160905-87-3Relevant articles and documents
Stereoselective and Divergent Aza-Adenosine and Aza-Guanosine Syntheses from Xylofuranose, the Key Fragments of a STING Cyclic Dinucleotide Agonist
Eastgate, Martin,Ortiz, Adrian,Rogers, Amanda,Schmidt, Michael A.,Xu, Zhongmin,Yuan, Changxia,Zhu, Jason
, (2021)
The stereoselective and divergent synthesis of two aza-nucleosides is reported. Starting from xylofuranose 9, aza-adenosine 2 was prepared in 13 steps and 7% overall yield, and aza-guanosine 3 was prepared in 13 steps and 7.8% overall yield. Compared to t
Preparation of fluorinated RNA nucleotide analogs potentially stable to enzymatic hydrolysis in RNA and DNA polymerase assays Dedicated to Dr. Teruo Umemoto on the occasion of receiving the ACS Award for Creative Work in Fluorine Chemistry.
Shakhmin, Anton,Jones, John-Paul,Bychinskaya, Inessa,Zibinsky, Mikhail,Oertell, Keriann,Goodman, Myron F.,Prakash, G.K. Surya
, p. 226 - 230 (2014)
Analogs of ribonucleotides (RNA) stable to enzymatic hydrolysis were prepared and characterized. Computational investigations revealed that this class of compounds with a modified triphosphate exhibits the correct polarity and minimal steric effects compa
SYNTHETIC PGPG ANALOGS, METHODS OF PREPARATION AND METHODS OF USE
-
, (2014/01/09)
The present invention relates to compounds according to Formula I: and salts thereof, wherein R1, R2, R3, R4, and L are as defined herein. Methods for preparing compounds of Formula I are also provided. The present invention further includes methods of treating and preventing bacterial infections, and methods of identifying pGpG-binding domains in bacteria, using the compounds of Formula I.
An efficient synthesis of 3′-amino-3′-deoxyguanosine from guanosine
Zhang, Lei,Cui, Zhiyong,Zhang, Biliang
, p. 703 - 710 (2007/10/03)
3′-Amino-3′-deoxyguanosine was synthesized from guanosine in eight steps and 58% overall yield. The 2′,3′-diol of 5′-O-[(tert-butyl)diphenylsilyl]-2-N-[(dimethylamino) methylidene]guanosine was reacted with α-acetoxyisobutyryl bromide and treated with 0.5N NH3 in MeOH to yield 9-[2′-O-acetyl-3′-bromo-5′-O-[(tertbutyl) diphenylsilyl]-3′-deoxy-β-D-xylofuranosyl]-2-N- [(dimethylamino)methylidene]guanine, which was reacted with benzyl isocyanate, NaH, and then 3.0N NaOH, and finally with Pd/C (10%) and HCO2NH4 in EtOH/AcOH to afford 3′-amino-3′-deoxyguanosine.
Efficient synthesis of protected 3′-deoxyadenosine and 3′-deoxyguanosine from adenosine and guanosine
Cui, Zhiyong,Zhang, Lei,Zhang, Biliang
, p. 561 - 563 (2007/10/03)
Highly efficient synthesis of protected 3′-deoxyadenosine and 3′-deoxyguanosine from adenosine and guanosine were described. The 2′,3′-diol of protected adenosine and guanosine were reacted with α-acetoxyisobutyryl bromide to yield 9-(2′-O-acetyl-3′-bromo
Novel Solid-phase Synthesis of Branched Oligoribonucleotides, including a Substrate for the RNA Debranching Enzyme
Sproat, Brian S.,Beijer, Barbro,Groetli, Morten,Ryder, Ursula,Morand, Kenneth L.,Lamond, Angus I.
, p. 419 - 432 (2007/10/02)
An effective new route for synthesizing branched oligoribionucleotides in the solid phase in the 5' to 3' direction has been developed.This required the synthesis of reversed monomers, viz. protected nucleoside 5'-phosphoramidites bearing 2'-O-Fpmp and 3'
