An antibacterial peptide
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Pap12-6 (trifluoroacetate salt)

Item No. 37454

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(S)-N-((2S,5S,8S,11S,14S,17S)-2-((1H-indol-3-yl)methyl)-1,21-diamino-5,8-bis(4-aminobutyl)-11,14-diisopropyl-1,4,7,10,13,16-hexaoxo-3,6,9,12,15-pentaazahenicosan-17-yl)-2-((6S,9S,12S,15S,18S)-9-((1H-indol-3-yl)methyl)-1,6-diamino-12-(4-aminobutyl)-18-benzyl-15-((S)-sec-butyl)-1-imino-7,10,13,16-tetraoxo-2,8,11,14,17-pentaazanonadecan-19-amido)-6-aminohexanamide, trifluoroacetate salt
Molecular Formula
C83H133N23O12 • XCF3COOH
Formula Weight
1645.1
Purity
≥95%
Formulation (Request formulation change)
A solid
Peptide Sequence
RWKIFKKVVKKW-NH2
Solubility(Learn about Variance in Solubility)
Water: soluble
SMILES
OC(C(F)(F)F)=O.O=C([C@@H](N)CCCNC(N)=N)N[C@H](C(N[C@H](C(N[C@@]([H])([C@H](CC)C)C(N[C@@H](CC1=CC=CC=C1)C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N)=O)CC2=CNC3=C2C=CC=C3)=O)CCCCN)=O)CCCCN[H])=O)C(C)C)=O)C(C)C)=O)CCCCN)=O)CCCCN)=O)=O)=O)CCCCN)=O)CC4=CNC5=C4C=CC=C5
InChi Code
InChI=1S/C83H133N23O12.C2HF3O2/c1-7-51(6)70(106-77(113)64(37-19-24-42-88)99-79(115)67(46-54-48-95-59-32-14-12-29-56(54)59)102-72(108)57(89)30-25-43-93-83(91)92)82(118)103-66(44-52-26-9-8-10-27-52)78(114)98-60(33-15-20-38-84)73(109)97-63(36-18-23-41-87)76(112)104-69(50(4)5)81(117)105-68(49(2)3)80(116)100-62(35-17-22-40-86)74(110)96-61(34-16-21-39-85)75(111)101-65(71(90)107)45-53-47-94-58-31-13-11-28-55(53)58;3-2(4,5)1(6)7/h8-14,26-29,31-32,47-51,57,60-70,94-95H,7,15-25,30,33-46,84-89H2,1-6H3,(H2,90,107)(H,96,110)(H,97,109)(H,98,114)(H,99,115)(H,100,116)(H,101,111)(H,102,108)(H,103,118)(H,104,112)(H,105,117)(H,106,113)(H4,91,92,93);(H,6,7)/t51-,57-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-,70-;/m0./s1
InChi Key
BSFQJZVVHORVRL-HSQLCMMYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Pap12-6 is an antibacterial peptide derived from the twelve N-terminal amino acids of the peptide papiliocin, which has been found in P. xuthus larvae.1 It is active against a panel of eight Gram-negative bacteria, including E. coli, P. aeruginosa, and S. syphimurium (MIC50s = 4-8 µM), and the Gram-positive bacteria S. aureus, methicillin-resistant S. aureus 3126 (MRSA-3126), B. subtilis, and S. epidermidis (MIC50s = 4-8 µM) without affecting the viability of human erythrocytes, mouse RAW 264.7 macrophages, human HaCaT keratinocytes, or human HEK293 kidney cells at 25 µM. Pap12-6 induces membrane depolarization in E. coli when used at concentrations of 4 and 8 µM. Preincubation with Pap12-6 (10 µM) reduces nitrite (NO2-), Tnf-α, and Il-6 secretion levels in LPS-stimulated RAW 264.7 macrophages. In vivo, Pap12-6 (10 mg/kg) increases survival in mice infected with E. coli, as well as reduces the number of colony forming units (CFUs) in the lungs, liver, and kidneys in E. coli-infected mice when administered at a dose of 1 mg/kg. Pap12-6 (1 mg/kg) reduces serum aspartate aminotransferase (AST) and alanine transaminase (ALT) levels and blood urea nitrogen levels in a mouse model of E. coli-induced sepsis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kim, J., Jacob, B., Jang, M., et al. Development of a novel short 12-meric papiliocin-derived peptide that is effective against Gram-negative sepsis. Sci. Rep. 9(1), 3817 (2019).