title: Novel peptide chemistry in terrestrial animals: natural luciferin analogues from the bioluminescent earthworm Fridericia heliota.
abstract: We report isolation and structure elucidation of AsLn5, AsLn7, AsLn11 and AsLn12: novel luciferin analogs from the bioluminescent earthworm Fridericia heliota. They were found to be highly unusual modified peptides, comprising either of the two tyrosine-derived chromophores, CompX or CompY and a set of amino acids, including threonine, gamma-aminobutyric acid, homoarginine, and unsymmetrical N,N-dimethylarginine. These natural compounds represent a unique peptide chemistry found in terrestrial animals and rise novel questions concerning their biosynthetic origin.
authors: Institute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, Moscow 117997 (Russia).
authors: Maxim A
authors: MA
authors: Dubinnyi
authors: Aleksandra S
authors: AS
authors: Tsarkova
authors: Valentin N
authors: VN
authors: Petushkov
authors: Zinaida M
authors: ZM
authors: Kaskova
authors: Natalja S
authors: NS
authors: Rodionova
authors: Sergey I
authors: SI
authors: Kovalchuk
authors: Rustam H
authors: RH
authors: Ziganshin
authors: Mikhail S
authors: MS
authors: Baranov
authors: Konstantin S
authors: KS
authors: Mineev
authors: Ilia V
authors: IV
authors: Yampolsky
mesh_terms: D000818:Animals; D001120:Arginine / Q000031:analogs & derivatives / Q000737:chemistry; D049454:Firefly Luciferin / Q000737:chemistry*; D049408:Luminescent Agents / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D009835:Oligochaeta / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry*; D005680:gamma-Aminobutyric Acid / Q000737:chemistry*
chemical_list: D049408:Luminescent Agents; D010455:Peptides; D005680:gamma-Aminobutyric Acid; D049454:Firefly Luciferin; C018524:N,N-dimethylarginine; D001120:Arginine
keywords: Fridericia heliota; bioluminescence; luciferin; peptides; structure elucidation