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Thionucleotides

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Definition: Nucleotides in which the base moiety is substituted with one or more sulfur atoms.     
Examples Guanosine 5'-O-(3-Thiotriphosphate)
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
Trabedersen  0   *Oligodeoxyribonucleotides *Thionucleotides.
Pharma Action Antineoplastic Agents
Recent Results Cancer Res 2008;177:137-50
ISIS 13650  0   *Thionucleotides Oligodeoxyribonucleotides, Antisense. Int J Cancer 2006 Mar 15;118(6):1565-71
OGX-011  0   *Thionucleotides Oligonucleotides, Antisense. J Natl Cancer Inst 2005 Sep 7;97(17):1287-96
(s4dU)35  0   *Deoxyuracil Nucleotides *Thionucleotides. Virology 2005 Apr 10;334(2):214-23
2'-O-methyl-8-(4-chlorophenylthio)cAMP  0   *Thionucleotides Cyclic AMP/*analogs & derivatives Apoptosis. Am J Physiol Gastrointest Liver Physiol 2004 Aug;287(2):G334-43
2',5'-oligo(1-methyl-6-thioinosinic acid)  0   *Thionucleotides. Nucleosides Nucleotides Nucleic Acids 2004;23(3):545-54
BODIPY-FL-guanosine 5'-(beta,gamma-imido)triphosphate  0   *Boron Compounds *Thionucleotides. Naunyn Schmiedebergs Arch Pharmacol. 2003 Sep;368(3):210-5
MG 98 phosphorothioate antisense oligodeoxynucleotide  0   *Oligodeoxyribonucleotides *Thionucleotides. Invest New Drugs 2003 Feb;21(1):85-97
dithymidine phosphorothioate  0   *Oligodeoxyribonucleotides *Organothiophosphorus Compounds *Thionucleotides. Nucleic Acids Res Suppl 2001:(1):13-4
deoxyadenosine 5'-O-((18)O)phosphorothioate  0   *Deoxyadenosines *Thionucleotides. J Am Chem Soc 2002 May 1;124(17):4623-7
Olg antisense phosphorothioate oligonucleotide  0   *Thionucleotides Oligonucleotides, Antisense. J Pharmacol Exp Ther 2001 Jun;297(3):1113-21
6-thioguanosine-3',5'-(bis)pyrophosphate  0   *Thionucleotides Guanosine Tetraphosphate/*analogs & derivatives. J Biol Chem 2001 Jan 12;276(2):1220-5
ISIS 9388  0   *Thionucleotides Cholesterol/*analogs & derivatives. Nucleic Acids Res 2000 Jul 15;28(14):2717-25
poly-4-thiouridylic acid  0   *Poly U *Thionucleotides. Nucleic Acids Res 1974 Nov;1(11):1619-30
oblimersen  0   *Thionucleotides Oligonucleotides, Antisense. Biochim Biophys Acta 1999 Dec 10;1489(1):97-106
ISIS 11061  0   *Thionucleotides. Toxicol Sci 1998 Dec;46(2):365-75
D4T-5'-(p-bromophenyl methoxyalaninyl phosphate)  0   *Thionucleotides *Dideoxynucleotides Deoxycytidine Monophosphate/*analogs & derivatives. Antivir Chem Chemother 1998 Sep;9(5):445-8
phosphodiester alpha  0   *Oligonucleotides Thionucleotides. Nucleic Acids Res 1998 Dec 1;26(23):5492-500
xanthine 5'-O-(3-thiotriphosphate)  0   *Thionucleotides *Xanthines. J Biol Chem 1998 Nov 13;273(46):30183-8
2-methylthio-ADP  0   *Thionucleotides Adenosine Diphosphate/*analogs & derivatives. Endothelium 1997;5(4):277-86
2'-deoxy-2'-thiocytidylic acid  0   *Deoxycytosine Nucleotides *Thionucleotides. RNA 1998 Mar;4(3):340-5
4-thiodideoxyuridine triphosphate  0   *Thionucleotides Uridine Triphosphate/*analogs & derivatives. J Biol Chem 1998 Jan 9;273(2):997-1002
ISIS 3521  151879-73-1   *Thionucleotides Protein Kinase C/antagonists & inhibitors. Cancer Res 1996 Aug 1;56(15):3499-507
ISIS 4015  0   *Thionucleotides. J Infect Dis 1997 Jun;175(6):1308-16
8-bromoadenosine-3',5'-cyclic monophosphorothioate  0   *Thionucleotides 8-Bromo Cyclic Adenosine Monophosphate/*analogs & derivatives Cyclic AMP-Dependent Protein Kinases/antagonists & inhibitors. Biochem Biophys Res Commun 1997 Mar 27;232(3):626-30
guanosine-5'-monophosphorothioate-RNA  0   *RNA 5'-Guanylic Acid/*analogs & derivatives Thionucleotides. RNA 1996 Oct;2(10):982-94
CF 1109  0   *Thionucleotides Deoxycytidine Monophosphate/*analogs & derivatives. Biochem Biophys Res Commun 1996 Aug 14;225(2):363-9
2'-deoxy-2'-mercaptouridine 5'-diphosphate  0   *Thionucleotides Uridine Diphosphate/*analogs & derivatives. Biochemistry 1996 Jul 2;35(26):8595-602
ISIS 5132  0   *Thionucleotides Proto-Oncogene Proteins c-raf/antagonists & inhibitors.
Pharma Action Antineoplastic Agents ; Enzyme Inhibitors
Nat Med 1996 Jun;2(6):668-74
uridine-5'-O-(3-thiotriphosphate)  0   *Thionucleotides Uridine Triphosphate/*analogs & derivatives Receptors, Purinergic/agonists. Br J Pharmacol 1996 Jan;117(1):203
8-bromo-beta-phenyl-1,N(2)-ethenoguanosine 3',5'-cyclic monophosphorothioate  172806-21-2   *Thionucleotides Cyclic GMP/*analogs & derivatives Stereoisomerism Cyclic GMP-Dependent Protein Kinases/antagonists & inhibitors. Br J Pharmacol 1995 Dec;116(8):3110
adenosine 5'-O-(S-acetamidoproxyl 3-thiotriphosphate)  0   *Cyclic N-Oxides Adenosine Triphosphate/*analogs & derivatives Spin Labels Thionucleotides. Biochemistry 1995 Nov 21;34(46):15068-74
hybrid oligonucleotide phosphorothioate  0   *Thionucleotides. Biochem Pharmacol 1995 Aug 8;50(4):545-56
decathymidine nonaphosphorothioate  0   *Oligodeoxyribonucleotides *Thionucleotides. Antisense Res Dev 1995 Spring;5(1):39-47
5-mercaptouridine triphosphate  0   *Thionucleotides Uridine Triphosphate/*analogs & derivatives. Nucleic Acids Res 1995 Apr 11;23(7):1231-8
d(GCTATAApsTGG).r(CCAUUAUAGC)  0   *Nucleic Acid Heteroduplexes *Thionucleotides. Biochemistry 1995 Apr 18;34(15):4969-82
fomivirsen  160369-77-7   *Thionucleotides.
Pharma Action Antiviral Agents ; Oligonucleotides, Antisense
AIDS Patient Care 1994 Apr;8(2):92VITRAVENE PRESERVATIVE FREE
8-(4-chlorophenylthio)guanosine 3',5'-cyclic monophosphorothioate  0   *Thionucleotides Cyclic GMP/*analogs & derivatives Cyclic GMP-Dependent Protein Kinases/antagonists & inhibitors.
Pharma Action Enzyme Inhibitors
Proc Natl Acad Sci U S A 1994 Dec 6;91(25):12086-90
6-thioethylpurineriboside 3',5'-phosphorothioate  0   *Nucleotides, Cyclic *Thionucleotides. Biochem J 1994 Oct 15;303(Pt 2):539-45
IP 3196  160640-16-4   *Oligodeoxyribonucleotides *Thionucleotides Phospholipases A/antagonists & inhibitors. Nucleic Acids Res 1994 Aug 11;22(15):3202-9
OL(1)p53  0   *Thionucleotides. Antisense Res Dev 1993 Winter;3(4):383-90
phosphorothioate-3'-hydroxypropylamine oligonucleotide sT2a  0   *Oligonucleotides *Thionucleotides. Nucleic Acids Res 1994 Mar 25;22(6):977-86
adenosine 5'-O-(S-(4-bromo-2,3-dioxobutyl))thiophosphate  0   *Thionucleotides Adenosine Diphosphate/*analogs & derivatives. J Biol Chem 1994 Mar 18;269(11):8082-90
guanosine 5'-O-(S-(4-bromo-2,3-dioxobutyl))thiophosphate  0   *Thionucleotides 5'-Guanylic Acid/*analogs & derivatives. J Biol Chem 1994 Mar 18;269(11):8082-90
oligonucleotide 5320  0   *Oligodeoxyribonucleotides *Thionucleotides. Proc Natl Acad Sci U S A 1994 Feb 15;91(4):1356-60
ISIS 3466  148376-09-4   *Thionucleotides. Cancer Lett 1993 Oct 15;74(1-2):125-35
afovirsen sodium  138330-98-0 Thymidine, 2'-deoxy-P-thiocytidylyl-(5'-3')-P-thiothymidylyl-(5'-3')-2'-deoxy-P-thioguanylyl-(5'-3')-2'-deoxy-P-thiocytidylyl-(5'-3')-P-thiothymidylyl-(5'-3')-2'-deoxy-P-thiocytidylyl-(5'-3')-2'-deoxy-P-thiocytidy  *Thionucleotides Oligonucleotides, Antisense. J Pharmacol Exp Ther 1993 Dec;267(3):1181-90
8-bromoguanosino-3',5'-cyclic monophosphorothioate  150418-07-8   *Thionucleotides Cyclic GMP/*analogs & derivatives. Arch Biochem Biophys 1993 Nov 1;306(2):383-90
5-fluoro-2-thio-2'-deoxyuridylate  151134-50-8   *Thionucleotides Fluorodeoxyuridylate/*analogs & derivatives. Biochem Biophys Res Commun 1993 Sep 30;195(3):1301-8
NSC 624958  151219-07-7   *Thionucleotides. Biochem Pharmacol 1993 May 25;45(10):2037-43
GEM91  0   *Thionucleotides.
Pharma Action Anti-HIV Agents ; Oligodeoxyribonucleotides, Antisense
Antisense Res Dev 1992 Winter;2(4):261-6
alpha-2'-deoxyoctathymidylate phosphorothioate  138704-97-9   *Thionucleotides Thymidine Monophosphate/*analogs & derivatives Oligodeoxyribonucleotides. Nucleic Acids Symp Ser 1991;25:101-2
guanosine-5'-O-(S-(3-bromo-2-oxopropyl))thiophosphate  144085-39-2   *Thionucleotides 5'-Guanylic Acid/*analogs & derivatives. Biochemistry 1992 Nov 3;31(43):10544-55
ISIS 1082  141442-28-6   *Thionucleotides. Antimicrob Agents Chemother 1992 Mar;36(3):527-32
6-thioxanthine 5'-monophosphate  3237-49-8   *Thionucleotides *Xanthines. Leuk Res 1992;16(3):275-80
5,6-dichloro-1-beta-D-ribofuranosylbenzimidazole-3',5'-monophosphorothioate  120912-54-1   *Thionucleotides Dichlororibofuranosylbenzimidazole/*analogs & derivatives. Biochem J 1991;279(Pt 2):521
Chol-SdC10  131933-00-1   *Thionucleotides Cholesterol/*analogs & derivatives. Biochemistry 1991;30(9):2439
guanosine 5'-monophosphorothioate  76310-16-2   *5'-Guanylic Acid *Thionucleotides. EMBO J 1990;9(12):4111
alpha-thioadenosine triphosphate  117750-47-7   *Thionucleotides Adenosine Triphosphate/*analogs & derivatives. Biochem J 1990;271(1):265
alpha-thiodeoxyadenosine triphosphate  87092-22-6   *Deoxyadenine Nucleotides *Thionucleotides. Biochem J 1990;271(1):265
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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012

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