A macrocyclic peptide lactone antibiotic
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Telomycin

Item No. 28137

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R)-L-β-aspartyl-L-seryl-L-threonyl-L-allothreonyl-L-alanylglycyl-(3S)-3-hydroxy-L-prolyl-α,β-didehydrotryptophyl-β-methyl-L-tryptophyl-(3S)-3-hydroxy-L-leucyl-3-hydroxy-L-proline, (11→3)-lactone
CAS Number
19246-24-3
Synonyms
  • NSC 235069
Molecular Formula
C59H77N13O19
Formula Weight
1272.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: SolubleWater: Slightly soluble
SMILES
O=C1O[C@H](C)[C@H](NC([C@@H](NC(C[C@H](N)C(O)=O)=O)CO)=O)C(N[C@]([C@@H](O)C)([H])C(N[C@@H](C)C(NCC(N2[C@]([C@@H](O)CC2)([H])C(N/C(C(N[C@](C(C)C3=CNC4=C3C=CC=C4)([H])C(NC([C@H](C(C)C)O)C(N5[C@@]1([H])[C@H](O)CC5)=O)=O)=O)=C\C6=CNC7=C6C=CC=C7)=O)=O)=O)=O)=O
InChi Code
InChI=1S/C59H77N13O19/c1-25(2)49(79)46-57(87)72-18-16-40(76)48(72)59(90)91-29(6)45(69-52(82)38(24-73)65-41(77)20-34(60)58(88)89)55(85)68-44(28(5)74)54(84)64-27(4)50(80)63-23-42(78)71-17-15-39(75)47(71)56(86)66-37(19-30-21-61-35-13-9-7-11-31(30)35)51(81)67-43(53(83)70-46)26(3)33-22-62-36-14-10-8-12-32(33)36/h7-14,19,21-22,25-29,34,38-40,43-49,61-62,73-76,79H,15-18,20,23-24,60H2,1-6H3,(H,63,80)(H,64,84)(H,65,77)(H,66,86)(H,67,81)(H,68,85)(H,69,82)(H,70,83)(H,88,89)/b37-19-/t26?,27-,28-,29+,34-,38-,39-,40+,43-,44-,45-,46?,47-,48-,49-/m0/s1
InChi Key
FJEKCPBQVANMTA-HERBWHLNSA-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

    Telomycin is a macrocyclic peptide lactone antibiotic originally isolated from Streptomyces.1 It is active against Gram-positive bacteria, including S. aureus, methicillin-resistant S. aureus (MRSA), and E. faecium (MICs = 4, 2, and 16 µg/ml, respectively).2 Telomycin eradicates B. anserina spirochetosis infection in chicks.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sheehan, J.C., Mania, D., Nakamura, S., et al. The structure of telomycin. J. Am. Chem. Soc. 90(2), 462-470 (1968).

    2. Fu, C., Keller, L., Bauer, A., et al. Biosynthetic studies of telomycin reveal new lipopeptides with enhanced activity. Proc. Natl. Acad. Sci. USA 137(24), 7692-7705 (2015).

    3. Packchanian, A. Chemotherapy of Borrelia anserina infection (spirochetosis) in chicks with amphomycin, kanamycin, telomycin, and tetracycline. Antibiot. Chemother. (Northfield) 10, 731-739 (1960).