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Details of TopicalPdb ID 1108

PRIMARY INFORMATION
ID1108
PMID20189781
Year2010
SequenceRALARALARALRALAR
NameRALA
Length16
N-Terminal ModificationFree
C-Terminal ModificationFree
Linear/ CyclicLinear
ChiralityL
Chemical ModificationNone
Origin of PeptideSynthetic,cell penetration enhancer
Nature of Peptide/CargoBased on a family of amphipatic peptides that exhibit improved membrane permeability belongs to a synthetic family of CPEs.
MechanismThe penetration mechanism of these peptides into the cell and into the nucleus was proposed to be based on peptide aggregation within the bilayer surface.
Cargo Sequence/StructureC14H10Cl2NNaO2, Sodium [o-(2,6-dichloroanilino)phenyl]acetate
Name of cargo
Sodium diclofenac, Hexagonal lypotropic liquid crystals (HIILC)
AssayFranz diffusion cell, HPLC
Enhancer73.8 wt% GMO and 8.2 wt% TAG (9:1 weight ratio) at 18 wt% water content. The hexagonal liquid crystals (HIILC) were prepared by mixing weighed quantities of GMO and TAG while heating to 45 ◦C. This was done in sealed tubes under nitrogen atmosphere to avoid oxidation of the GMO. An appropriate quantity of preheated water at the same temperature was added, and the samples were stirred and cooled to 25 ◦C. RALA was solubilized up to its maximal capacity in each system—in the range of 1–6 wt%
Properties of enhancerEnhances permeability
Concentration1.4 wt%
Incubation time25 hours
Tissue permeability (value with units)60% of applied dose
Tissue SampleStratum corneum of ear of porcine
Ex vivo/In vivo/In vitroex vivo
SECONDARY INFORMATION
STRUCTURE
Predicted Structure
SMILESN[C@@H](CCCNC(=[NH2])N)C(=O)N[C@@H]
(C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)
N[C@@H](CCCNC(=[NH2])N)C(=O)N[C@@H](C)C(=O)N[C@@H]
(CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC
(=[NH2])N)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)
C)C(=O)N[C@@H](CCCNC(=[NH2])N)C(=O)N
[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H]
(C)C(=O)N[C@@H](CCCNC(=[NH2])N)C=O