1982
DOI: 10.1002/anie.198205271
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Constitution of the Deferriform of the Albomycins δ1, δ2 and ε

Abstract: Fig. 1. Molecular structure of complex 2 in the crystal (50% probability thermal ellipsoids). The carbonyl groups are represented schematically and the given bond lengths are averages for the respective equivalent bonds. Space group P2,/c, u = 1402.3(6), b= 1 l21.8(4), c= 1954.2(5) pm, 8=92.83 (3)", p,,,,,=2.89,~,,,=2.87 (k0.05) g.cm-', Z = 4 ; 4392 reflections (I> ISo(l)), 215 parameters (measurement: Syntex P3, solution: She1 XTL), R , =0.084. The trinuclear complex Re3(CO),,COOH with the structural element … Show more

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Cited by 57 publications
(28 citation statements)
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“…Because either aspartyl, glutamyl, or leucyl moieties are acetylated, the acetyl group must be located on the ␣-amino group. (21). Upon entering cells through the FhuA ferrichrome transporter, albomycin is processed by aminopeptidases with the release of a nonhydrolyzable seryl-thioxylofuranosyl pyrimidine (22) that inhibits seryltRNA synthetase (23).…”
Section: Mccementioning
confidence: 99%
“…Because either aspartyl, glutamyl, or leucyl moieties are acetylated, the acetyl group must be located on the ␣-amino group. (21). Upon entering cells through the FhuA ferrichrome transporter, albomycin is processed by aminopeptidases with the release of a nonhydrolyzable seryl-thioxylofuranosyl pyrimidine (22) that inhibits seryltRNA synthetase (23).…”
Section: Mccementioning
confidence: 99%
“…The structures of albomycins were fully elucidated by Benz and coworkers in 1982 13,14 , 35 years after their initial isolation. Albomycins δ 1 ( 1a ), δ 2 ( 1b ), and ε ( 1c ) are all composed of a tri-δ- N -hydroxy-L-ornithine peptide siderophore and a thionucleoside warhead with six consecutive chiral centers, and differ only in the C4 substituent (R) of the pyrimidine nucleobase (Fig.…”
Section: Introductionmentioning
confidence: 99%
“…These include BE-7585A ( 1 ),2 rhodonocardins ( 5 ),4 lincomycins ( 6 ),5 celesticetin,6 calicheamicins ( 7 ),7 esperamicins,8 namenamicin,9 shishijimicins,10 albomycins ( 8 )11 and SB-21745212 from microorganisms; kotalanol,13 salacinol14 and glucosinolates15 from plants; and 5-thio-D-mannose16 from the marine sponge Clathria pyramida (although the actual producer might be its symbiont). The biosynthetic gene clusters for some of the compounds produced by bacteria have been identified,17–19 but the pathway and mechanisms of the thiosugar biosynthesis in each case remain obscure.…”
mentioning
confidence: 99%