Photoöxidation of amino acids in the presence of methylene blue

Weil, L.; Gordon, William G.; Buchert, A.R.

doi:10.1016/0003-9861(51)90084-7

Cited by 208 publications

(51 citation statements)

References 13 publications

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“…Singlet oxygen was found to react with other amino acids rapidly and oxidatively modified them, as reported previously [14]. A reaction scheme for NFK production by the oxidation of Trp with singlet oxygen has been postulated [15].…”

Section: Discussionmentioning

confidence: 55%

Structural Analysis of Amino Acids, Oxidized by Reactive Oxygen Species and an Antibody against N-Formylkynurenine

Suto

Ikeda

Fujii

et al. 2006

J. Clin. Biochem. Nutr.

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Summary Amino acid oxidation, resulting from oxidative stress, is related to certain diseases and aging. To correlate reactive oxygen species with oxidized products of individual amino acids, we oxidized Met, Trp, His, and Tyr by treatment with singlet oxygen, superoxide, or hydroxyl radicals. The structures of oxidized amino acids were determined by nuclear magnetic resonance spectroscopy, infra-red spectroscopy, and fast atom bombardment-mass spectrometry. Among the compounds identified, N-formylkynurenine (NFK), a well-known oxidation product of Trp in vivo via enzymatic and non-enzymatic reactions, and its hydroxylated form were found to be major products of the reaction with singlet oxygen. Since NFK is a pivotal oxidation product of Trp, we raised antiserum against NFK by immunizing a rabbit with NFK-conjugated bovine serum albumin. The resulting antiserum was then used to detect photooxidized trypsin and kynurenine-conjuated ovalbumin as well as NFK-albumin. An antiserum such as this would be useful tool for detecting NFK and kynurenine in situ.

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Section: Discussionmentioning

confidence: 55%

Structural Analysis of Amino Acids, Oxidized by Reactive Oxygen Species and an Antibody against N-Formylkynurenine

Suto

Ikeda

Fujii

et al. 2006

J. Clin. Biochem. Nutr.

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“…However, 1 O2 generated by PDT reacts mostly with Trp, His, Tyr, Met, and Cys residues (WEIL et al 1951). It is more likely that the protein carbonylation observed by the authors is the result of, for instance, Trp oxidation, as the end-product kynurenine is expected to give a positive result with DNPH (SILVESTER et al 1998).…”

Section: Discussionmentioning

confidence: 86%

“…Since the formation of these semialdehydes involves the elimination of the amino and guanidine groups, the oxidized proteins become more acid. However, photosensitization with NMBN generates mostly 1 O2 (WAINWRIGHT et al 1998), which preferentially reacts with Trp, His, Tyr, Met, and Cys residues (WEIL et al 1951). Of these, only His would be expected to influence the isoelectric point of proteins.…”

Section: Discussionmentioning

confidence: 99%

The effects of photodynamic treatment with new methylene blue N on the Candida albicans proteome

Brancini

Rodrigues

Rambaldi

et al. 2016

Photochem Photobiol Sci

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“…Pyruvate has been previously identified to be a prominent antioxidant in biological systems and has been found to yield acetate when reacting with peroxynitrite, a powerful oxidant, 35 or hydrogen peroxide. 36 It may serve a similar role in the quenching of oxidative products formed during UV treatment. Based on absolute concentration changes, it would appear that acetate is the major product of such reactions, although formate may also be involved.…”

Section: Discussionmentioning

confidence: 99%

Treating cell culture media with UV irradiation against adventitious agents: Minimal impact on CHO performance

Yen

Sokolenko

Manocha

et al. 2014

Biotechnology Progress

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Sterility of cell culture media is an important concern in biotherapeutic processing. In large scale biotherapeutic production, a unit contamination of cell culture media can have costly effects. Ultraviolet (UV) irradiation is a sterilization method effective against bacteria and viruses while being non-thermal and non-adulterating in its mechanism of action. This makes UV irradiation attractive for use in sterilization of cell culture media. The objective of this study was to evaluate the effect of UV irradiation of cell culture media in terms of chemical composition and the ability to grow cell cultures in the treated media. The results showed that UV irradiation of commercial cell culture media at relevant disinfection doses impacted the chemical composition of the media with respect to several carboxylic acids, and to a minimal extent, amino acids. The cumulative effect of these changes, however, did not negatively influence the ability to culture Chinese Hamster Ovary cells, as evaluated by cell viability, growth rate, and protein titer measurements in simple batch growth compared with the same cells cultured in control media exposed to visible light.

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Photoöxidation of amino acids in the presence of methylene blue

Cited by 208 publications

References 13 publications

Structural Analysis of Amino Acids, Oxidized by Reactive Oxygen Species and an Antibody against N-Formylkynurenine

Structural Analysis of Amino Acids, Oxidized by Reactive Oxygen Species and an Antibody against N-Formylkynurenine

The effects of photodynamic treatment with new methylene blue N on the Candida albicans proteome

Treating cell culture media with UV irradiation against adventitious agents: Minimal impact on CHO performance

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