A polyene antibiotic
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Linearmycin A

Item No. 33132

Technical Information
Formal Name
60-amino-15S,17R,29,33,35S,37S,41R,43S,45R,47S,51,55S,57R-tridecahydroxy-2,14,16S,30-tetramethyl-31-oxo-2E,4E,6E,8E,12E,18E,20E,22E,24E,26E,38E,48E,52E-hexacontatridecaenoic acid
CAS Number
163596-98-3
Molecular Formula
C64H101NO16
Formula Weight
Purity
≥80%
A solid
DMSO: solubleMethanol: soluble
SMILES
NCCC[C@@H](O)C[C@@H](O)C/C=C/C(O)C/C=C/[C@@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)C/C=C/[C@H](C[C@@H](O)CC(CC(C(C(C/C=C/C=C/C=C/C=C/C=C/[C@@H](O)[C@H](C)[C@@H](O)C(C)/C=C/CC/C=C/C=C/C=C/C=C(C)/C(O)=O)O)C)=O)O)O
InChi Code
InChI=1S/C64H101NO16/c1-46(27-19-15-11-7-5-8-12-16-20-28-47(2)64(80)81)63(79)49(4)61(77)37-22-18-14-10-6-9-13-17-21-36-60(76)48(3)62(78)45-59(75)44-58(74)42-54(70)34-25-33-53(69)41-57(73)43-56(72)40-52(68)32-24-30-50(66)29-23-31-51(67)39-55(71)35-26-38-65/h5-10,12-14,16-25,27-29,32,34,37,46,48-61,63,66-77,79H,11,15,26,30-31,33,35-36,38-45,65H2,1-4H3,(H,80,81)/b7-5+,10-6+,12-8+,13-9+,18-14+,20-16+,21-17+,27-19+,29-23+,32-24+,34-25+,37-22+,47-28+/t46?,48?,49-,50?,51-,52+,53+,54+,55+,56-,57-,58+,59?,60?,61+,63-/m0/s1
InChi Key
FHAYEICQQMDOQQ-SFBFHZDRSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Linearmycin A is a polyene antibiotic that has been found in Streptomyces.1 It is active against the bacteria S. aureus and E. coli (MICs = 3.1 and 1.6 µg/disc, respectively), the fungi S. cerevisiae and C. albicans (MICs = 0.1 and 1.6 µg/disc, respectively), and the plant pathogenic fungus A. niger in disc assays (MIC = 0.2 µg/disc). Linearmycin A induces lysis and degradation of B. subtilis as a component of Streptomyces Mg1 extract.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sakuda, S., Guce-Bigol, U., Itoh, M., et alNovel linear polyene antibiotics: Linearmycins. J. Chem. Soc. Perkin 1 18, 2315-2319 (1996).

    2. Stubbendieck, R.M., and Straight, P.D. Escape from lethal bacterial competition through coupled activation of antibiotic resistance and a mobilized subpopulation. PLoS Genet. 11(12), e1005722 (2015).