88121-45-3

Upstream product

• 29681-57-0 tert-butyldimethylsilane 
• 4546-55-8 N-benzoyladenosine 
• 81691-32-9 N⁶-benzoyl-2',5'-bis-O-(tert-butyldimethylsilyl)adenosine 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 69504-16-1 N⁶-benzoyl-5'-O-(tert-butyldimethylsilyl)adenosine 
• 69739-34-0 t-butyldimethylsiyl triflate 

Downstream Products

• 69504-08-1 N-{9-[(2R,3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide 
• 102490-50-6 2'-O-tetrahydrofuran-2-yl-N⁶-benzoyl-D-adenosine 
• 88160-05-8 3',5'-O-diacetyl-2'-O-tetrahydrofuranyl-N-benzoyladenosine 
• 88160-16-1 C₄₇H₄₅Cl₂N₇O₁₂P₂ 
• 87872-87-5 (4-Methoxy-phenyl)-phosphoramidic acid (2R,3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-3-hydroxy-4-(tetrahydro-furan-2-yloxy)-tetrahydro-furan-2-ylmethyl ester 2-chloro-phenyl ester 
• 82481-73-0 9-(2-O-α-D-ribofuranosyl-β-D-ribofuranosyl)-adenine 
• 171022-45-0 6-N-benzoyl-3',5'-bis-O-tert-butyldimethylsilyladenosin-2'-yl-2-cyanoethyl N,N-diisopropylphosphoramidite 

Relevant academic research and scientific papers

Synthesis of Dimeric ADP-Ribose and Its Structure with Human Poly(ADP-ribose) Glycohydrolase

Poly(ADP-ribosyl)ation is a common post-translational modification that mediates a wide variety of cellular processes including DNA damage repair, chromatin regulation, transcription, and apoptosis. The difficulty associated with accessing poly(ADP-ribose) (PAR) in a homogeneous form has been an impediment to understanding the interactions of PAR with poly(ADP-ribose) glycohydrolase (PARG) and other binding proteins. Here we describe the chemical synthesis of the ADP-ribose dimer, and we use this compound to obtain the first human PARG substrate-enzyme cocrystal structure. Chemical synthesis of PAR is an attractive alternative to traditional enzymatic synthesis and fractionation, allowing access to products such as dimeric ADP-ribose, which has been detected but never isolated from natural sources. Additionally, we describe the synthesis of an alkynylated dimer and demonstrate that this compound can be used to synthesize PAR probes including biotin and fluorophore-labeled compounds. The fluorescently labeled ADP-ribose dimer was then utilized in a general fluorescence polarization-based PAR-protein binding assay. Finally, we use intermediates of our synthesis to access various PAR fragments, and evaluation of these compounds as substrates for PARG reveals the minimal features for substrate recognition and enzymatic cleavage. Homogeneous PAR oligomers and unnatural variants produced from chemical synthesis will allow for further detailed structural and biochemical studies on the interaction of PAR with its many protein binding partners. (Chemical Equation Presented).

The PdCl2/R3SiH system for the silylation of nucleosides

Convenient syntheses of TIPDS-Cl2 and TBDMS-Br from the corresponding hydrides were obtained by using catalytic PdCl2 and CCl4 or CH2Br2, respectively. These systems can be successfully applied in tandem procedures for improved silylation of nucleosides.

Studies on Transfer Ribonucleic Acid and Related Compounds. XLIII. Synthesis of Oligoribonucleotides by using 5'-Selective Phosphorilation of 2'-O-Tetrahydrofuranyl Nucleosides

2'-O-Tetrahydrofuranyl nucleosides have been synthetized from 2,3-dihydrofuran via 3',5'-bis-tert-butyldimethylsylilnucleosides.These nucleosides were used as intermediates for oligonucleotide syntheses by the phosphotriester method.Trimers C-C-A and C-C-

ISOMERIZATION OF tert-BUTYLDIMETHYLSILYL PROTECTING GROUPS IN RIBONUCLEOSIDES

The tert-butyldimethylsilyl group undergoes isomerization between O-2' and O-3' in ribonucleosides in solution.Isomerization is most rapid in protic solvents and extremely slow in such solvents as dry dimethyl sulfoxide, pyridine, oxolane, chloroform, or