专利号:WO-9614277-A1 优先权日:1994-11-07 标 题:Synthesis of 35s-labeled oligonucleotides with 3h-1,2-benzodithiol-3-1,1-dioxide 发明人:IYER RADHAKRISHNAN P; AGRAWAL SUDHIR; TAN WEITIAN 权利人:HYBRIDON INC; IYER RADHAKRISHNAN P; AGRAWAL SUDHIR; TAN WEITIAN 摘要:This invention provides a novel compound for 35S-labelling oligonucleotides. The compound is 35S-3H-1,2-benzodithiol-3-one-1,1 dioxide (1). In Structure (I), the asterisk indicates the position of the 35S. Also provided is a method of synthesizing this compound, comprising first contacting 35S-thiobenzoic acid (4) with thiosalicylic acid (5) in acid medium to yield the condensation product, 35S-3H-1,2-benzodithiol-3-one (2). 35S-3H-1,2-benzodithiol-3-one (2) is then oxidized with a suitable oxidating agent such as trifluoroacetic acid and hydrogen peroxide to yield the desired product, 35S-3H-1,2-benzodithiol-3-one-1,1 dioxide (1). Any oligonucleotide susceptible to be oxidatively sulfurized by 3H-1,2-benzodithiol-3-one-1,1 dioxide can be labeled by 35S-3H-1,2-benzodithiol-3-one-1,1 dioxide (1). Accordingly, this invention also provides novel methods for 35S-labelling oligonucleotides. The compound and methods are useful for tracing biodistribution and degradation of antisense oligonucleotides in pharmacokinietic studies.
专利号:US-5833944-A 优先权日:1994-11-07 标题 :Procedure for the solid phase synthesis of 35 S-labeled oligonucleotides with 3H-1,2-benzodithiol-3-one-1,1-dioxide 发明人:IYER RADHAKRISHNAN P; AGRAWAL SUDHIR; TAN WEITIAN 权利人:HYBRIDON INC 摘要:This invention provides a novel compound for 35S-labelling oligonucleotides. The compound is 35S-3H-1,2-benzodithiol-3-one-1,1 dioxide (1) wherein the asterisk indicates the position of the 35S. Also provided is a method of synthesizing this compound, comprising first contacting 35S-thiobenzoic acid (4) with thiosalicylic acid (5) in acid medium to yield the condensation product, 35S-3 H 1,2-benzodithiol-3-one (2). 35S-3 H 1,2-benzodithiol-3-one (2) is then oxidized with a suitable oxidating agent such as trifuoroacetic acid and hydrogen perioxide to yield the desired product, 35S-3H-1,2-benzodithiol-3-one-1,1 dioxide (1). Any oligonucleotide susceptible to oxidative sulfurized by 3H-1,2-benzodithiol-3-one-1,1 dioxide can be labeled by 35S-3H-1,2-benzodithiol-3-one-1,1 dioxide (1). Accordingly, this invention also provides novel methods for 35S-labelling oligonucleotides. The compound and methods are useful for tracing biodistribution and degradation of antisense oligonucleotides in pharmacokinetic studies.
专利号:CN-1165508-A 优先权日:1994-11-07 标题:Synthesis of 35S-labeled Oligonucleotides Using 3H-1,2-Benzodithiol-3-1,1 Dioxide
专利号:EP-0790965-A1 优先权日:1994-11-07 标题 :Synthesis of ?35 s-labeled oligonucleotides with 3h-1,2-benzodithiol-3-1,1-dioxide
专利号:JP-H10509447-A 优先权日:1994-11-07 标 题 :<35> Synthesis of S-labeled oligonucleotide using 3H-1,2-benzodithiol-3-1,1-dioxide
专利号:AU-4101396-A 优先权日:1994-11-07 标 题 :Synthesis of 35s-labeled oligonucleotides with 3h-1,2-benzodithiol-3-1,1-dioxide
参考文献:10.1007/bf01969272 摘要:Kreppel H, Paepcke U, Thiermann H, Szinicz L, Reichl FX, Singh PK, Jones MM. Therapeutic efficacy of new dimercaptosuccinic acid (DMSA) analogues in acute arsenic trioxide poisoning in mice. Arch Toxicol. 1993;67(8):580–5. doi: 10.1007/bf01969272.