102690-87-9

Upstream product

• 100-27-6 2-(4-nitrophenyl)ethanol 
• 921-26-6 N,N-diisopropylphosphoramide dichloride 
• 108-18-9 diisopropylamine 

Downstream Products

• 173911-96-1 Phosphoric acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(6-chloro-purin-9-yl)-tetrahydro-furan-3-yl ester bis-[2-(4-nitro-phenyl)-ethyl] ester 
• 364048-15-7 3'-[[bis[2-(4-nitrophenyl)ethoxy]phosphinyl]oxy]-5'-[2-[(N-fluorenemethyloxycarbonyl)-aminooxy]]-acetylamino-N-benzoyl-2',5'-dideoxyadenosine 
• 625091-55-6 methyl (3R-4aR-(4aβ,8α,8aα))-3-(di-(2-(4-nitrophenyl)ethoxy)phosphinyloxy)-8-(di-(2-(4-nitrophenyl)ethoxy)phosphinyloxy)-3-(dibromomethyl)-2-oxo-2,3,4a,5,8,8a-hexahydro-1,4-benzodioxin-6-carboxylate 

Relevant academic research and scientific papers

Synthesis of deoxyadenosine 3′-phosphates bearing cis and trans adducts of 7β,8α-dihydroxy-9α,10α-epoxy-7,8,9,10-tetrahydrobenzo[a] pyrene: Standards for 32P-postlabeling assays

Deoxyadenosine 3′-phosphates bearing cis and trans N6 adducts of (7R) and (7S)-anti 7β,8α-dihydroxy-9α,10α-epoxy-7,8,9,10-tetrahydrobenzo[a] pyrenes have been prepared in good yield by reaction of 6-fluoropurinyl 2′-deoxyriboside 3′-(bis(2-[4-nitrophenyl]ethyl )phosphate with the (±)-(7β,8α,9α,10β)- and (±)-7β,8α,9α,10α)-10-amino-7,8,9,10- tetrahydrobenzo[a]pyrene-7,8,9-triols. The protected phosphates are easily prepared as diasteromeric mixtures, readily resolved by reversed phase HPLC, and efficiently deprotected with DBU to give the adducted 3′-phosphates. These nucleotides are of value as standards for the 32P-postlabeling procedure of Randerath for determination of benzo[a]pyrene adducts in DNA (Reddy et al. Carcinogenesis 1984, 5, 231).

CHEMICAL 5'-PHOSPHORYLATION OF OLIGONUCLEOTIDES VALUABLE IN AUTOMATED DNA SYNTHESIS

A new method has been developed for the chemical 5'-phosphorylation of oligonucleotides starting from easily available phosphorous-III compounds using phosphate protecting groups which can be cleaved off via β-elimination.The hydrophobic 2-(p-nitrophenyl)