Controlled biosynthesis of neoviridogriseins, new homologues of viridogrisein. III. Production, structures and biological properties of neoviridogriseins I and III.
@article{Okumura1979ControlledBO, title={Controlled biosynthesis of neoviridogriseins, new homologues of viridogrisein. III. Production, structures and biological properties of neoviridogriseins I and III.}, author={Yasushi Okumura and Tomoko Takei and Michiko Sakamoto and Tomoyuki Ishikura and Yasuo Fukagawa}, journal={The Journal of antibiotics}, year={1979}, volume={32 10}, pages={ 1002-10 } }
The high response of our isolate of Streptomyces griseoviridus was exploited to provoke the synthesis of new viridogrisein homologues by adding various amino acids to the culture medium in an attempt to replace the alanine, sarcosine, leucine and phenylsarcosine moieties of virdogrisein. Among the amino acids added, L- and DL-alpha-amino-n-butyric acid and L-methionine gave new TLC spots which we named neoviridogriseins I and III and neoviridogrisein VII, respectively. The structures of…
11 Citations
Controlled biosynthesis of neoviridogriseins, new homologues of viridogrisein. IV. In vitro synergism between neoviridogrisein II and the antibiotics of the mikamycin A group.
- Biology, ChemistryThe Journal of antibiotics
- 1979
Neoviridogrisein II is a homologue of viridogrisein in which the hydroxyproline residue is replaced by proline. Neoviridogrisein II proved to be more active than the parent antibiotic against…
Grividomycins I, II and III, new antibiotics of the streptogramin class from Streptomyces sp. HIL Y-8240155
- Chemistry
- 1998
New Peptide Lactones of the Streptogramin Family (Group B). Structures of Virginiamycin S5 and Viridogrisein II
- Chemistry
- 1982
Virginiamycin S5 and viridogrisein II were isolated by liquid chromatography from the crude antibiotics virginiamycin and viridogrisein, respectively. Their structures were elucidated by amino-acid…
Proline hydroxylation by cell free extract of a streptomycete.
- Chemistry, BiologyBiochemical and biophysical research communications
- 1984
Mutasynthesis and Directed Biosynthesis for the Production of New Antibiotics
- Biology
- 1983
The fact that this Symposium on the Biological Basis of New Developments in Biotechnology is being held at this time is evidence of the increasing awareness throughout the world of the impact that…
Nucleic acid independent synthesis of peptides.
- BiologyCurrent topics in microbiology and immunology
- 1981
In this review, the concepts of enzymatic peptide elongation reactions which have been summarized earlier (Kleinkauf and Koischwitz 1978) are extended.
Biological variation of microbial metabolites by precursor-directed biosynthesis.
- EngineeringNatural product reports
- 1993
References
SHOWING 1-10 OF 41 REFERENCES
Controlled biosynthesis of neoviridogriseins, new homologues of viridogrisein II. Production, biological properties and structure of neoviridogrisein II.
- Chemistry, BiologyThe Journal of antibiotics
- 1979
It is shown that the isolate of Streptomyces griseoviridus, which produced three minor factors in addition to viridogrisein and griseviridin, was more sensitive to the addition of L-proline than the type culture of StrePTomycesgriseovIRidus (NRRL2427).
Controlled biosynthesis of neoviridogriseins, new homologues of viridogrisein. IV. In vitro synergism between neoviridogrisein II and the antibiotics of the mikamycin A group.
- Biology, ChemistryThe Journal of antibiotics
- 1979
Neoviridogrisein II is a homologue of viridogrisein in which the hydroxyproline residue is replaced by proline. Neoviridogrisein II proved to be more active than the parent antibiotic against…
Biosynthetic precursors of etamycin, a peptidolactone antibiotic from Streptomyces griseoviridus.
- Chemistry, BiologyCanadian journal of biochemistry
- 1973
Radiotracer studies of the incorporation of labeled amino acids have established the biosynthetic precursors of etamycin. L-[U-14C]threonine and L-[U-14C]alanine were incorporated into the…
Novel Actinomycins Formed by Biosynthetic Incorporation of cis- and trans-4-Methylproline
- Chemistry, BiologyAntimicrobial Agents and Chemotherapy
- 1977
Proton nuclear magnetic resonance studies revealed that the replacement of proline by cis-4-methylproline alters the conformation of the antibiotic molecule.
Production, Isolation, and Properties of Azetomycins
- Chemistry, BiologyAntimicrobial Agents and Chemotherapy
- 1976
These azetidine actinomycins (azetomyCins) were found to be potently inhibitory to the growth of selected gram-positive but not as potent to thegrowth of gram-negative organisms.
Controlled biosynthesis of neoviridogriseins, new homologues of viridogrisein. I. Taxonomy and fermentation.
- Chemistry, BiologyThe Journal of antibiotics
- 1979
Neoviridogriseins, new homologues of viridogrisein, were produced with viridogrisein and griseoviridin by Streptomyces sp. P8648 which was identified as a strain of Streptomyces griseoviridus.
Antibiotics of the ostreogrycin complex. Part II. Structure of ostreogrycin A
- Chemistry
- 1966
Structure (XXIII) is suggested for ostreogrycin A, an antibiotic produced by the soil organism Streptomyces ostreogriseus. Acid hydrolysis of “perhydro A,” prepared by complete hydrogenation of the…
Precursors of the hydroxyproline and ketoproline in actinomycin.
- Biology, ChemistryThe Journal of biological chemistry
- 1962
It was found that proline can serve as a precursor of all of the peptide imino acids in the various actinomycins, and it was determined that free hydroxyproline can be incorporated efficiently into the peptides of act inomycin I.
Studies of etamycin biosynthesis employing short-term experiments with radiolabeled precursors.
- Chemistry, BiologyThe Journal of antibiotics
- 1976
The biosynthesis of etamycin by Streptomyces griseoviridus was investigated with the precursors and the kinetics of incorporation of 14C-L-leucine as well as the inhibitor studies suggest that L-Leucine is the direct precursor of theD-enantiomer present in the antibiotic peptide.
Mass spectra of staphylomycin S components and of related cyclodepsipeptide antibiotics
- Chemistry
- 1972
The electron-impact induced fragmentation of staphylomycin S (I) and related cyclodepsipeptides (II to V) is mainly initiated by elimination of an azomethin molecule (RCHNR′), i.e.…