Characterization of imidazopyrroloquinoline compounds synthesized from coenzyme PQQ and various amino acids.
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.
Urakami
T
T
Biochemicals Division, Mitsubishi Gas Chemical Co., Tokyo, Japan.
Sugamura
K
K
Niki
E
E
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*
D000596:Amino Acids; D007093:Imidazoles; D011758:Pyrroles; D011804:Quinolines; D015363:Quinolones; D045542:PQQ Cofactor; D005998:Glycine