Detail of "17333-85-6"

Reference

Alternative bioactivation routes for b-hydroxynitrosamines

Alternative bioactivation routes for b-hydroxynitrosamines. Biochemical and chemical model studies. Loeppky, R. N.; Tomasik, W.; Kovacs, D. A.; Outram, J. R.; Byington, K. H. (Dep. Chem., Univ. Missouri-Columbia, Columbia, MO 65211, USA). IARC Sci. Publ., 57(N-Nitroso Compd: Occurrence, Biol. Eff. Relevance Hum. Cancer), 429-36 (English) 1984. CODEN: IARCCD. ISSN: 0300-5038. DOCUMENT TYPE: Journal CA Section: 4 (Toxicology) The biochem. retroaldol-like fragmentation of b-hydroxynitrosamines by liver S9 fragment was investigated. The extent of fragmentation of 2-hydroxy-2-methylpropylmethylnitrosamine (HMPMN) [50597-30-3] to nitrosodimethylamine [62-75-9] and Me2CO [67-64-1] induced by metabolic activation increases as the NADPH level is decreased. 2-Hydroxy-2-phenylethylmethylnitrosamine (HPhEMN) [36972-73-3] undergoes competitive oxidn. to 2-oxo-2-phenylethylmethylnitrosamine (OPhEMN) [55984-52-6] and fragmentation to benzaldehyde [100-52-7] and N-nitrosodimethylamine [62-75-9] in the presence of a metabolic activation system from rat liver. The extent of the oxidn. was increased by preinduction of the rats with phenobarbital, or sep. addn. of NADPH and NAD, but was decreased by addn. of DMSO. The fragmentation was obsd. most readly when oxidn. was inhibited or was not induced by cofactors. When HPhEMN was administered to a rat i.p., benzaldehyde (fragmentation) was found in the urine with OPhEMN and the substrate, but only the last two substances were found in liver and blood. These expts. provide evidence for retroaldol-like fragmentation of b-hydroxynitrosamines both in vitro and in vivo. In a related investigation, it was found that N-nitroso-N-4-chlorophenyl-2-aminoethanal (NCAE)(I) [97795-14-7] is extremely reactive and induces spontaneous generation of 4-chlorobenzenediazonium ion [17333-85-6] in CHCl3, as trapped by 2-naphthol. NCAE reacts with Me2NH in CHCl3, C6H6, or MeOH to give N-nitrosodimethylamine and 4-chloroanline, among other products. This suggests that b-nitrosaminoaldehydes produced by the biooxidn. of their corresponding alcs. could produce cell alteration through alkylation, deamination or transnitrosation.

Probing Chiral Selective Reactions Using a Revised Kataura Plot for the Interpretation of Single-Walled Carbon Nanotube Spectroscopy

Probing Chiral Selective Reactions Using a Revised Kataura Plot for the Interpretation of Single-Walled Carbon Nanotube Spectroscopy. Strano, Michael S. (Department of Chemical and Biomolecular Engineering, University of Illinois at Urbana/Champaign, Urbana, IL 61801, USA). Journal of the American Chemical Society, 125(51), 16148-16153 (English) 2003 American Chemical Society. CODEN: JACSAT. ISSN: 0002-7863. DOCUMENT TYPE: Journal CA Section: 73 (Optical, Electron, and Mass Spectroscopy and Other Related Properties) Section cross-reference(s): 57 Raman spectroscopy on surfactant-dispersed, aq. suspensions of single-walled carbon nanotubes is used to verify the energies of interband transitions and validate the spectral assignments of semiconducting and metallic nanotubes detd. by spectrofluorimetry for the former and Raman excitation profiles for the latter. The results are compiled into an exptl. based mapping of transition vs. nanotube diam. to revise those previously employed using single-electron theor.There are some commonly used reagents with their cas registry numbers 17333-85-6 and 7440-44-0 in this article. treatments. Because this mapping provides the transitions assocd. with a precise chiral wrapping of a particular nanotube, it allows the monitoring of reaction pathways that are selective to the nanotube chirality vector. This is demonstrated using a model electron-transfer reaction of 4-chlorobenzenediazonium shown to be selective for metallic over semiconducting carbon nanotubes via charge-transfer stabilization of complexes at the surfaces of the former. .