caa a22 4500 469038977 CHVBK 20180323132804.0 cr unu---uuuuu 170328e19920101xx s 000 0 ger 10.1007/BF01045308 doi (NATIONALLICENCE)springer-10.1007/BF01045308 Neue Siderophore des Pyoverdin-Typs aus Pseudomonas fluorescens [Elektronische Daten] [Karl Geisen, Kambiz Taraz, Herbert Budzikiewicz] New pyoverdin type siderophores from Pseudomonas fluorescens Summary: The structure of four new pyoverdins (Pf12-IA, -IIA, -IB und IIB) isolated from the culture medium ofPseudomonas fluorescens 12 was elucidated by combination of spectroscopic methods and degradation reactions. The pyoverdins comprise (1S)-5-amino-2,3-dihydro-8,9-dihydroxy-1H-pyrimido[1,2-a]quinoline-1-carboxylic acid whose amino group carries a 3-carboxypropanoyl-(IA), succinamoyl- (IIA), 4-carboxy-4-oxobutanoyl- (IB) or L-4-amino-4-carboxybutanoylresidue (II B) and whose carboxyl group is bound amidically to the N-terminus of D-Ser-L-Lys-Gly- . According to the short-hand-nomenclature suggested in [2, 3] the pyoverdins may be described as pyoverdin-Q-sKGO′sSGK*o′ES*-SUC(IA), pyoverdin-Q-sKGO′sSGK*o′-ES*-SUCA (IIA), pyoverdin-Q-sKGO′sSGK*o′ES*-KGL (IB) and pyoverdin-Q-sKGO′sSGK*o′ES*-GLU (IIB). The pyoverdins described here possess the most complex structure encountered so far as their peptide part comprises eleven amino acids and the cyclo-tetrapeptide substructure. In addition, they are of special interest as for the first time glutamic acid could be identified as a chromophore side chain which is the key compound for the citric acid cycle to which belong all dicarboxylic acids found so far in pyoverdins. Springer-Verlag, 1992 Citric acid cycle nationallicence Pseudomonas fluorescens nationallicence Pyoverdins nationallicence Siderophores nationallicence Structure elucidation nationallicence ASK : Acylseitenkette nationallicence Chr : Chromophor1 a nationallicence (HO)Chr : Chromophor1 b nationallicence Dns : Dansyl-Rest nationallicence DP : Dansylpeptid nationallicence EDTA : Ethylendiamintetraessigsäure nationallicence FAB : Fast Atom Bombardment (PI=positive Ionen) nationallicence (HO)Orn : N5-Hydroxyornithin nationallicence (CHO, HO)Orn : N5-Formyl-N5-hydroxyornithin nationallicence PITC : Phenylisothiocyanat nationallicence RP-HPLC : Reversed-Phase High Performance Liquid Chromatography nationallicence Kgl : α-Ketoglutarsäure bzw. 4-Carboxy-4-oxobutanoyl-Rest nationallicence R t : Retentionszeit nationallicence Suc : Bernsteinsäure bzw. 3-Carboxypropanoyl-Rest nationallicence Suca : Succinamoyl-Rest nationallicence Suci : Succinimido-Rest nationallicence TAB : Trifluoracetyl-n-butylester nationallicence TEA : Triethylamin nationallicence Geisen Karl Institut für Organische Chemie, Universität Köln, Greinstraße 4, D-W-5000, Köln, Bundesrepublik Deutschland aut Taraz Kambiz Institut für Organische Chemie, Universität Köln, Greinstraße 4, D-W-5000, Köln, Bundesrepublik Deutschland aut Budzikiewicz Herbert Institut für Organische Chemie, Universität Köln, Greinstraße 4, D-W-5000, Köln, Bundesrepublik Deutschland aut Monatshefte für Chemie / Chemical Monthly Springer-Verlag 123/1-2(1992-01-01), 151-178 0026-9247 123:1-2<151 1992 123 706 https://doi.org/10.1007/BF01045308 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF01045308 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Geisen Karl Institut für Organische Chemie, Universität Köln, Greinstraße 4, D-W-5000, Köln, Bundesrepublik Deutschland aut NATIONALLICENCE 700 1- Taraz Kambiz Institut für Organische Chemie, Universität Köln, Greinstraße 4, D-W-5000, Köln, Bundesrepublik Deutschland aut NATIONALLICENCE 700 1- Budzikiewicz Herbert Institut für Organische Chemie, Universität Köln, Greinstraße 4, D-W-5000, Köln, Bundesrepublik Deutschland aut NATIONALLICENCE 773 0- Monatshefte für Chemie / Chemical Monthly Springer-Verlag 123/1-2(1992-01-01), 151-178 0026-9247 123:1-2<151 1992 123 706 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer