98363-93-0

Upstream product

• 119038-34-5 5'-O-monomethoxytrityl-3'-S-benzoyl-3'-thiothymidine 
• 51066-54-7 sodium thiobenzoate 
• 119005-75-3 Methanesulfonic acid (2R,3R,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 
• 124680-51-9 (2R,4R,5R)-1-[5-[bis(4-methoxyphenyl)phenylmethoxymethyl]-4-hydroxytetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 

Downstream Products

• 142827-08-5 C₅₃H₅₀ClN₄O₁₂PS₂ 
• 502635-62-3 thiobenzoic acid S-[5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phosphonooxymethyl-tetrahydro-furan-3-yl] ester 
• 502635-64-5 Phosphoric acid mono-[(2R,3S,5R)-3-[2-(4-hydroxy-phenyl)-2-oxo-ethylsulfanyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl] ester 

Relevant academic research and scientific papers

p-Hydroxyphenacyl bromide as photoremoveable thiol label: A potential phototrigger for thiol-containing biomolecules

p-Hydroxyphenacyl bromide is described as a photoremovable thiol protecting group on three biomolecules containing a free thiol group. The protecting group is efficiently incorporated by chemical coupling to the biomolecule in an ethanol-buffer mixture. The photofragmentations (λ=312 nm) were analyzed by UV, HPLC and MS methods, yielding over 70% of the free biomolecules. The concomitant formation of p-hydroxyphenylacetic thioesters derived from the corresponding thiols, as a sulfur-containing side-product, should not hinder the use of this protecting group for the caging of thiol-containing biomolecules.

New methods for the synthesis of 3'-S-phosphorothiolate internucleoside linkages

Efficient procedures are described for the synthesis of dinucleoside phosphorothiolates using either a Michaelis-Arbusov-type reaction or a phosphotriester approach.