Issue 6, 1979

Reactions of osmium tetraoxide with protein side chains and unsaturated lipids

Abstract

The reactions of OsO4 with derivatives or model systems (L) for the side chains of tissue proteins have been studied, alone and in the presence of unsaturated lipids (R). The following new complexes have been isolated and their structures studied by vibrational and 1H n.m.r. spectroscopy: Os2O6L4(L =α-N-benzoyl-L-histidine isobutyl ester, imidazole, 1-methylimidazole, 5,6-dimethylbenzimidazole, n-butylamine, or α-N-benzoyl-DL-methionine); OsL2(L = glutathione or L-cysteine); the mixed species Os2O6L3L′(L = 1-methylimidazole, L′=L-proline methyl ester or α-N-benzoyl-L-arginine ethyl ester) and OsLL′n(L = 1-methylimidazole, L′=α-N-benzoyl-L-cysteine or α-N-acetyl-L-cysteine); OsO2(O2R)L2(R = cyclohexene, oleic acid, methyl oleate, or cholesteryl acetate; L = 1-methyl- and 5,6-dimethyl-benzimidazole, α-N-benzoyl-L-histidine isobutyl ester, or pyridine); Os2O4(O4R)L4 and Os3O6(O6R′)L6(R = methyl linoleate, R′= methyl linolenate; L = 1-methylimidazole). A possible role for OsO4 in cross-linking proteins and lipids in biological tissue fixation is discussed.

Article information

Article type
Paper

J. Chem. Soc., Dalton Trans., 1979, 1084-1088

Reactions of osmium tetraoxide with protein side chains and unsaturated lipids

A. J. Nielson and W. P. Griffith, J. Chem. Soc., Dalton Trans., 1979, 1084 DOI: 10.1039/DT9790001084

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