorganic & Medicinal Chemistry Letters,2007年,Vol.17, No.23,pp.6535-6538
WURM,F. et al,Squaric acid mediated synthesis and biological activity of a library of linear and hyperbranched pol,Biomacromolecules,2012年 4月,Vol.13, No.4,pp.1161-1171
GLUESENKAMP,K.H. et al,Squaric acid diethyl ester: a simple and convenient coupling reagent,Zeitschrift fuer Naturforschung, C: Journal of Biosciences,1991年,Vol.46, No.5-6,pp.498-501
SATO,K. et al,Synthesis and structural properties of new oligodeoxynucleotide analogues containing a 2',5'-internu,European Journal of Organic Chemistry,2004年,No.10,pp.2142-2150
SATO,K. et al,Synthesis and properties of a new oligonucleotide analogue containing an internucleotide squaryl ami,Nucleic Acids Research Supplement,2001年,No.1,pp.121-122
ZHAO,Y. et al,Synthesis and characterization of mannosylated oligoribonucleotides,Carbohydrate Research,2009年,Vol.344, No.16,pp.2137-2143
ZHAO,Y. et al,Preparation of mannosylated oligoribonucleotides,Nucleic Acids Symposium Series,2008年,Vol.52, No.1,pp.89-90
YAN,H. et al,Preparation of carbohydrate-oligonucleotide conjugates using the squarate spacer,Bioorganic & Medicinal Chemistry Letters,2007年,Vol.17, No.23,pp.6535-6538
WURM,F. et al,Squaric acid mediated synthesis and biological activity of a library of linear and hyperbranched pol,Biomacromolecules,2012年 4月,Vol.13, No.4,pp.1161-1171
GLUESENKAMP,K.H. et al,Squaric acid diethyl ester: a simple and convenient coupling reagent,Zeitschrift fuer Naturforschung, C: Journal of Biosciences,1991年,Vol.46, No.5-6,pp.498-501
Attorney, Agent or Firm:
Shoichi Okuyama
Arihara Koichi
Matsushima Tetsuo
Ayako Nakamura
Satoshi Morimoto
Akiko Mizushima
Arihara Koichi
Matsushima Tetsuo
Ayako Nakamura
Satoshi Morimoto
Akiko Mizushima