174060-75-4

Upstream product

• 128084-01-5 (+/-)-7β,8α,9α-trihydroxy-10α-amino-7,8,9,10-tetrahydrobenzopyrene 
• 159950-73-9 Phosphoric acid (2R,3S,5R)-5-(6-fluoro-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester bis-[2-(4-nitro-phenyl)-ethyl] ester 
• 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 
• 159950-72-8 Phosphoric acid (2R,3S,5R)-5-(6-chloro-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester bis-[2-(4-nitro-phenyl)-ethyl] ester 

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).