A thiazole antibiotic
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Althiomycin

Item No. 32887

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[1-[(4S)-4-[(2,5-dihydro-4-methoxy-2-oxo-1H-pyrrol-1-yl)carbonyl]-4,5-dihydro-2-thiazolyl]-2-hydroxyethyl]-2-[(E)-(hydroxyimino)methyl]-4-thiazolecarboxamide
CAS Number
12656-40-5
Synonyms
  • NSC 102809
Molecular Formula
C16H17N5O6S2
Formula Weight
439.5
Purity
≥90%
Formulation (Request formulation change)
A crystalline solid
SMILES
O=C(C1=CSC(/C=N/O)=N1)NC(CO)C2=N[C@@H](C(N3C(C=C(OC)C3)=O)=O)CS2
InChi Code
InChI=1S/C16H17N5O6S2/c1-27-8-2-13(23)21(4-8)16(25)11-7-29-15(20-11)9(5-22)19-14(24)10-6-28-12(18-10)3-17-26/h2-3,6,9,11,22,26H,4-5,7H2,1H3,(H,19,24)/b17-3+/t9?,11-/m1/s1
InChi Key
VQQNQKXWJMRPHT-GMLCBOFYSA-N
Origin
Bacterium/Streptomyces althioticus No. 245-Z2
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $623

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    Product Description

    Althiomycin is a polyketide synthase-derived thiazole antibiotic originally isolated from S. althioticus.1 It is active against Gram-positive bacteria, including S. aureus, S. epidermidis, and S. pyogenes (MICs = 25, 25, and 3.1 µg/ml, respectively).2 Althiomycin inhibits protein synthesis in E. coli when used at concentrations of 1 and 10 µg/ml but not in isolated rabbit reticulocytes at 100 µg/ml.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gerc, A.J., Song, L., Challis, G.L., et al. The insect pathogen Serratia marcescens Db10 uses a hybrid non-ribosomal peptide synthetase-polyketide synthase to produce the antibiotic althiomycin. PLoS One 7(9), e44673 (2012).

    2. Inami, K., and Shiba, T. Syntheses of althiomycin analogs in relation to antibacterial activities. Bull. Chem. Soc. Jpn. 59(7), 2185-2189 (1986).

    3. Fujimoto, H., Kinoshita, T., Suzuki, H., et al. Studies on the mode of action of althiomycin. J. Antibiot. (Tokyo) 23(6), 271-275 (1970).