Mureidomycins A-D, novel peptidylnucleoside antibiotics with spheroplast forming activity. II. Structural elucidation.
Structures of new antibiotics, mureidomycins (MRD's) A approximately D, were deduced from spectroscopic analyses and degradation studies. Two residues of m-tyrosine, one residue of 2-amino-3-N-methylaminobutyric acid (AMBA) and methionine are present in all components of the complex. Uracil is contained in MRD's A and C, while dihydrouracil in MRD's B and D. Methionine and m-tyrosine are connected through an ureido bond, and uracil or dihydrouracil is linked to AMBA via enamine sugar moiety. In addition, MRD's C and D contain a glycine residue at the N-terminal.
Isono
F
F
Fermentation Research Laboratories, Sankyo Co., Ltd., Tokyo, Japan.
Inukai
M
M
Takahashi
S
S
Haneishi
T
T
Kinoshita
T
T
Kuwano
H
H
D000596:Amino Acids / Q000032:analysis; D000613:Aminobutyrates / Q000032:analysis; D000900:Anti-Bacterial Agents / Q000032:analysis / Q000494:pharmacology; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008715:Methionine / Q000032:analysis; D015394:Molecular Structure; D009705:Nucleosides / Q000032:analysis / Q000494:pharmacology; D010446:Peptide Fragments / Q000032:analysis; D010455:Peptides / Q000032:analysis / Q000494:pharmacology; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D013104:Spheroplasts / Q000187:drug effects*; D014443:Tyrosine / Q000032:analysis; D014498:Uracil / Q000032:analysis
D000596:Amino Acids; D000613:Aminobutyrates; D000900:Anti-Bacterial Agents; D009705:Nucleosides; D010446:Peptide Fragments; D010455:Peptides; C059803:mureidomycin A; C059804:mureidomycin B; C059805:mureidomycin C; C059806:mureidomycin D; C059807:2-amino-3-N-methylaminobutyric acid; D014443:Tyrosine; D014498:Uracil; D008715:Methionine