ChemInform Abstract: Singlet Oxygen Mediated Oxidation of Olefins within Zeolites: Selectivity and Complexities.

ChemInform ◽  
2000 ◽  
Vol 31 (49) ◽  
pp. no-no
Author(s):  
J. Shailaja ◽  
J. Sivaguru ◽  
Rebecca J. Robbins ◽  
V. Ramamurthy ◽  
R. B. Sunoj ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Oxidation Of Olefins ◽  
Mediated Oxidation

Cation controlled singlet oxygen mediated oxidation of olefins within zeolites

2002 ◽  
Vol 153 (1-3) ◽  
pp. 55-65 ◽  
Author(s):  
Lakshmi S Kaanumalle ◽  
J Shailaja ◽  
Rebecca J Robbins ◽  
V Ramamurthy
Keyword(s):  
Singlet Oxygen ◽  
Oxidation Of Olefins ◽  
Mediated Oxidation

Singlet Oxygen Mediated Oxidation of Olefins within Zeolites: Selectivity and Complexities

Tetrahedron ◽  
2000 ◽  
Vol 56 (36) ◽  
pp. 6927-6943 ◽  
Author(s):  
J. Shailaja ◽  
J. Sivaguru ◽  
Rebecca J. Robbins ◽  
V. Ramamurthy ◽  
R.B. Sunoj ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Oxidation Of Olefins ◽  
Mediated Oxidation

scholarly journals Singlet oxygen (1Δg)-mediated oxidation of cellular and subcellular components: ESR and AFM assays

2005 ◽  
Vol 17 (18) ◽  
pp. S1471-S1482 ◽  
Author(s):  
Bertrand Vileno ◽  
Małgorzata Lekka ◽  
Andrzej Sienkiewicz ◽  
Pierre Marcoux ◽  
Andrzej J Kulik ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Mediated Oxidation

Oxaluric Acid as the Major Product of Singlet Oxygen-Mediated Oxidation of 8-Oxo-7,8-dihydroguanine in DNA

2000 ◽  
Vol 122 (51) ◽  
pp. 12622-12628 ◽  
Author(s):  
Victor Duarte ◽  
Didier Gasparutto ◽  
Lydia F. Yamaguchi ◽  
Jean-Luc Ravanat ◽  
Glaucia R. Martinez ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Major Product ◽  
Mediated Oxidation ◽  
Oxaluric Acid

scholarly journals Lysine Reacts with Cholesterol Hydroperoxide to Form Secosterol Aldehydes and Lysine-Secosterol Aldehyde Adducts

2020 ◽  
Vol 2020 ◽  
pp. 1-8 ◽  
Author(s):  
George Wafula Wanjala ◽  
Arnold Nola Onyango ◽  
David Rasugu Abuga ◽  
John Kamathi Muchuna ◽  
Calvin Onyango ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Main Product ◽  
Singlet State ◽  
Primary Amines ◽  
Ionization Mass ◽  
Ozone Formation ◽  
Human Tissues ◽  
Carbonyl Groups ◽  
Cholesterol Hydroperoxide ◽  
Mediated Oxidation

Two cholesterol secosterol aldehydes, namely, 3β-hydroxy-5-oxo-5,6-secocholestan-6-al (secosterol A) and its aldolization product 3β-hydroxy-5β-hydroxy-B-norcholestane-6β-carboxyaldehyde (secosterol B), are highly bioactive compounds which have been detected in human tissues and potentially contribute to the development of physiological dysfunctions such as atherosclerosis, Alzheimer’s disease, diabetes, and cancer. They were originally considered to be exclusive products of cholesterol ozonolysis and thus to be evidence for endogenous ozone formation. However, it was recently postulated that primary amines such as lysine may catalyse their formation from cholesterol-5α-hydroperoxide (Ch-5α-OOH), the main product of the oxidation of cholesterol with singlet oxygen. This involves cyclization of Ch-5α-OOH to an unstable dioxetane intermediate, which decomposes to form secosterol aldehydes with triplet carbonyl groups, whose return to the singlet state is at least partly coupled to the conversion of triplet molecular oxygen to singlet oxygen. Here, we subjected cholesterol to photosensitized oxidation, which predominantly produces Ch-5α-OOH and minor amounts of the 6α- and 6β-hydroperoxides, exposed the hydroperoxide mixture to lysine in the presence of the antioxidant 2,6-ditertiary-butyl-4-hydroxytoluene (BHT), and analysed the reaction mixture by liquid chromatography-electrospray ionization-mass spectrometry. Consistent with the postulated lysine-catalysed formation of secosterol aldehydes, we detected formation of the latter and several types of their lysine adducts, including carbinolamines, Schiff’s bases, and amide-type adducts. We propose that the amide type adducts, which are major biomarkers of lipid oxidation, are mainly formed by singlet oxygen-mediated oxidation of the carbinolamine adducts.

REACTIVITIES IN PHOTOSENSITIZED OLEFIN OXIDATIONS

1965 ◽  
Vol 43 (8) ◽  
pp. 2265-2270 ◽  
Author(s):  
Karl R. Kopecky ◽  
Hans J. Reich
Keyword(s):  
Methylene Blue ◽  
Singlet Oxygen ◽  
Reactive Intermediate ◽  
Photosensitized Oxidation ◽  
Photo Oxidation ◽  
Oxidation Of Olefins

The rate of the methylene blue photosensitized oxidation of olefins increases in the order: 1-nonene < 4-methylcyclohexene < cyclohexene < 2,3-dimethyl-1-butene < 2-hexene < cyclopentene < 1-methylcyclohexene < 2,3-dimethylcyclohexene < 1-methylcyclopentene < 1,2-dimethylcyclohexene < 2,3-dimethyl-2-butene. The last compound is oxidized 5 500 times as fast as cyclohexene. Comparison of this reactivity sequence with those obtained in other reactions confirms that the reactive intermediate in the photosensitized oxidations is electrophilic. The relative rates (kA/kB) of photo-oxidation of 1-methylcyclopentene (A) and of 1-methylcyclohexene (B) are 10 and do not vary significantly with five different sensitizers. Thus the same reactive intermediate, presumably singlet oxygen, is formed using each of the five sensitizers.

Supplementation with Carotenoids Inhibits Singlet Oxygen-Mediated Oxidation of Human Plasma Low-Density Lipoprotein

1996 ◽  
Vol 44 (8) ◽  
pp. 2306-2309 ◽  
Author(s):  
Syunji Oshima ◽  
Fumihiro Ojima ◽  
Hideki Sakamoto ◽  
Yukio Ishiguro ◽  
Junji Terao
Keyword(s):  
Singlet Oxygen ◽  
Human Plasma ◽  
Low Density Lipoprotein ◽  
Density Lipoprotein ◽  
Low Density ◽  
Mediated Oxidation
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