A macrocyclic peptide antibiotic
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Micrococcin P1

Item No. 17093

Technical Information
Formal Name
2’-[(11S,14Z,21S,28S)-14-ethylidene-9,10,11,12,13,14,20,21,27,28-decahydro-28-[(1R)-1-hydroxyethyl]-11-[(1R)-1-hydroxyethyl]-21-(1-methylethyl)-9,12,19,26-tetraoxo-19H,26H-8,5:18,15:25,22:32,29-tetranitrilo-5H,15H-pyrido[3,2-m][1,11,17,24,4,7,20,27]tetrathiatetraazacyclotriacontin-2-yl]-N-[(1Z)-1-[[[(2R)-2-hydroxypropyl]amino]carbonyl]-1-propen-1-yl]-[2,4’-bithiazole]-4-carboxamide
CAS Number
67401-56-3
Molecular Formula
C48H49N13O9S6
Formula Weight
Purity
≥95%
A solid
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
O=C(C1=CSC(C2=CSC(C3=NC(C4=CSC([C@H]([C@H](O)C)NC(C5=CSC6=N5)=O)=N4)=C(C7=NC(C(N[C@]([C@H](O)C)([H])C(N/C(C8=NC(C(N[C@H]6C(C)C)=O)=CS8)=C\C)=O)=O)=CS7)C=C3)=N2)=N1)N/C(C(NC[C@H](O)C)=O)=C\C
InChi Code
InChI=1S/C48H49N13O9S6/c1-8-24(37(65)49-12-20(5)62)51-38(66)28-15-73-46(56-28)32-18-74-45(58-32)26-11-10-23-36(50-26)27-13-75-48(53-27)35(22(7)64)61-41(69)31-17-76-47(57-31)33(19(3)4)59-39(67)30-16-72-44(55-30)25(9-2)52-42(70)34(21(6)63)60-40(68)29-1
InChi Key
MQGFYNRGFWXAKA-QMXXNAFJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Micrococcin P1 is a macrocyclic peptide antibiotic that functions as an acceptor-site-specific inhibitor of ribosomal protein synthesis, effectively preventing the growth of Gram-positive bacteria without affecting that of Gram-negative bacteria.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Carnio, M.C., Hötzel, A., Rudolf, M., et alThe macrocyclic peptide antibiotic micrococcin P(1) is secreted by the food-borne bacterium Staphylococcus equorum WS 2733 and inhibits Listeria monocytogenes on soft cheese. Appl. Environ. Microbiol. 66(6), 2378-2384 (2000).

    2. Mikolajka, A., Liu, H., Chen, Y., et alDifferential effects of thiopeptide and orthosomycin antibiotics on translational GTPases. Chem. Biol. 18(5), 589-600 (2011).