title: Characterization of imidazopyrroloquinoline compounds synthesized from coenzyme PQQ and various amino acids.
abstract: Imidazopyrroloquinoline (IPQ) compounds synthesized from coenzyme PQQ (pyrroloquinoline quinone) and various kinds of amino acids were characterized. IPQ was synthesized from coenzyme PQQ and one of three amino acids (glycine, L-tryptophan and L-tyrosine). Two kinds of IPQ compound were formed from coenzyme PQQ and L-serine. At higher pH, IPQ was synthesized, at lower pH hydroxy-methyl-IPQ was synthesized. IPQ with R of amino acids represented by R-CH(NH2)-COOH was synthesized from coenzyme PQQ and other amino acids. IPQ compounds do not act as cofactor of glucose dehydrogenase. Molar absorption coefficients of IPQ are 31,400 M-1 cm-1 at 251 nm, 30,700 M-1 cm-1 at 276 nm, and 20,700 M-1 cm-1 at 423 nm at pH 7.0 and room temperature.
authors.affiliation: Biochemicals Division, Mitsubishi Gas Chemical Co., Tokyo, Japan.
authors.forename: T
authors.initials: T
authors.lastname: Urakami
authors.forename: K
authors.initials: K
authors.lastname: Sugamura
authors.forename: E
authors.initials: E
authors.lastname: Niki
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D005998:Glycine / Q000737:chemistry; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D045542:PQQ Cofactor; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry; D015363:Quinolones / Q000737:chemistry*
chemical_list: D000596:Amino Acids; D007093:Imidazoles; D011758:Pyrroles; D011804:Quinolines; D015363:Quinolones; D045542:PQQ Cofactor; D005998:Glycine