Pyrenes, molecular structures

Molecular structure of a self-immolative AB6 dendron with aminomethyl-pyrene reporter units and a Boc protecting group as a trigger. 

A theoretical analysis is presented for the binding of the four dia-stereoisomers of benzo[a]pyrene diol epoxides (BPDEs) to N2(g), N6(a), 06(G) and NU(c). Molecular models for binding and stereoselectivity involving intercalation, intercalative covalently and externally bound forms are presented. Molecular mechanics calculations provide the energetics which suggest possible structures for the formation of each of the principal DNA-BPDE complexes. Stereographic projections are used to illustrate the molecular structures and steric fits. The results of previous calculations on intercalation and adduct formation of BPDE l(+) in kinked DNA (37) are summarized and extended to include the four diastereoisomers l( ) and II( ). The theoretical model is consistent with the observed experimental data. 

Dyes, Dye Intermediates, and Naphthalene. Several thousand different synthetic dyes are known, having a total worldwide consumption of 298 million kg/yr (see Dyes and dye intermediates). Many dyes contain some form of sulfonate as —S03H, —S03Na, or — SC NH. Acid dyes, solvent dyes, basic dyes, disperse dyes, fiber-reactive dyes, and vat dyes can have one or more sulfonic acid groups incorporated into their molecular structure. The raw materials used for the manufacture of dyes are mainly aromatic hydrocarbons (67—74) and include benzene, toluene, naphthalene, anthracene, pyrene, phenol (qv), pyridine, and carbazole. Anthraquinone sulfonic acid is an important dye intermediate and is prepared by sulfonation of anthraquinone using sulfur trioxide and sulfuric acid. 

Jemstrom B, Graslund A. Covalent binding of benzo[a] pyrene 7,8-dihydrodioI 9,10-epxides to DNA molecular structure, induced mutations and biological consequences. Biophys Chem 1994 49 185-199. 

Figure 5.48 Molecular structures of two of the photoactive pyrene end-labeled oligonucleotides reported by Reese and Fox [80]...

Imahori et al. reported on the energy transfer in mixed self-assembled monolayers of pyrene and porphyrin [83]. The molecular structures of the disulfide-terminated chromophores are illustrated in Figure 5.53. Porphyrin and pyrene dimers were coadsorbed onto Au(lll) mica substrates in different ratios. The ratios of pyrene to porphyrin were experimentally determined from absorption spectroscopy and the pyrene dimer was observed to adsorb preferentially, possibly due to its strong... 

Figure 5.53 Molecular structures of the (a) pyrene and (b) porphyrin monolayer components in the mixed self-assembled monolayers reported by Imahori et al. [83]...

Figure 5 Molecular structures of the (+)-/rans-a/i/i-[BP]-,/V2-dG and (-)-cis-anti-[BPJ-A dG adducts formed from the metabolically activated form of the widespread environmental polutant benzo[a]pyrene (BP) and dG. These two adducts have the same S-configuration about the a/i/HBPJ-ClO-A -dG linkage but different arrangements of the OH groups at the 7, 8, and 9 positions of the a/i//-[BP] residue. Each of these two diastereoisomers also has a corresponding stereoisomer with a 10R configuration at CIO (not shown).

Figure 6 Molecular structures of two pyrenyl-substituted uridine nucleosides, pyrenyl-dU and pyrenoyl-dU. In polar protic solvents, the lowest-energy electronic excited state of pyrenyl-dU is a pyrene-to-uridine charge-transfer state, pyrene +/dU .

Figure 1.6. Molecular structure of a bichromophoric pyrene-perylene bisimide system investigated by De Cola and co-workers [16].

Figure 12.2 Molecular structure of 1-hydroxypyrene (IHP), 8-hydroxypyrene-l,3,6-dimethylsulfamide (HPTA) and 8-hydroxy pyrene 1,3,6-trisulfonate (HPTS).

Karle, I., Yagi, H., Sayer, J., and DM, J. (2004) Crystal and molecular structure of a benzo[o]pyrene 7,8-diol 9,10-epoxide N2-deoxyguanosine adduct absolute configuration and conformation. Proc. Natl. Acad. Sci. USA, 101, 1433-1438. 

Fig. 12 Molecular structure of pyrene-based amphiphile Pyl and water-soluble cross-linker L2...

Figure 14.3 Molecular structure of poly(ethylene glycol)-poly(P-amino ester)s labelled with fluorescent pyrene.

Figure 34.23 Self-healing polymer blend, as described by Hayes et al. (a) Molecular structures of the pyrene-terminated polyamide and the polyimide reported in Ref. [95] (b) Schematic representation of...

Fig. 10 Molecular structure of fluorinated pyrene-fused phenoxyboron subphthalocyaninate 187 (CCDC 780572) [105]...

It is well-known that some polycyclic aromatic hydrocarbons, such as benzo(a)pyrene, are strong carcinogens, while some other polycyclic aromatic hydrocarbons with quite similar molecular structure, such as benzo(a)naphthacene, having no carcinogenic activity. In order to find the regularities of the carcinogenic activity of polycyclic aromatic hydrocarbons, quantum chemical parameters and molecular descriptors have been used for SVM computation. 

Molecular structures of pyrene- or fluoranthene-substituted ethenes 55... 

---