Psychrophilin A and cycloaspeptide D, novel cyclic peptides from the psychrotolerant fungus Penicillium ribeum.
Two fungal metabolites, psychrophilin A (1) and cycloaspeptide D (2), together with the known cycloaspeptide A (3) were isolated from the psychrotolerant fungus Penicillium ribeum using high-speed countercurrent chromatography (HSCCC) and preparative HPLC. The structures were determined from 1D and 2D NMR techniques, HREIMS, tandem mass spectrometry (ESMS/MS), and X-ray crystallography. The amino acid residues of psychrophilin A (1) and cycloaspeptide D (2) were all found to possess the l configuration by Marfey's method. Psychrophilin A (1) is the first natural cyclic peptide containing a nitro group instead of an amino group.
Dalsgaard
Petur Weihe
PW
Center for Microbial Biotechnology, BioCentrum-DTU, Building 221, Technical University of Denmark, DK-2800 Lyngby, Denmark.
Larsen
Thomas Ostenfeld
TO
Frydenvang
Karla
K
Christophersen
Carsten
C
D000595:Amino Acid Sequence; D002851:Chromatography, High Pressure Liquid; D018360:Crystallography, X-Ray; D006868:Hydrolysis; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010407:Penicillium / Q000737:chemistry*; D010456:Peptides, Cyclic / Q000737:chemistry* / Q000302:isolation & purification*; D014959:Wyoming
D010456:Peptides, Cyclic; C487249:cycloaspeptide D; C487248:psychrophilin A