92127-24-7Relevant academic research and scientific papers
Large-scale synthesis of oligpnucleotide phosphorothioates using 3-amino-1,2,4-dithiazole-5-thione as an efficient sulfur-transfer reagent
Tang, Jin-Yan,Han, Yongxin,Tang, Jimmy X.,Zhang, Zhaoda
, p. 194 - 198 (2000)
A commercially available and inexpensive compound, 3-amino-1,2,4-dithiazole-5-thione (ADTT), is discovered to be a new sulfur-transfer reagent for solid-phase synthesis of oligonucleotide phosphorothioates via the phosphoramidite method. The efficiency of ADTT was investigated by solid-phase syntheses of dinucleotide and oligonucleotide phosphorothioates. The results show that ADTT is a highly efficient sulfur-transfer reagent and fully compatible with automated solid-phase synthesis. ADTT has been applied in manufacture of oligonucleotide phosphorothioates to reduce the cost significantly.
Diastereomerically pure nucleoside-5′-O-(2-thio-4,4-pentamethylene-1, 3,2-oxathiaphospholane)s-Substrates for synthesis of P-chiral derivatives of nucleoside-5′-O-phosphorothioates
Tomaszewska, Agnieszka,Guga, Piotr,Stec, Wojciech J.
, p. 237 - 244 (2012/04/10)
A method for stereocontrolled chemical synthesis of P-substituted nucleoside 5′-O-phosphorothioates has been elaborated. Selected 3′-O-acylated deoxyribonucleoside- and 2′,3′-O,O-diacylated ribonucleoside-5′-O-(2-thio-4,4-pentamethylene-1,3,2-oxathiaphospholane)s were chromatographically separated into P-diastereomers. Their reaction with anions of phosphorus-containing acids was highly stereoselective (≥90%) and furnished corresponding P-chiral α-thiodiphosphates and their phosphonate analogs with satisfactory yield. Copyright
SULFUR TRANSFER REAGENTS FOR OLIGONUCLEOTIDE SYNTHESIS
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Page/Page column 5, (2009/12/24)
The use of N-formamidino-5-amino-3H-1,2,4-dithiazole-3-thiones as novel, efficient sulfur-transfer reagents is disclosed. The sulfur transfer from these reagents to compounds containing P(III) atom, triphenylphosphine, 5′-O-DMT-thymidine 2-cyanoethyl-(N,N
A new strategy for the synthesis of phosphorothioates of 2′-deoxyriboligonucleotides
Kumar, Prabhat,Misra
, p. 1000 - 1004 (2007/10/03)
2-Picoline thiol, a new reagent, has been indigenously prepared and a new strategy has been followed for the sulphurization of phosphate bond in nucleotide monomer. The 2-picolylthiophosphorobis-(triazolide) has been prepared using phosphite triester approach and treated with protected nucleosides to get phosphorothioate synthons. The two dimers, d(GpT) and d(TpT) have been synthesised in very good yields using these synthons. The removal of 2-methylpyridyl group at the end of synthesis is achieved with 1,1,3,3-tetramethylguanidinium-4-nitrobenzaldoxime in dioxane-water.
O-2,4-DICHLOROPHENYL S-METHYL PHOSPHOROCHLORIDOTHIOATE: A VERSATILE AGENT IN THE FORMATION OF THE 3'-5' INTERNUCLEOTIDIC LINKAGE BY THE PHOSPHOTRIESTER APPROACH TO OLIGONUCLEOTIDE SYNTHESIS
Caruso, Pier Bartolomeo,Sindona, Giovanni,Liguori, Angelo,Uccella, Nicola
, p. 253 - 256 (2007/10/02)
O-2,4-dichlorophenyl S-methyl phosphorochloridothioate can be used as a phosphorylating agent in the formation of (3'-5') dinucleoside phosphates and phosphorothioates.The former have beeen obtained by removal of the methylthio function from the protected
