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Hugo E. Gottlieb

Other affiliations: Bar-Ilan University, Indiana University, Rice University  ...read more
Bio: Hugo E. Gottlieb is an academic researcher from Weizmann Institute of Science. The author has contributed to research in topics: Nuclear magnetic resonance spectroscopy & Carbon-13 NMR. The author has an hindex of 25, co-authored 104 publications receiving 2052 citations. Previous affiliations of Hugo E. Gottlieb include Bar-Ilan University & Indiana University.


Papers
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Journal ArticleDOI
TL;DR: In this article, the 13 C NMR spectra of 15 flavonoid and 9 isoflavonoid substances of various ring C oxidiation states were analyzed and their carbon shifts assigned.

151 citations

Journal ArticleDOI
TL;DR: Senescing leaves of the low chlorophyllase plants, parsley and tobacco, did not contain α-T in measureable amounts, and the possibility that phytol, which is released fromchlorophyll by chlorophyLLase is utilized for the biosynthesis of α- T is discussed.
Abstract: α-Tocopherol (α-T) has been identified, using gas chromatography-mass spectroscopy and 1H- and 13C-nuclear magnetic resonance, in senescing leaves of Melia azedarach L. The content of α-T increased concomitantly with the breakdown of chlorophyll in senescing Vinca and Melia leaves. An increase in α-T was found also in detached Melia leaves, senescing in either light or darkness and in senescing, ethylene-treated orange leaves and fruit. The possibility that phytol, which is released from chlorophyll by chlorophyllase is utilized for the biosynthesis of α-T is discussed. Senescing leaves of the low chlorophyllase plants, parsley and tobacco, did not contain α-T in measureable amounts.

103 citations

Journal ArticleDOI
TL;DR: In this article, the 13 C NMR spectra of 15 neolignans of several structural types and two lignans were analyzed and their carbon shifts assigned, and the shifts of pyrogallol ether and ethyl phenyl carbinyl ether models were used in this connection.

96 citations

Journal ArticleDOI
TL;DR: In this article, the use of polymeric azidation reagent for the preparation of explosive azidomethanes at ambient temperature is described, where methyl iodide was converted into methyl azide, methylene bromide and methylene chloride into diazido methane, and bromoform into triazido methane.
Abstract: The use of a polymeric azidation reagent for the preparation of explosive azidomethanes at ambient temperature is described. Thus, methyl iodide was converted into methyl azide, methylene bromide and methylene chloride into diazido methane, and bromoform into triazido methane. 1 H and 13 C NMR spectra, including 1 J CH , of the azidomethanes are describes. The X-ray diffraction of derived triazole adducts 4 and 5 confirms the structure assignment and indicates in the case of 5 a 1,5-sigmatropic alkyl rearrangement

84 citations


Cited by
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Journal ArticleDOI
TL;DR: During normally-encountered degrees of water deficit the capacity of the antioxidant systems and their ability to respond to increased active oxygen generation may be sufficient to prevent overt expression of damage.
Abstract: Water deficits cause a reduction in the rate of photosynthesis. Exposure to mild water deficits, when relative water content (RWC) remains above 70%, primarily causes limitation to carbon dioxide uptake because of stomatal closure. With greater water deficits, direct inhibition of photosynthesis occurs. In both cases limitation of carbon dioxide fixation results in exposure of chloroplasts to excess excitation energy. Much of this can be dissipated by various photoprotective mechanisms. These include dissipation as heat via carotenoids, photorespiration, CAM idling and, in some species, leaf movements and other morphological features which minimize light absorption. The active oxygen species superoxide and singlet oxygen are produced in chloroplasts by photoreduction of Oxygen and energy transfer from triplet excited chlorophyll to oxygen, respectively. Hydrogen peroxide and hydroxyl radicals can form as a result of the reactions of superoxide. All these species are reactive and potentially damaging, causing lipid peroxidation and inactivation of enzymes. They are normally scavenged by a range of antioxidants and enzymes which are present in the chloroplast and other subcellular compartments. When carbon dioxide fixation is limited by water deficit, the rate of active oxygen formation increases in chloroplasts as excess excitation energy, not dissipated fay the photoprotective mechanisms, is used to form superoxide and singlet oxygen. However, photorespiratory hydrogen peroxide production in peroxisomes decreases. Increased superoxide can be detected by EPR (electron paramagnetic resonance) in chloroplasts from droughted plants. Stiperoxide formation leads to changes suggestive of oxidative damage including lipid peroxidation and a decrease in ascorbate. These changes are not, however, apparent until severe water deficits develop, and they could also be interpreted as secondary effects of water deficit-induced senescence or wounding. Non-lethal water deficits often result in increased activity of superoxide dismutase, glutathione reductase and monodehydroascorbate reductase. Increased capacity of these protective enzymes may be part of a general antioxidative response in plants involving regulation of protein synthesis or gene expression. Since the capacity of these enzymes is also increased by other treatments which cause oxidative damage, and which alter the balance between excitation energy input and carbon dioxide fixation such as low temperature and high irradiance, it is suggested that water deficit has the same effect. Light levels that are not normally excessive do become excessive and photoprotective/antioxidative systems are activated. Some of the photoprotective mechanisms themselves could result in active oxygen formation. Photoinhibitory damage also includes a component of oxidative damage. During normally-encountered degrees of water deficit the capacity of the antioxidant systems and their ability to respond to increased active oxygen generation may be sufficient to prevent overt expression of damage. Desiccation-tolerant tissues such as bryophytes, lichens, spores, seeds, some algae and a few vascular plant leaves can survive desiccation to below 30-40% RWC, A component of desiccation damage in seeds and bacteria is oxygen-dependent. Desiccation causes oxidation of glutathione, a major antioxidant, and appearance of a free radical signal detected by EPR in a number of tissues suggesting that oxidative damage has occurred. In photosynthetic cells damage may arise from photooxidation. Disruption of membrane-bound electron tranport systems in partially hydrated tissue could lead to reduction of oxygen to superoxide. Oxidation of lipids and sulphydryl groups may also occur in dry tissue. Tolerant cells recover upon rehydration and arc able to reduce their glutathione pool. Non-tolerant species go on to show further oxidative damage including lipid peroxidation. It is difficult to attribute this subsequent damage to the cause or effect of death. Embryos in seeds lose desiccation tolerance soon after imbibition. This is associated with membrane damage that has been attributed to superoxide-mediated deesterification of phospholipids and loss of lipophilic antioxidants. These effects are discussed in relation to other mechanisms involved in desiccation tolerance. Contents Summary 27 I. Introduction 28 II. Generation of active oxygen and defence mechanisms in plant cells 29 III. The effect of water deficit on photosynthesis 31 IV. Mechanisms for active oxygen generation during water deficit 36 V. Evidence for oxidative damage during water deficit 39 VI. Desiccation 47 VII. Conclusions 52 Acknowledgements 53 References 53.

2,008 citations

Journal ArticleDOI
TL;DR: In this Review, the fundamental characteristics of azide chemistry and current developments are presented and the focus will be placed on cycloadditions (Huisgen reaction), aza ylide chemistry, and the synthesis of heterocycles.
Abstract: Since the discovery of organic azides by Peter Griess more than 140 years ago, numerous syntheses of these energy-rich molecules have been developed. In more recent times in particular, completely new perspectives have been developed for their use in peptide chemistry, combinatorial chemistry, and heterocyclic synthesis. Organic azides have assumed an important position at the interface between chemistry, biology, medicine, and materials science. In this Review, the fundamental characteristics of azide chemistry and current developments are presented. The focus will be placed on cycloadditions (Huisgen reaction), aza ylide chemistry, and the synthesis of heterocycles. Further reactions such as the aza-Wittig reaction, the Sundberg rearrangement, the Staudinger ligation, the Boyer and Boyer-Aube rearrangements, the Curtius rearrangement, the Schmidt rearrangement, and the Hemetsberger rearrangement bear witness to the versatility of modern azide chemistry.

1,766 citations

Journal ArticleDOI
TL;DR: This review comprises the main characteristics of O2(•-) followed by generation methods, and its potential applications including the destruction of hazardous chemicals, synthesis of organic compounds, and many other applications are highlighted.
Abstract: Superoxide ion (O2•–) is of great significance as a radical species implicated in diverse chemical and biological systems. However, the chemistry knowledge of O2•– is rather scarce. In addition, numerous studies on O2•– were conducted within the latter half of the 20th century. Therefore, the current advancement in technology and instrumentation will certainly provide better insights into mechanisms and products of O2•– reactions and thus will result in new findings. This review emphasizes the state-of-the-art research on O2•– so as to enable researchers to venture into future research. It comprises the main characteristics of O2•– followed by generation methods. The reaction types of O2•– are reviewed, and its potential applications including the destruction of hazardous chemicals, synthesis of organic compounds, and many other applications are highlighted. The O2•– environmental chemistry is also discussed. The detection methods of O2•– are categorized and elaborated. Special attention is given to the f...

1,356 citations

Journal ArticleDOI
TL;DR: In this paper, a compilation of the 13C NMR data of a selected variety of naturally occurring pentacyclic triterpenoids, arranged skeletonwise, is provided.

1,251 citations