A macrodiolide antibiotic
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Aplasmomycin A (sodium salt)

Item No. 43828

Product Insert (PDF)
Technical Information
Formal Name
(T-4)-[(1R,2R,5S,6R,8S,9E,12R,14S,17R,18R,19R,22S,23R,25S,26E,29R,31S,34R)-1,2,18,19-tetra(hydroxy-κO)-12,29-dihydroxy-6,13,13,17,23,30,30,34-octamethyl-4,7,21,24,35,37-hexaoxapentacyclo[29.3.1.15,8.114,18.122,25]octatriaconta-9,26-diene-3,20-dionato(4-)]-borate(1-), monosodium salt
CAS Number
61230-25-9
Synonyms
  • Aplasmomycin
Molecular Formula
C40H60BO14 • Na
Formula Weight
Purity
>98% (HPLC)
A solid
SMILES
O=C1O[C@]2([H])[C@@H](C)O[C@](C2)([H])/C=C/C[C@@H](O)C(C)(C)[C@](O3)([H])CC[C@@H](C)[C@]3(O4)[C@@](C(O[C@@]([C@@H](C)O5)([H])C[C@@]5([H])/C=C/C[C@@H](O)C6(C)C)=O)([H])O[B-]74O[C@@]8([C@H](C)CC[C@]6([H])O8)[C@@]1([H])O7.[Na+]
InChi Code
InChI=1S/C40H60BO14.Na/c1-21-15-17-31-37(5,6)29(42)13-9-11-26-20-28(24(4)47-26)49-36(45)34-40-22(2)16-18-32(51-40)38(7,8)30(43)14-10-12-25-19-27(23(3)46-25)48-35(44)33-39(21,50-31)54-41(52-33,53-34)55-40;/h9-12,21-34,42-43H,13-20H2,1-8H3;/q-1;+1/b11-9+,12-10+;/t21-,22-,23-,24-,25-,26-,27+,28+,29-,30-,31+,32+,33+,34+,39+,40+,41?;/m1./s1
InChi Key
GEIYDRPAWIMINR-ZDKANEFWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Aplasmomycin A is a polyketide synthase-derived macrodiolide antibiotic that has been found in S. griseus.1,2,3 It is active against several Gram-positive bacteria, including Staphylococcus, Bacillus, and Mycobacterium (MICs = 0.78-6.25 µg/ml).2 Aplasmomycin A (100 mg/kg) increases survival and decreases the number of infected red blood cells in a mouse model of P. berghei infection.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Floss, H.G., and Chang, C. Biosynthesis of some unusual macrolide antibiotics. Biosynthesis 193-214 (1981).

    2. Okami, Y., Okazaki, T., Kitahara, T., et alStudies on marine microorganisms. V. A new antibiotic, aplasmomycin, produced by a streptomycete isolated from shallow sea mud. J. Antibiot. (Tokyo) 29(10), 1019-1025 (1976).

    3. Shimizu, Y., Ogasawara, Y., Matsumoto, A., et alAplasmomycin and boromycin are specific inhibitors of the futalosine pathway. J. Antibiot. (Tokyo) 71(11), 968-970 (2018).