Zincophorin

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Zincophorin
Zincophorin.png
Names
Preferred IUPAC name
(2S)-2-{(2S,5S,6S)-5-Methyl-6-[(2S,3S,4S,5S,6S,7R,10E,12R,13R,14E,16R)-3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl]oxan-2-yl}propanoic acid
Other names
Griseochelin; Antibiotic M144255
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C33H60O7/c1-10-13-19(2)18-22(5)29(35)20(3)14-11-12-15-27(34)23(6)30(36)25(8)31(37)26(9)32-21(4)16-17-28(40-32)24(7)33(38)39/h11,14,18-21,23-32,34-37H,10,12-13,15-17H2,1-9H3,(H,38,39)/b14-11+,22-18+/t19-,20-,21+,23+,24+,25+,26+,27-,28+,29-,30+,31+,32+/m1/s1
    Key: XMCIULDTDFJACK-FXLACHKASA-N
  • CCC[C@@H](C)/C=C(\C)/[C@@H]([C@H](C)/C=C/CC[C@H]([C@H](C)[C@@H]([C@H](C)[C@@H]([C@H](C)[C@@H]1[C@H](CC[C@H](O1)[C@H](C)C(=O)O)C)O)O)O)O
Properties
C33H60O7
Molar mass 568.836 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Zincophorin (also known as griseochelin) is an antibiotic against Gram-positive bacteria and a bacterial metabolite.[1][2] It is also an ionophore.[3] It was isolated from the bacterium Streptomyces griseus.[4]

References[edit]

  1. ^ GRÄFE, U.; SCHADE, W.; ROTH, M.; RADICS, L.; INCZE, M.; UJSZÁSZY, K. (1984). "Griseochelin, a novel carboxylic acid antibiotic from Streptomyces griseus". The Journal of Antibiotics. 37 (8): 836–846. doi:10.7164/antibiotics.37.836. PMID 6434502.
  2. ^ Walther, E; Boldt, S; Kage, H; Lauterbach, T (November 28, 2016). "Zincophorin - biosynthesis in Streptomyces griseus and antibiotic properties". GMS Infectious Diseases. 4: Doc08. doi:10.3205/id000026. PMC 6301713. PMID 30671322.
  3. ^ "griseochelin (CHEBI:141377)". www.ebi.ac.uk. Retrieved 24 April 2020.
  4. ^ Walther, Elisabeth; Boldt, Sabrina; Kage, Hirokazu; Lauterbach, Tom; Martin, Karin; Roth, Martin; Hertweck, Christian; Sauerbrei, Andreas; Schmidtke, Michaela; Nett, Markus (28 November 2016). "Zincophorin – biosynthesis in Streptomyces griseus and antibiotic properties". GMS Infectious Diseases. 4: Doc08. doi:10.3205/id000026. PMC 6301713. PMID 30671322.