Anachelin, the siderophore of the cyanobacterium Anabaena cylindrica CCAP 1403/2A.
A catecholate siderophore - anachelin - has been isolated from the cyanobacterium Anabaena cylindrica CCAP 1403/2A. The central part of the siderophore is a tripeptide consisting of L-Thr, D-Ser and L-Ser. Its C-terminus is linked amidically to a 1,1-dimethyl-3-amino-1,2,3,4-tetrahydro-7,8-dihydroxyquinolinium system and its N-terminus to 6-amino-3,5,7-trihydroxyheptanoic acid. The 7-hydroxyl group of the latter is esterified with salicylic acid whose carboxyl group is condensed with the 6-amino group to an oxazoline ring. Anachelin is the first genuine siderophore of a cyanobacterium whose structure has been elucidated.
Beiderbeck
H
H
Institut für Organische Chemie der Universität zu Köln, Germany.
Taraz
K
K
Budzikiewicz
H
H
Walsby
A E
AE
D017033:Anabaena / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D019906:Nuclear Magnetic Resonance, Biomolecular; D009842:Oligopeptides / Q000737:chemistry* / Q000302:isolation & purification; D011806:Quinolinium Compounds / Q000737:chemistry* / Q000302:isolation & purification; D017262:Siderophores / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013053:Spectrophotometry
D009842:Oligopeptides; D011806:Quinolinium Compounds; D017262:Siderophores; C420972:anachelin