A cell-penetrating peptide
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Product Categories

Product Type

Biochemicals
Peptides
Lipid Nanoparticles (LNPs)

Research Area

Neuroscience

Penetratin (trifluoroacetate salt)

Item No. 36878

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-arginyl-L-glutaminyl-L-isoleucyl-L-lysyl-L-isoleucyl-L-tryptophyl-L-phenylalanyl-L-glutaminyl-L-asparaginyl-L-arginyl-L-arginyl-L-methionyl-L-lysyl-L-tryptophyl-L-lysyl-L-lysine, trifluoroacetate salt
Synonyms
  • Arg-Gln-Ile-Lys-Ile-Trp-Phe-Gln-Asn-Arg-Arg-Met-Lys-Trp-Lys-Lys-NH2
Molecular Formula
C104H168N34O20S • XCF3COOH
Formula Weight
2246.8
Purity
≥95%
Formulation (Request formulation change)
A solid
Peptide Sequence
RQIKIWFQNRRMKWKK-NH2
Solubility(Learn about Variance in Solubility)
Water: Soluble
λmax
219 nm
SMILES
NCCCC[C@@H](C(O)=O)NC([C@H](CCCCN)NC([C@H](CC1=CNC2=CC=CC=C12)NC([C@H](CCCCN)NC([C@H](CCSC)NC([C@H](CCCNC(N)=N)NC([C@H](CCCNC(N)=N)NC([C@H](CC(N)=O)NC([C@H](CCC(N)=O)NC([C@H](CC3=CC=CC=C3)NC([C@@H](NC([C@H]([C@@H](C)CC)NC([C@H](CCCCN)NC([C@H]([C@@H](C)CC)NC([C@H](CCC(N)=O)NC([C@@H](N)CCCNC(N)=N)=O)=O)=O)=O)=O)CC4=CNC5=CC=CC=C45)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C104H168N34O20S.C2HF3O2/c1-6-58(3)84(138-94(150)74(40-42-82(111)140)124-86(142)65(109)30-23-48-119-102(113)114)99(155)131-70(35-17-21-46-107)93(149)137-85(59(4)7-2)100(156)136-79(54-62-57-123-67-32-14-12-29-64(62)67)97(153)133-77(52-60-26-9-8-10-27-60)95(151)129-73(39-41-81(110)139)91(147)135-80(55-83(112)141)98(154)128-72(38-25-50-121-104(117)118)87(143)126-71(37-24-49-120-103(115)116)88(144)130-75(43-51-159-5)92(148)125-69(34-16-20-45-106)90(146)134-78(53-61-56-122-66-31-13-11-28-63(61)66)96(152)127-68(33-15-19-44-105)89(145)132-76(101(157)158)36-18-22-47-108;3-2(4,5)1(6)7/h8-14,26-29,31-32,56-59,65,68-80,84-85,122-123H,6-7,15-25,30,33-55,105-109H2,1-5H3,(H2,110,139)(H2,111,140)(H2,112,141)(H,124,142)(H,125,148)(H,126,143)(H,127,152)(H,128,154)(H,129,151)(H,130,144)(H,131,155)(H,132,145)(H,133,153)(H,134,146)(H,135,147)(H,136,156)(H,137,149)(H,138,150)(H,157,158)(H4,113,114,119)(H4,115,116,120)(H4,117,118,121);(H,6,7)/t58-,59-,65-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,84-,85-;/m0./s1
InChi Key
RLFUJZOPEMGXFR-YGLVCIEOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $29

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    5 mg

    $128

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    10 mg

    $225

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    25 mg

    $492

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    Product Description

    Penetratin is a cell-penetrating peptide.1 It is composed of 16 amino acids corresponding to amino acids 43-58 of the Drosophila Antennapedia homeodomain (AntpHD). Penetratin has been used in the surface functionalization of liposomes for drug delivery across the blood-brain barrier (BBB).2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dupont, E., Prochiantz, A., and Joliot, A. Penetratin story: An overview. Cell-penetrating peptides: Methods and protocols (2011).

    2. Lamptey, R.N.L., Sun, C., and Singh, J. Brain-targeted delivery of losartan through functionalized liposomal nanoparticles for management of neurogenic hypertension. Int. J. Pharm. 637:122841, (2023).

    3. Þorgeirsdóttir, D.Ý., Andersen, J.H., Perch-Nielsen, M., et al. Selenomethionine as alternative label to the fluorophore TAMRA when exploiting cell-penetrating peptides as blood-brain barrier shuttles to better mimic the physicochemical properties of the non-labelled peptides. Eur. J. Pharm. Sci. 183:106400, (2023).