NMR studies of aureobasidins A and E.
The 1H and 13C NMR spectra of aureobasidins A and E were analyzed by a variety of 2D NMR techniques. Two isomers of aureobasidin A existed as an equilibrium mixture in deuteriochloroform. The isomerism was associated with cis-trans rotation of the amide bond between N-methylphenylalanine and proline. Almost all of the aureobasidin E was found in deuteriochloroform as one conformer; the amide bond between beta-hydroxy-N-methylphenylalanine and proline was in the cis-conformation. Experiments with the NOE made identification of the conformation of the amide bonds of aureobasidins A and E possible.
Ikai
K
K
Biotechnology Research Laboratories, Takara Shuzo Co., Ltd., Shiga, Japan.
Shiomi
K
K
Takesako
K
K
Kato
I
I
Naganawa
H
H
D000595:Amino Acid Sequence; D000935:Antifungal Agents / Q000737:chemistry*; D047630:Depsipeptides; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D010456:Peptides, Cyclic / Q000737:chemistry
D000935:Antifungal Agents; D047630:Depsipeptides; D010456:Peptides, Cyclic; C071398:aureobasidin A; C072154:aureobasidin E