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1.
Participation of an intermediate sulfoxide in the enzymatic thiolation of the imidazole ring of hercynine to form ergothioneine.
Ishikawa, Y; Israel, S E; Melville, D B.
J Biol Chem ; 249(14): 4420-7, 1974 Jul 25.
Article in English | MEDLINE | ID: mdl-4276459

Subject(s)
Ergothioneine/biosynthesis , Histidine/metabolism , Neurospora/metabolism , Sulfoxides/metabolism , Betaine/metabolism , Carbon Radioisotopes , Catalysis , Cell-Free System , Ergothioneine/chemical synthesis , Ergothioneine/isolation & purification , Hydroxylamines/pharmacology , Imidazoles/metabolism , Iron/pharmacology , Neurospora/enzymology , Neurospora crassa/enzymology , Neurospora crassa/metabolism , Oxygen , Potentiometry , Pyridoxal Phosphate/pharmacology , Pyruvates/metabolism , Sulfoxides/isolation & purification , Sulfur Radioisotopes
2.
The enzymatic alpha-N-methylation of histidine.
Ishikawa, Y; Melville, D B.
J Biol Chem ; 245(22): 5967-73, 1970 Nov 25.
Article in English | MEDLINE | ID: mdl-5484456

Subject(s)
Histidine/metabolism , Methylation , Neurospora/enzymology , Transferases/isolation & purification , Acrylates , Carbon Isotopes , Cell-Free System , Chromatography, DEAE-Cellulose , Chromatography, Gel , Chromatography, Paper , Depression, Chemical , Electrophoresis , Gels , Hot Temperature , Imidazoles/pharmacology , Kinetics , Metals/pharmacology , Molecular Weight , Quaternary Ammonium Compounds , Sulfates , Transferases/metabolism
3.
Conversion of histidine to hercynine by Neurospora crassa.
Reinhold, V N; Ishikawa, Y; Melville, D B.
J Bacteriol ; 101(3): 881-4, 1970 Mar.
Article in English | MEDLINE | ID: mdl-5438052

ABSTRACT

Cell-free extracts of Neurospora crassa mycelium catalyze the methylation of l-histidine to form hercynine (histidine betaine). The partially methylated compounds, alpha-N-methyl-l-histidine and alpha-N,N-dimethyl-l-histidine, are also methylated by the same enzyme preparation to form hercynine. All three methylation reactions are stimulated by the addition of S-adenosylmethionine.


Subject(s)
Betaine/biosynthesis , Histidine/metabolism , Neurospora/metabolism , Betaine/analysis , Carbon Isotopes , Cell-Free System , Chromatography, Paper , Ergothioneine/analysis , Histidine/analysis , Histidine/biosynthesis , Methionine/metabolism , Methylation , Neurospora/enzymology
4.
Synthesis of alpha-N-methylated histidines.
Reinhold, V N; Ishikawa, Y; Melville, D B.
J Med Chem ; 11(2): 258-60, 1968 Mar.
Article in English | MEDLINE | ID: mdl-5654213

Subject(s)
Histidine , Methylation , Carbon Isotopes , Optical Rotatory Dispersion
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