Enzymatic conversion-based method for screening cyclic dipeptide-producing microbes

Enzymatic Synthesis of Dehydroderivatives from Proline-Containing Cyclic Dipeptides and Their Effects toward Cell Division

“…7) Under the same reaction conditions (the cell-free extract of 0.145 unit/ml; time of 24 h; temperature of 50 C; pH of 8.0), the conversion yields of CPY and CFP (Bachem AG, Bubendorf, Switzerland) were approximately 20% and 75%, respectively. These conditions were selected for the preparation of CÁFÁP because of the high conversion efficiency.…”

“…We have recently developed a detection method for CDPs in a microbial culture based on a broad substrate specificity of the novel enzyme, cyclo(Leu-Phe) oxidase (CFL oxidase) from Streptomyces albulus KO23, toward CDPs. 7) Using this method, an actinomycete strain A8 was found to be a CDPproducing strain. Produced CDPs were purified from the microbial extract and identified as cyclo(L-Pro-L-Tyr) (CPY) and cyclo(L-Phe-L-Pro) (CFP).…”

“…Produced CDPs were purified from the microbial extract and identified as cyclo(L-Pro-L-Tyr) (CPY) and cyclo(L-Phe-L-Pro) (CFP). 7) Proline is one of the proteineous amino acids, but only has an imino group and not an amino group, and thus is significantly different in conformation from the other amino acids. In our research on the preparation of dehydro derivatives of CDPs by CFL oxidase, there are two types of products, didehydro and tetradehydro derivatives.…”

Cytotoxic Metabolites from the Wood-Decayed Fungus Xylaria sp. BCC 9653

“…3) We describe herein the isolation and structural elucidation of one new methyl benzoate derivative (1), along with eleven known compounds, cytochalasin D (2), 4,5) desacetylcytochalasin D (3), 6) cytochalasin O (4), 5) (R)-(Ϫ)-mellein methyl ether (5), 7) 5-carboxymellein (6), 8,9) (R)-(Ϫ)-5-hydroxymellein (7), 10,11) 4-quinolinecarbonitrile (8), 12) 4-quinolinecarboxaldehyde oxime (9), 13) cyclo(L-Pro-L-Tyr) (10), 14,15) cerevisterol (11), 16) and uracil (12) (2) displayed higher toxicity than the standard drug, ellipticine. The remaining compounds were non-cytotoxic at the concentration of 50 mg/ml.…”

Crystal Structure and Spectroscopic Properties of Cyclic Dipeptide: A Racemic Mixture of cyclo(ᴅ-Prolyl-ʟ-Tyrosyl) and cyclo(ʟ-Prolyl-ᴅ-Tyrosyl)

“…The preparation, spectral data, crystal structure and chitinase inhibitor of cyclo(L-Pro-L-Tyr) have been reported. [7][8][9] The cyclo(L-Pro-L-Tyr) was formed via the cyclization of L-Tyr-L-Pro derivatives. Interestingly, the unknown dipeptide a racemic mixture of cyclo(D-Pro-L-Tyr) and cyclo(L-Pro-D-Tyr) isomers could be prepared from a L-Pro-L-Tyr derivative, Fmoc-Pro-Tyrt Bu ester coupled from Fmoc-L-proline and L-tyrosine tert-butyl ester.…”