Selective production of staplabin and SMTPs in cultures of Stachybotrys microspora fed with precursor amines.
Staplabin and SMTPs, a family of triprenyl phenol metabolites of Stachybotrys microspora, enhance fibrinolysis by modulating plasminogen conformation to increase its susceptibility to activation by plasminogen activators. We found that the production of these metabolites were markedly elevated by feeding the microbial culture with an amino acid or an amino alcohol that is a partial molecular constituent of the compound. Thus, the addition of 5-aminovaleric acid, 2-aminoethanol, Ser, Phe, Leu, Trp, Orn and Lys at 100 mg/ml resulted in 7- to 45-fold increases in the production of staplabin, SMTP-1, -3, -4, -5, -6, -7 and -8, respectively. Although the feeding at day 0 to 3 of culture supported the selective production, the supplementation after 5 days had little or no effect. When non-constituent amino acids were supplemented to cultures, production of hitherto uncharacterized congeners was observed.
Hu
W
W
Department of Applied Biological Science, Tokyo Noko University, Fuchu, Japan.
Narasaki
R
R
Ohyama
S
S
Hasumi
K
K
D000596:Amino Acids / Q000737:chemistry / Q000378:metabolism*; D000605:Amino Alcohols / Q000737:chemistry / Q000378:metabolism*; D001578:Benzopyrans / Q000378:metabolism*; D002851:Chromatography, High Pressure Liquid; D010960:Plasminogen Activators / Q000378:metabolism*; D011760:Pyrrolidinones / Q000378:metabolism*; D013191:Stachybotrys / Q000737:chemistry / Q000378:metabolism*
D000596:Amino Acids; D000605:Amino Alcohols; D001578:Benzopyrans; D011760:Pyrrolidinones; C103026:staplabin; D010960:Plasminogen Activators