An antiviral peptide
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LAP (trifluoroacetate salt)

Item No. 36982

Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3S,9S,12S,15S,18S,21S,24S,27S,30R,33S,36S,39S,42S)-27-((1H-imidazol-4-yl)methyl)-3-(((S)-1-amino-1-oxo-3-phenylpropan-2-yl)carbamoyl)-24-(3-amino-3-oxopropyl)-36-(4-aminobutyl)-42-((S)-2-((S)-2-((S)-2-aminopropanamido)propanamido)-4-methylpentanamido)-9-benzyl-21,33-di((S)-sec-butyl)-18-(2-carboxyethyl)-12,15-bis(4-hydroxybenzyl)-30-(mercaptomethyl)-39-methyl-5,8,11,14,17,20,23,26,29,32,35,38,41-tridecaoxo-4,7,10,13,16,19,22,25,28,31,34,37,40-tridecaazapentatetracontanedioic acid, trifluoroacetate salt
Synonyms
  • La Peptide
  • Lupus Autoantigen Peptide
Molecular Formula
C99H141N23O27S • XCF3COOH
Formula Weight
2117.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Peptide Sequence
AALEAKICHQIEYYFGDF-NH2
Solubility(Learn about Variance in Solubility)
DMSO: 10 mg/ml
SMILES
OC(C(F)(F)F)=O.C[C@H](N)C(N[C@@H](C)C(N[C@@H](CC(C)C)C(N[C@H](C(N[C@@H](C)C(N[C@H](C(N[C@@]([H])([C@H](CC)C)C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@@]([H])([C@H](CC)C)C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@@H](CC1=CC=CC=C1)C(NCC(N[C@H](C(N[C@@H](CC2=CC=CC=C2)C(N)=O)=O)CC(O)=O)=O)=O)=O)CC3=CC=C(C=C3)O)=O)CC4=CC=C(C=C4)O)=O)CCC(O)=O)=O)=O)CCC(N)=O)=O)CC5=CNC=N5)=O)CS[H])=O)=O)CCCCN)=O)=O)CCC(O)=O)=O)=O)=O
InChi Code
InChI=1S/C99H141N23O27S.C2HF3O2/c1-10-52(5)81(98(148)113-67(35-38-79(129)130)89(139)117-71(43-59-25-29-62(123)30-26-59)94(144)118-72(44-60-27-31-63(124)32-28-60)93(143)116-70(42-58-22-16-13-17-23-58)87(137)105-48-77(126)109-74(46-80(131)132)96(146)114-68(83(103)133)41-57-20-14-12-15-21-57)122-91(141)65(33-36-76(102)125)111-95(145)73(45-61-47-104-50-106-61)119-97(147)75(49-150)120-99(149)82(53(6)11-2)121-90(140)64(24-18-19-39-100)110-85(135)56(9)108-88(138)66(34-37-78(127)128)112-92(142)69(40-51(3)4)115-86(136)55(8)107-84(134)54(7)101;3-2(4,5)1(6)7/h12-17,20-23,25-32,47,50-56,64-75,81-82,123-124,150H,10-11,18-19,24,33-46,48-49,100-101H2,1-9H3,(H2,102,125)(H2,103,133)(H,104,106)(H,105,137)(H,107,134)(H,108,138)(H,109,126)(H,110,135)(H,111,145)(H,112,142)(H,113,148)(H,114,146)(H,115,136)(H,116,143)(H,117,139)(H,118,144)(H,119,147)(H,120,149)(H,121,140)(H,122,141)(H,127,128)(H,129,130)(H,131,132);(H,6,7)/t52-,53-,54-,55-,56-,64-,65-,66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,81-,82-;/m0./s1
InChi Key
GPAWVQBPHFBGHT-QWPLYBJOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Lupus autoantigen peptide (LAP) is an antiviral peptide derived from La, an autoantigen found in patients with systemic lupus erythematosus (SLE), that corresponds to amino acids 11-28 of La.1 It inhibits the interaction between the hepatitis C virus (HCV) 5’-UTR and internal ribosome entry site (IRES) trans-acting factors (ITAFs), including polypyrimidine tract-binding protein (PTB) and poly(rC)-binding protein 2 (PCBP2).2 LAP (60 µM) inhibits HCV IRES-mediated translation in a reporter assay using Huh7 cells, an effect that can be reversed by recombinant PTB and PCBP2.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Izumi, R.E., Das, S., Barat, B., et al. A peptide from autoantigen La blocks poliovirus and hepatitis C virus cap-independent translation and reveals a single tyrosine critical for La RNA binding and translation stimulation. J. Virol. 78(7), 3763-3776 (2004).

    2. Fontanes, V., Raychaudhuri, S., and Dasgupta, A. A cell-permeable peptide inhibits hepatitis C virus replication by sequestering IRES transacting factors. Virology 394(1), 82-90 (2009).