Isolation and Properties of Amino Acid Antimetabolite from Streptomyces sp. YS-943

Streptomyces sp. YS-943균주가 생산하는 아미노산 대사길항물질의 정제와 성상

  • 유성재 (강원대학교 식품공학과) ;
  • 박부길 (강원대학교 식품공학과)
  • Published : 1995.02.01

Abstract

A Streptomyces strain YS-943, which produced amino acid antimetabolite, was isolated from soil. During the course of screening for new amino acid antimetabolites from the culture broth of Actinomycetes, we found that the strain produced a substance active against Gram-positive bacteria and its activity was reversed by L-methionine and L-histidine on the synthetic minimal agar medium in the culture broth.The morphological and cultural characteristics serve to identify the producing organism strain YS-943 as the genus Streptomyces. Fermentation was carried out in the synthetic medium at 28$\CIRC$C for 48 hours. The fermentation yield reached about 12 mg per liter of the broth. The YS-943 substance was obtained as white powder, mp 194$\CIRC$C and has the molecular formular of C$_{4}$H$_{8}$N$_{2}$O$_{4}$. Its structure was determined to be o-carbamyl-D-serine by spectroscopic data. It is active against some Gram-positive bacteria and reversed by L-methionine and L-histidine.

Keywords

References

  1. J. Antibiot. v.23 L-3-(2,5-Dihydrophenyl)alanine, an antimetabolite of L-phenylalanine produced by a Streptomycetes Scannell,J.P.;D.L.Pruess;T.C.Demny;T.Williams
  2. J. Antibiot. v.24 Antimetabolites produced by microorganism Ⅱ, L-2-Amino-4-pentynoic acid Scannell,J.P.;D.L.Pruess;T.C.Demny;F.Weiss;T.Williams;A.Stempel
  3. J. Antibiot. v.24 Antimetabolites produced by microorganisms Ⅲ, 2-Aminopurine-6-thiol (Thioguanine) Scannell,J.P.;D.L.Pruess;M.Kellet;T.C.Demny;A.Stempel
  4. J. Antibiot. v.25 Antimetabolites produced by microorganisms V, L-2-amino-4-methoxy-trans-3-butenoic acid Scannell,J.P.;D.L.Pruess;T.C.Demny;L.H.Sello;T.Williams;A.Stempel
  5. J. Antibiot. v.25 Antimetabolites produced by microorganism VI, L-N-(I-iminoethyl)ornithine Scannell,J.P.;H.A.Ax;D.L.Pruess;T.Williams;T.C.Demny;A.Stempel
  6. J. Antibiot. v.28 Antimetabolites produced by microorganism XⅡ, (s)-Alanyl-3-α-(s)-chloro-3-(s)-hydroxy-2-oxo-3-azetidinylmethyl-(s)-alanine, a new β-lactam containing natural product Scannell,J.P.;D.L.Pruess;J.F.Blount;H.A.Ax;M.Kellet;F.Weiss;T.C.Demny;T.H.Williams;A.Stempel
  7. J. Antibiot. v.29 Antimetabolites produced by microorganisms XⅢ, The synthesis and microbiological production of a novel amino acid, L-2-amino-4-(2-aminoethoxy) butanoic acid Scannell,J.P.;D.L.Pruess;H.A.Ax;A.Jacoby;M.Kellett;A.Stempel
  8. J. Antibiot. v.24 Antimetabolites produced by microorganisms IV, L-Threo-α-amino-β-dihydrobutyric acid Westely,J.W.;D.L.Pruess;L.A.Volpe;T.C.Demny;A.Stempel
  9. J. Antibiot. v.26 Antimetabolites produced by microorganism. VⅡ, L-(N-phosphono) methionine-S-sulfoximinyl-L-alaniny-L-alanine Pruss,D.L.;J.P.Scannell;H.A.Ax;M.Kellett;F.Weiss;T.C.Demny;A.Stempel
  10. J. Antibiot. v.26 Antimetabolites produced by microorganisms VⅢ, N-Hydroxy-L-arginine, a new naturally occuring amino acid Maehr,H.;J.F.Blount;D.L.Pruss;L.Yarmchuk;M.Kellett
  11. J. Antibiot. v.27 Antimetabolites produced by microorganisms X, L-2-amino-4-(2-aminoethoxy)-trans-3-butenoic acid D.L.Pruess;J.P.Scannell;M.Kellett;H.A.Ax;J.Janecek;T.Williams;A.Stempel;J.Berger
  12. J. Antibiot. v.27 Antimetabolites produced by microorganisms XI, L-(s)-Hydroxy-2-(s,s)-Valylamido-cyclobutane-I-acetic acid D.L.Pruess;J.P.Scannell;J.F.Blount;H.A.Ax;J.Janecek;T.Williams;A.Stempel
  13. J. Antibiot. v.25 A new dipeptide antibiotic from Streptomyces collinus. Lindenbein Molley,B.B.;D.H.Lively;R.M.Gale;M.Gorman;L.D.Boeckk;C.E.Higgens;R.E.Kastner;L.L.Huckstep;N.Neuss
  14. Helv. Chem. Acta. v.55 Stoffwechsel produkte von mikroorganismen, phophinothricin und phosphinothricyl-alanyl-alanine Bayer,E.;K.h.Gugel;K.Hagele;H.Hagenmaier;S.Jessipow;W.A.Konig;und H. Zahner
  15. J. Antibiot v.26 Metabolic products of microorganisms I 6, o-L Norvalyl-5-isourea, a new arginine antagonist Konig,W.A.;Kneifel.E.Bayer;G.Muller;H.Zahner
  16. Agric. Biol. Chem v.49 β-Methylnorleucine, a novel antagonist of isoleucine Sugiura,M.;M.Kisumi;I.Chibata
  17. Chem. Pharm. Bull v.23 L-β-(5-Hydroxy-2-pyridyl)-alanine and L-β-(3-hydroxyuredo)-alanine from Streptomyces Inouye,S.;S.;Shomura;T.Tsuruoka;Y.Ogawa;H.Watanabe;J.Yoshida;T.Niida
  18. Agri. Biol. Chem v.41 Structure of Plumbemycin A and B, antagonist of Lthreonine from Streptomyces plumbeus Park,B.K.;A.Hirota;H.Sakai
  19. 細菌學實習提要 醫科學硏究所 學友會 編
  20. J. Synt. Bact v.16 Cooperative description of type cultures of Streptomycetes. Intern Shiring,E.B.;D.Gottlieb
  21. The Actinomycetes v.2 Classification,identification and description of genera and species Waksman,S.A.
  22. J. Bacteriol v.56 The utilization of carbon compounds by some Actinomycetes as an aid for species determination Pridham,T.G.;D.Gottlieb
  23. Applied Microbiol v.16 Rapid method for characterization of Actinomycetes by cell wall composition Boone,C.J.;L.Pine
  24. Bergey's Manual of Determinative Bacteriology(8th ed.) Buchanan,R.E.;N.E.Gibbons
  25. Index of antibiotics from Actinomycetes Umezawa,H.
  26. Biochim. Biophy. Acta v.17 Sur Un Derive de La Serine, La o-carbamyl-D-serine product par un Streptomyces Hageman,G.;L.Penasse;J.Teillon
  27. Dictionary of antibiotics and related substance Bycroft,B.W.
  28. Advanced in Applied Microbiology v.17 Perlman,D.