Notes

Ockenden, D. W.; Schofield, K.; Freund, Walter; Komzak, Alfred; Faseeh, S. A.; Callomon, H. J.; Thompson, H. W.; Andersen, F. Allan; Bak, B�rge; Rivett, D. E. A.; Potts, K. T.; Davison, W. H. T.; Sharpe, A. G.; Whipple, Richard O.; West, Robert; Emerson, K.; Mackie, Adam; Cutler, A. Anthony; Ingram, V. M.; Lloyd, Douglas R.; Rowe, F. M.; Jones, E. R. H.; Bu'Lock, J. D.; Landauer, Phyllis D.; Rydon, H. N.; Owen, L. N.; Whitelaw, S. P.; Barry, Vincent C.; Mitchell, P.W.; Cowell, D. B.; Linnell, W. H.; Mathieson, D. W.; Baddeley, G.; Pickles, W.

doi:10.1039/jr9530003706

Cited by 3 publications

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“…Bahr (1954) showed that only certain of the amino acids were reactive under mild conditions. Studies have been published showing the reactivity of methionine, cystine, lysine, histidine, and tryptophan (Hake, 1965; Ockenden & Schofield, 1953; Maupin-Szamier & Pollard, 1978; Nielson & Criffith, 1979; Deetz & Behrman, 198Oa). These reactions typically involve oxidation of the amino acid (and consequent reduction of the osmium species), but nonaxidative coordination of the amino acid may also take place (Nielson & Criffith, 1979).…”

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confidence: 99%

REACTION OF OSMIUM REAGENTS WITH AMINO ACIDS AND PROTEINS: Reactivity of Amino Acid Residues and Peptide Bond Cleavage

Deetz

Behrman

1981

International Journal of Peptide and Protein Research

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We report a study of the relative reactivity of the common amino acids and of their residues in lysozyme with osmium tetroxide, the osmium tetroxide‐pyridine reagent, and with the oxo‐osmium(VI)‐pyridine reagent. With free amino acids, the osmium(VIII) reagents are most reactive with Met, Cys, His, Thr, Ser, Trp, Lys, and Pro; the osmium(VI) reagent only reacts significantly with His, Met, Cys, Thr, and Ser. In lysozyme, only Cys, Met, and Trp react extensively with the osmium(VIII) reagents; with the osmium (VI) reagent, Cys and Met are most reactive. We also note evidence both for cross‐linking of proteins and for peptide bond cleavage, which appears to have considerable specificity for tryptophanyl residues.

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confidence: 99%

REACTION OF OSMIUM REAGENTS WITH AMINO ACIDS AND PROTEINS: Reactivity of Amino Acid Residues and Peptide Bond Cleavage

Deetz

Behrman

1981

International Journal of Peptide and Protein Research

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Cinnolines

Singerman¹

1973

Chemistry of Heterocyclic Compounds: A Series of Monographs

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Methods for the synthesis of cinnolines (review)

Vinogradova

Балова

2008

Chem Heterocycl Comp

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This review analyses the principal approaches to the synthesis of the cinnoline nucleus, used as synthetic precursors of arenediazonium salts, arylhydrazones, and arylhydrazines, and also reductive methods for the synthesis of polycondensed derivatives of cinnoline. The mechanisms of the transformations and the possibilities and limitations of the various methods are discussed. Special attention is paid to methods based on the cyclization of derivatives of arenediazonium salts, which have been developed substantially in recent years.

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Abstract: THE synthesis of 4hydroxycinnolines (11) from 2-aminoaryl ketones (I) (cf. Schofield and Simpson, J., 1945, 520) is widely applicable, and proceeds efficiently with the amines (I ; R = H, halogen, or alkyl) (Schofield and Simpson, Zoc. cit. ;

Cited by 3 publications

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REACTION OF OSMIUM REAGENTS WITH AMINO ACIDS AND PROTEINS: Reactivity of Amino Acid Residues and Peptide Bond Cleavage

REACTION OF OSMIUM REAGENTS WITH AMINO ACIDS AND PROTEINS: Reactivity of Amino Acid Residues and Peptide Bond Cleavage

Cinnolines

Methods for the synthesis of cinnolines (review)

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