37819-60-6

Basic information

• Product Name: N-(deoxyguanosin-8-yl)acetylaminofluorene
• Synonyms: N-(deoxyguanosin-8-yl)acetylaminofluorene;N-(deoxyguanosin-8-yl)-2-acetylaminofluorene
• CAS NO: 37819-60-6
• Molecular Formula: C₂₅H₂₄N₆O₅
• Molecular Weight: 488.5
• Mol File: 37819-60-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 849.9±75.0 °C(Predicted)
• Appearance: /
• Density: 1.68±0.1 g/cm3(Predicted)
• PKA: 14.44±0.10(Predicted)
• CAS DataBase Reference: N-(deoxyguanosin-8-yl)acetylaminofluorene(CAS DataBase Reference)
• NIST Chemistry Reference: N-(deoxyguanosin-8-yl)acetylaminofluorene(37819-60-6)
• EPA Substance Registry System: N-(deoxyguanosin-8-yl)acetylaminofluorene(37819-60-6)

Safety Data

• Hazardous Substances Data: 37819-60-6(Hazardous Substances Data)

Usage

Definition

ChEBI: Guanosine substituted at the purine 8-position by an acetyl(9H-fluoren-2-yl)amino group.

Upstream product

• 961-07-9 2'-Deoxyguanosine 
• 16808-85-8 N-(sulfonatooxy)-N-acetyl-2-aminofluorene 
• 53-95-2 N-Hydroxy-2-acetylaminofluoren 
• 6098-44-8 NA-AAF 
• 961-07-9 2'-deoxyguanosine 
• 1009639-09-1 O⁶-(benzotriazol-1-yl)-3′,5′-di-O-(t-butyldimethylsilyl)-2′-deoxyguanosine 
• 1009639-13-7 8-[acetyl(9H-fluoren-2-yl)amino]-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine 
• 51549-35-0 3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine 
• 53-94-1 N-(9H-fluoren-2-yl)hydroxylamine 
• 607-57-8 2-nitro-9H-fluorene 
• 479408-24-7 8-(N-2-amino-fluorene)-O⁶-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-N²-dimethoxytrityl-2'-deoxyguanosine 
• 479408-36-1 8-(N-acetyl-2-amino-fluorene)-O⁶-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-N²-(p-isopropylphenoxyacetyl)-2'-deoxyguanosine 
• 479408-40-7 N-[6-benzyloxy-9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-8-(9H-fluoren-2-ylamino)-9H-purin-2-yl]-2-(4-isopropyl-phenoxy)-acetamide 
• 479408-23-6 O⁶-benzyl-8-bromo-3′,5′-O-bis(tert-butyldimethylsilyl)-N²-dimethoxytrityl-2′-deoxyguanosine 

Downstream Products

• 1137726-82-9 C₅₈H₆₄N₉O₈P 
• 152685-32-0 N-<5'-Dimethoxytrityl-N²-(9-fluorenylmethoxycarbonyl)-2'-deoxyguanosin-8-yl>-2-(acetylamino)fluorene 
• 153875-52-6 N-<3',5'-Bis(dimethoxytrityl)-N²-(9-fluorenylmethoxycarbonyl)-2'-deoxyguanosin-8-yl>-2-(acetylamino)fluorene 
• 73051-69-1 N-(deoxyguanosin-8-yl)-2-aminofluorene 
• 73051-69-1 2-fluoren 
• 127999-39-7 N'-(9H-Fluoren-2-yl)-N-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-N-(2-imino-5-oxo-imidazolidin-4-yl)-guanidine 
• 127999-35-3 2-[(E)-9H-Fluoren-2-ylimino]-1-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-imino-1,3,6,8-tetraaza-spiro[4.4]nonane-4,9-dione 
• 961-07-9 2'-Deoxyguanosine 
• 5744-03-6 dodecahydrofluorene 
• 14490-85-8 8->guanine 

Relevant articles and documents

Synthesis of the Ultimate Hepatocarcinogen, 2-Acetylaminofluorene N-Sulphate

Reaction of N-hydroxy-2-acetylaminofluorene with dicyclohexylcarbodi-imide and H2SO4 yields 2-acetylaminofluorenone N-sulphate, the presumed ultimate form of the hepatocarcinogen 2-acetylaminofluorene.

Synthesis of site-specific damaged DNA strands by 8-(acetylarylamino)- 2′-deoxyguanosine adducts and effects on various DNA polymerases

Beside the predominately found 8-(arylamino)-2′-dG, 8-(acetylarylamino) damages within DNA-strands may also play an important role in the induction of chemical carcinogenesis. A synthesis pathway leading to these 8-(acetylarylamino)-dG adducts using different aromatic amines has been optimized. The 8-modified dGs were converted into the corresponding phosphoramidites and site-specifically incorporated into different oligonucleotides leading to DNA strands. Lesion-bearing hybrids of these damaged DNA-strands with complementary oligonucleotides were used to study their melting properties and their circular dichroism spectra. It was shown that no EcoRI restriction took place with the damage inside the cleavage site. Finally, three different DNA polymerases were used for primer extension studies. C8-NAc-Arylamine adducts of 2′-deoxyguanosine with various aromatic amines were synthesized by using cross-coupling reactions and converted into 3′-phosphoramidites. Site-specific damaged NarI-, EcoRI- and 20mer-oligonucleotides were prepared by automated DNA-synthesis. Biophysical properties, restriction endonuclease studies and DNA-polymerase assays were performed. Copyright

Reactivity of the 4-biphenylyl and 2-fluorenylnitrenium ions with heterocyclic and carbon nucleophiles

The carcinogens 4-aminobiphenyl, 2-aminofluorene and their N-acetyl derivatives form DNA adducts in vivo with the aryl nitrogen attached at C-8 of guanine. These adducts are proposed to arise through the reaction with the DNA base of a nitrenium ion obtai