Models of Nitric Oxide Synthase:  Iron(III) Porphyrin-Catalyzed Oxidation of Fluorenone Oxime to Nitric Oxide and Fluorenone

Wang, Charles C.‐Y.; Ho, and Douglas M.; Groves, John T.

doi:10.1021/ja992373+

Cited by 41 publications

(31 citation statements)

References 76 publications

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“…The second mechanism (radical-type mechanism) was proposed by Groves et al in 1999 (Fig. 16), where the NOScatalyzed aerobic oxidation of NOHA occurs via a radicaltype autooxidation process [79,82], i.e., NOHA is oxidized by the Fe(III)heme to generate an iminoxyl radical, which would tautomerize to the α-nitroso radical.…”

Section: Proposed Mechanisms Of Nos Catalyzed No Generation Fromentioning

confidence: 99%

N-Hydroxyguanidines as Substrates of Nitric Oxide Synthases

Cai¹,

Lu²,

Wang³

2005

CTMC

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Nitric oxide (NO) has been implicated in a wide variety of disease states. Both inhibitors and substrates of nitric oxide synthase (NOS) could have great therapeutic potential in the treatment of these diseases. There is considerable pharmacological interest in developing inhibitors of NOS, and hundreds of inhibitors have been identified. In contrast, the study on NOS substrates is less active. The advances in the identification, design and development of NOS substrates are discussed in this review. The focus is the chemistry and biochemistry of N-hydroxyguanidines. The crystal structures of substrates bound to NOSs and the mechanisms of NOS catalyzed NO generation from substrates are also discussed.

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Section: Proposed Mechanisms Of Nos Catalyzed No Generation Fromentioning

confidence: 99%

N-Hydroxyguanidines as Substrates of Nitric Oxide Synthases

Cai¹,

Lu²,

Wang³

2005

CTMC

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“…In the second step of the reaction, the aerobic oxidation of NHA to NO and citrulline is achieved by consuming only one reducing equivalent from NADPH [57,60]. Several proposals have been advanced to account for the unusual chemistry of this reaction [44,45,48,49,52,59,[61][62][63]]. …”

Section: Role Of Co-factor and Mechanism Of Reactionmentioning

confidence: 99%

Brain Nitric Oxide and Its Dual Role in Neurodegeneration / Neuroprotection: Understanding Molecular Mechanisms to Devise Drug Approaches

Contestabile

Monti²,

Contestabile³

et al. 2003

Current Medicinal Chemistry

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Nitric oxide (NO) has been established as an important messenger molecule in various steps of brain physiology, from development to synaptic plasticity, learning and memory. However, NO has also been viewed as a major agent of neuropathology when, escaping controlled production it may directly or indirectly promote oxidative and nitrosative stress. The exact borderline between physiological, and therefore neuroprotective, and pathological, and therefore neurodegenerative, actions of NO is a matter of controversy among researchers in the field. This is reflected in the present status of drug research, that is focused on finding ways to block NO production, and therefore limit neuropathology, as well as on finding ways to increase NO availability and therefore elicit neuroprotection. As an unavoidable consequence, both classes of drugs are reported to have neurodegenerative or neuroprotective effects, depending on the models in which they are tested. Aim of the present paper is to provide the reader with a survey, as much complete as possible, on the main aspects of NO biology, from biochemistry and chemical reactivity to the molecular signals elicited in neural cells target of its neurodegenerative or neuroprotective action. In doing that, many controversial aspects related to basic biology and to neuropathology of NO are taken into account. In the final sections, main classes of drugs able to interfere with NO physiopathology are examined, in order to try to devise possible directions for future NO-based therapeutical strategies.

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“…1 Iron-porphyrins, in particular, have been used as cytochrome P-450 models for oxidative catalysis using a large variety of oxygen donors, such as iodosylbenzene and hydrogen peroxide. [2][3][4][5][6][7][8][9][10][11] The introduction of electronwithdrawing substitutes at the meso-positions of Fe-porphyrin complexes affects the catalytic activity of the oxidation reaction for cytotoxin and pollution hazards. 12,13 The chemical state of Fe ions in Fe-porphyrin complexes with meso-substitutes has been examined using IR, XRD, NMR, EPR, Mössbauer, electron spectroscopy, MD, and DFT calculations.…”

Section: Introductionmentioning

confidence: 99%