Synthesis of the pyoverdin chromophore by a biomimetic oxidative cyclization.
The fluorescent dihydropyrimido[1,2-a]quinoline chromophore of the pyoverdin siderophores has been synthesized by a biomimetic oxidative cyclization using an iodine(III) reagent, followed by elimination and dehydrogenation.
Jones
Raymond C F
RC
Chemistry Department, Loughborough University, Loughborough, Leicestershire LE11 3TU, UK.
Yau
Sze Chak
SC
Iley
James N
JN
Smith
Janet E
JE
Dickson
James
J
Elsegood
Mark R J
MR
McKee
Vickie
V
Coles
Simon J
SJ
D003500:Cyclization; D008958:Models, Molecular; D015394:Molecular Structure; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D011549:Pseudomonas / Q000737:chemistry; D017262:Siderophores / Q000096:biosynthesis
D009842:Oligopeptides; D017262:Siderophores; C042453:pyoverdin