Baciphelacin

Baciphelacin

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Baciphelacin
Category Antibiotics
Catalog number BBF-00250
CAS 57765-71-6
Molecular Weight 422.52
Molecular Formula C22H34N2O6

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Description

Baciphelacin is produced by the strain of Bacillus thiaminolyticus. It is mainly resistant to gram-positive bacteria and has the activity of inhibiting Newcastle disease virus and leukemia P-388 cells.

Specification

Synonyms baciphelacin; Antibiotic B 17; 5-Amino-N-[1-(3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3-methylbutyl]-2-methyl-3,4-dihydroxyheptanamide
IUPAC Name 5-amino-3,4-dihydroxy-N-[1-(8-hydroxy-1-oxo-3,4-dihydroisochromen-3-yl)-3-methylbutyl]-2-methylheptanamide
Canonical SMILES CCC(C(C(C(C)C(=O)NC(CC(C)C)C1CC2=C(C(=CC=C2)O)C(=O)O1)O)O)N
InChI InChI=1S/C22H34N2O6/c1-5-14(23)20(27)19(26)12(4)21(28)24-15(9-11(2)3)17-10-13-7-6-8-16(25)18(13)22(29)30-17/h6-8,11-12,14-15,17,19-20,25-27H,5,9-10,23H2,1-4H3,(H,24,28)
InChI Key NGHPDQGNXFFIQH-UHFFFAOYSA-N

Properties

Appearance White Powder
Antibiotic Activity Spectrum gram-positive bacterial; neoplastics
Boiling Point 723.6°C at 760 mmHg
Density 1.221 g/cm3

Reference Reading

1. Baciphelacin: a new eukaryotic translation inhibitor
L Carrasco Biochimie. 1987 Aug;69(8):797-802. doi: 10.1016/0300-9084(87)90206-9.
Baciphelacin an antibiotic produced by Bacillus thiaminolyticus was a potent inhibitor of protein synthesis in HeLa cells and other mammalian cell lines. It had no effect on DNA or RNA synthesis. Concentrations of baciphelacin around 10(-7) M inhibited protein synthesis by 50% in intact cells. The antibiotic had no effect on protein synthesis in Saccharomyces cerevisiae or Escherichia coli, but inhibited the protozoan Trypanosoma brucei. In vitro protein synthesis in a rabbit reticulocyte cell-free system was blocked by baciphelacin. However, translation of globin mRNA in a wheat cell-free system was not affected by this antibiotic. Baciphelacin had no activity against a number of cell-free systems used to measure different steps of translation, including binding of substrates to the ribosome, peptide bond formation and polyphenylalanine synthesis. Therefore, it is assumed that it affects the initiation of translation or the charging of tRNA. Finally, the inhibition of protein synthesis by compounds structurally related to baciphelacin was tested and their effects compared to baciphelacin.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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