L‐tyrosine is the precursor of PQQ biosynthesis in Hyphomicrobium X

FEBS Letters

van Kleef, Mario A.G.¹  Duine, Johannis A.¹ 

[1] Laboratory of Microbiology and Enzymology, Delft University of Technology, Julianalaan 67, 2628 BC Delft, The Netherlands

关键词: Pyrroloquinoline quinone;    Amino acid incorporation;    L-Tyrosine;    Cofactor;    (Hyphomicrobium X);   

DOI  :  10.1016/0014-5793(88)80178-9

学科分类：生物化学/生物物理

来源: John Wiley & Sons Ltd.

【 摘 要 】

A method was developed to study amino acids as possible precursors of PQQ biosynthesis. Cultures of Hyphomicrobium X, growing on [¹³C]methanol, were supplemented with unlabelled amino acids. Uptake and participation in metabolism were determined via gas chromatography/mass spectrometry of derivatized amino acids, obtained from hydrolysed cellular protein, by measuring their ¹²C content. Several amino acids appeared to be incorporated into the protein to a significant extent, without degradation or conversion. Among these were the aromatic amino acids, L-tyrosine and L-phenylalanine. Using the same replacement approach, their incorporation into PQQ was determined by ¹H- and ¹³C-NMR spectroscopy of purified PQQ obtained from the culture medium. It appeared that the complete carbon skeleton of tyrosine was present, forming the o-quinone and pyrrole-2-carboxylic acid moieties in PQQ, while phenylalanine was not incorporated at all. Starting with L-tyrosine, possible biosynthetic routes to PQQ are discussed.

【 授权许可】

Unknown