A peptide antibiotic
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Kocurin

Item No. 29125

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[[(4R)-2-[(1S)-1-[[[2-[(1S)-1,3-diamino-3-oxopropyl]-4-thiazolyl]carbonyl]amino]-2-phenylethyl]-4,5-dihydro-4-thiazolyl]carbonyl]-L-tyrosyl-2-[5-(4-carboxy-5-methyl-2-oxazolyl)-6-[2′-(2S)-2-pyrrolidinyl[2,4′-bithiazol]-4-yl]-2-pyridinyl]-4-thiazolecarbonyl-2,3-didehydroalanyl-L-alanyl-L-prolyl-2,3-didehydroalanyl-2,3-didehydro-alaninamide (2→1)-lactam
CAS Number
1374772-61-8
Synonyms
  • Baringolin
  • PM181104
Molecular Formula
C69H66N18O13S5
Formula Weight
1515.7
Purity
≥70%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Dichloromethane: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
[H][C@]1(CCCN1C([C@H](CC2=CC=C(O)C=C2)NC([C@]3([H])CSC([C@H](CC4=CC=CC=C4)NC5=O)=N3)=O)=O)C6=NC(C7=NC(C8=NC(C9=NC(C(NC(C(N[C@@H](C)C(N%10[C@H](C(NC(C(NC(C(N)=O)=C)=O)=C)=O)CCC%10)=O)=O)=C)=O)=CS9)=CC=C8C%11=NC(C(N[C@@H](CC(N)=O)C%12=NC5=CS%12)=O)=C(C)O%11)=CS7)=CS6
InChi Code
InChI=1S/C69H66N18O13S5/c1-31(54(71)90)72-55(91)33(3)74-60(96)49-13-9-21-86(49)68(98)34(4)75-56(92)32(2)73-57(93)45-27-102-63(81-45)40-20-19-39-53(76-40)44-26-101-66(80-44)48-30-105-67(84-48)50-14-10-22-87(50)69(99)43(24-37-15-17-38(88)18-16-37)79-59(95)47-29-103-64(82-47)41(23-36-11-7-6-8-12-36)77-58(94)46-28-104-65(83-46)42(25-51(70)89)78-61(97)52-35(5)100-62(39)85-52/h6-8,11-12,15-20,26-28,30,34,41-43,47,49-50,88H,1-3,9-10,13-14,21-25,29H2,4-5H3,(H2,70,89)(H2,71,90)(H,72,91)(H,73,93)(H,74,96)(H,75,92)(H,77,94)(H,78,97)(H,79,95)/t34-,41-,42-,43-,47-,49-,50-/m0/s1
InChi Key
WWWYMYPACSXBTM-GVYUJTEBSA-N
Origin
Bacterium/Kocuria sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Kocurin is a thiazolyl peptide originally isolated from K. palustris and has antibiotic activity.1 It is active against methicillin-resistant S. aureus (MRSA; MIC = 0.25 µg/ml), as well as B. subtilis and E. faecium in a solid agar test when used at a concentration of 8 µg/ml. Kocurin is also active against E. faecium, E. faecalis, S. epidermidis, and clinical isolates of vancomycin-resistant enterococci (MICs = 0.004-1.025 µg/ml).2 In vivo, kocurin (2.5, 5, and 10 mg/ml) increases survival in a mouse model of E. faecium-induced septicemia. It decreases the number of colony forming units (CFUs) in a mouse model of MRSA lung infection.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Martin, J., da S. Sousa, T., Crespo, G., et al. Kocurin, the true structure of PM181104, an anti-methicillin-resistant Staphylococcus aureus (MRSA) thiazolyl peptide from the marine-derived bacterium Kocuria palustris. Mar. Drugs 11(2), 387-398 (2013).

    2. Mahajan, G., Thomas, B., Parab, R., et al. In vitro and in vivo activities of antibiotic PM181104. Antimicrob. Agents Chemother. 57(11), 5315-5319 (2013).