An inhibitor of protein biosynthesis
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Kirromycin

Item No. 25189

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(αS,2R,3R,4R,6S)-N-[(2E,4E,6S,7R)-7-[(2S,3S,4R,5R)-5-[(1E,3E,5E)-7-(1,2-dihydro-4-hydroxy-2-oxo-3-pyridinyl)-6-methyl-7-oxo-1,3,5-heptatrien-1-yl]tetrahydro-3,4-dihydroxy-2-furanyl]-6-methoxy-5-methyl-2,4-octadien-1-yl]-α-ethyltetrahydro-2,3,4-trihydroxy-5,5-dimethyl-6-(1E,3Z)-1,3-pentadien-1-yl-2H-pyran-2-acetamide
CAS Number
50935-71-2
Synonyms
  • NSC 316094
Molecular Formula
C43H60N2O12
Formula Weight
796.9
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleMethanol: soluble
SMILES
O[C@H]1[C@@H](/C=C/C=C/C=C(C)/C(C2=C(O)C=CNC2=O)=O)O[C@]([C@H](C)[C@H](OC)/C(C)=C/C=C/CNC([C@@H](CC)[C@]3(O)[C@H](O)[C@H](O)C(C)(C)[C@H](/C=C/C=C\C)O3)=O)([H])[C@H]1O
InChi Code
InChI=1S/C43H60N2O12/c1-9-11-13-21-31-42(6,7)38(50)39(51)43(54,57-31)28(10-2)40(52)44-23-17-16-19-26(4)36(55-8)27(5)37-35(49)34(48)30(56-37)20-15-12-14-18-25(3)33(47)32-29(46)22-24-45-41(32)53/h9,11-22,24,27-28,30-31,34-39,48-51,54H,10,23H2,1-8H3,(H,44,52)(H2,45,46,53)/b11-9-,14-12+,17-16+,20-15+,21-13+,25-18+,26-19+/t27-,28-,30-,31+,34+,35+,36-,37+,38+,39-,43-/m1/s1
InChi Key
HMSYAPGFKGSXAJ-PAHGNTJYSA-N
Origin
Bacterium/Streptomyces collinus
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $702

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    Product Description

    Kirromycin is an antibiotic originally isolated from Streptomyces and an inhibitor of protein biosynthesis.1 It inhibits isoleucine incorporation, polyphenylalanine synthesis, and growth of B. brevis. Kirromycin inhibits elongation factor Tu-dependent peptidyl transfer activity in E. coli.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wolf, H., Zähner, H., and Nierhaus, K. Kirromycin, an inhibitor of the 30 S ribosomal subunits function. FEBS Lett. 21(3), 347-350 (1972).

    2. Wolf, H., Chinali, G., and Parmeggiani, A. Kirromycin, an inhibitor of protein biosynthesis that acts on elongation factor Tu. Proc. Natl. Acad. Sci. USA 71(12), 4910-4914 (1974).