title: Biosynthetic origin of the 3-amino-2,5,7,8-tetrahydroxy-10-methylundecanoic acid moiety and absolute configuration of pahayokolides A and B.
abstract: Pahayokolides A and B are cyclic undecapeptides that were isolated from the cyanobacterium Lyngbya sp. They contain the unusual α-hydroxy-β-amino acid 3-amino-2,5,7,8-tetrahydroxy-10-methylundecanoic acid (Athmu). The absolute configurations of the amino acids of the pahayokolides, except for the four oxygen-bearing stereocenters of Athmu, have been determined by Marphy's method. Incorporation of labeled leucine and acetate precursors into the pahayokolides has established that Athmu is derived from a leucine or α-keto isocaproic acid starter unit, which is further extended with three acetate units.
authors.affiliation: Department of Chemistry and Biochemistry, Florida International University, Miami, Florida 33199, USA.
authors.forename: Li
authors.initials: L
authors.lastname: Liu
authors.forename: Daniel W
authors.initials: DW
authors.lastname: Bearden
authors.forename: Kathleen S
authors.initials: KS
authors.lastname: Rein
mesh_terms: D000458:Cyanobacteria / Q000737:chemistry; D005227:Fatty Acids / Q000096:biosynthesis / Q000737:chemistry*; D008235:Lyngbya Toxins / Q000737:chemistry*; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification*
chemical_list: C561175:3-amino-2,5,7,8-tetrahydroxy-10-methylundecanoic acid; D005227:Fatty Acids; D008235:Lyngbya Toxins; D010456:Peptides, Cyclic; C509972:pahayokolide A; C520504:pahayokolide B