Title:
NOVEL SULFUR TRANSFER REAGENTS FOR OLIGONUCLEOTIDE SYNTHESIS
Document Type and Number:
WIPO Patent Application WO1998054198
Kind Code:
A9
Abstract:
In our research, two commercially available compounds, 3-amino-1,2,4-dithiazole-5-thione (1) and xanthane hydride (2), and their derivatives 3-6 are found to be potential sulfur-transfer reagents. The efficiency and optimization of these new sulfur-transfer reagents were investigated by solid-phase synthesis of dinucleotide and oligonucleotide phosphorothioates. The results show that both compounds (1) and (2) are highly efficiency sulfurizing reagents, and better than 99 % sulfur transfer efficiency can be achieved at each step. In contrast to Beaucage reagent, these novel sulfur-transfer reagents are very stable in various solvents, and are available in bulk quantities at low cost. Due to these advantages, compounds (1) and (2) can be considered alternatives to Beaucage reagent, especially in large-scale preparation of oligonucleotide phosphorothioates. Furthermore, compounds (1) and (2) were modified to enhance their solubility in acetonitrile. Three types of structure, as described as Formulae (I), (II) and (III), are considered as potential efficient sulfur-transfer reagents based on our results.
Inventors:
YONGXIN HAN
TANG JIMMY
ZHANG ZHOADA
TANG JIN-YAN
TANG JIMMY
ZHANG ZHOADA
TANG JIN-YAN
Application Number:
PCT/US1998/010653
Publication Date:
April 01, 1999
Filing Date:
May 26, 1998
Export Citation:
Assignee:
HYBRIDON INC (US)
International Classes:
C07D285/125; C07D285/135; C07D285/12; C07D285/16; C07H21/00; (IPC1-7): C07H21/00; C07D277/00
Download PDF:
Previous Patent: MULTICYCLIC ERYTHROMYCIN DERIVATIVES
Next Patent: TISSUE PLASMINOGEN ACTIVATOR-LIKE PROTEASE
Next Patent: TISSUE PLASMINOGEN ACTIVATOR-LIKE PROTEASE