Title:
METHODS AND COMPOSITIONS FOR AMINOACYL-tRNA SYNTHESIS
Document Type and Number:
WIPO Patent Application WO2003059926
Kind Code:
A3
Abstract:
Methods and compositions are disclosed for the high yield chemical synthesis of 2'(3')-O-aminoacylated oligonucleotides, 2'(3')-O-aminoacylated pCpA derivatives and 2'(3')-aminoacyl-tRNA's. The present invention discloses the use of tetrahydrofuranyl group (THF) as a stable protecting group in the production of aminoacyl-oligonucleotides. THF can also be used in conjunction with a removable protecting group, such as dimethoxytrityl group (DMTr). The mild conditions employed for the removal of the THF group are compatible with the integrity of the aminoacyl linkage as well as tRNA, which makes it possible to utilize the methods of the present invention to form aminoacyl-tRNA's. The present invention discloses an efficient route for synthesizing 2'(3')-aminoacyl-pCpA, which can be used to load any natural amino acid, unnatural amino acid, labeled amino acid, reporter group or derivative thereof onto a tRNA molecule through an aminoacyl linkage.
Inventors:
ZHANG BILIANG (US)
CUI ZHIYONG (US)
CUI ZHIYONG (US)
Application Number:
PCT/US2002/041064
Publication Date:
August 28, 2003
Filing Date:
December 20, 2002
Export Citation:
Assignee:
UNIV MASSACHUSETTS (US)
ZHANG BILIANG (US)
CUI ZHIYONG (US)
ZHANG BILIANG (US)
CUI ZHIYONG (US)
International Classes:
C07H21/00; (IPC1-7): C07H21/00
Other References:
T. NIINOMI, M. SISIDO: "Synthesis of 2'(3')-O-aminoacyl-pdCpA carrying a photofunctional nonnatural amino acid", CHEMISTRY LETTERS, 1993, pages 1305 - 1308, XP002245631
ROBERTSON S A ET AL: "A GENERAL AND EFFICIENT ROUTE FOR CHEMICAL AMINOACYLATION OF TRANSFER RNAS", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMERICAN CHEMICAL SOCIETY, WASHINGTON, DC, US, vol. 113, no. 7, 1991, pages 2722 - 2729, XP001064836, ISSN: 0002-7863
NOREN C J ET AL: "A GENERAL METHOD FOR SITE-SPECIFIC INCORPORATION OF UNNATURAL AMINOACIDS INTO PROTEIN", SCIENCE, AMERICAN ASSOCIATION FOR THE ADVANCEMENT OF SCIENCE,, US, vol. 244, 14 April 1989 (1989-04-14), pages 182 - 188, XP002925217, ISSN: 0036-8075
ROBERTSON S A ET AL: "A GENERAL AND EFFICIENT ROUTE FOR CHEMICAL AMINOACYLATION OF TRANSFER RNAS", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMERICAN CHEMICAL SOCIETY, WASHINGTON, DC, US, vol. 113, no. 7, 1991, pages 2722 - 2729, XP001064836, ISSN: 0002-7863
NOREN C J ET AL: "A GENERAL METHOD FOR SITE-SPECIFIC INCORPORATION OF UNNATURAL AMINOACIDS INTO PROTEIN", SCIENCE, AMERICAN ASSOCIATION FOR THE ADVANCEMENT OF SCIENCE,, US, vol. 244, 14 April 1989 (1989-04-14), pages 182 - 188, XP002925217, ISSN: 0036-8075
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