Box5 TFA
Box5 (CAS No. 1206604-29-6) is a Wnt5a-derived hexapeptide (Met-Asp-Gly-Cys-Glu-Leu) modified with a t-boc group. It selectively antagonizes Wnt5a-mediated signaling in the non-canonical Wnt pathway, without significantly affecting other G protein-coupled receptors like endothelin-1 or muscarinic receptors. In melanoma cells, Box5 significantly inhibits Wnt5a-mediated migration at 100 μM, though its IC50 is not clearly reported. Mechanistically, Box5 directly inhibits Wnt5a-induced intracellular Ca²⁺ signaling and blocks downstream PKC activation by preventing MARCKS phosphorylation. Both pathways are crucial for Wnt5a-driven melanoma cell adhesion, migration, and invasion. Box5 thus weakens Wnt5a-dependent metastatic behaviors in melanoma cells, but does not affect migration in cells lacking endogenous Wnt5a.
References：
[1] Jenei V, Sherwood V, Howlin J, Linnskog R, Säfholm A, Axelsson L, Andersson T. A t-butyloxycarbonyl-modified Wnt5a-derived hexapeptide functions as a potent antagonist of Wnt5a-dependent melanoma cell invasion. Proc Natl Acad Sci U S A. 2009 Nov 17;106(46):19473-8. doi: 10.1073/pnas.0909409106. Epub 2009 Nov 9. PMID: 19901340; PMCID: PMC2780806.
| Storage | Dry at -80°C away from light for 1 year. |
| M.Wt | 880.90 |
| Cas No. | 1206604-29-6 |
| Formula | C32H51F3N6O15S2 |
| Solubility | Soluble in DMSO |
| Chemical Name | (2S,5S,8R,14S)-14-((S)-2-((tert-butoxycarbonyl)amino)-4-(methylthio)butanamido)-5-(2-carboxyethyl)-2-isobutyl-8-(mercaptomethyl)-4,7,10,13-tetraoxo-3,6,9,12-tetraazahexadecanedioic acid--2,2,2-trifluoroacetic acid (1/1) |
| SDF | Download SDF |
| Canonical SMILES | OC(C[C@H](NC([C@H](CCSC)NC(OC(C)(C)C)=O)=O)C(NCC(N[C@H](C(N[C@@H](CCC(O)=O)C(N[C@H](C(O)=O)CC(C)C)=O)=O)CS)=O)=O)=O.OC(C(F)(F)F)=O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
Quality Control & MSDS
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Purity = 98.00%
- COA (Certificate Of Analysis)
- MSDS (Material Safety Data Sheet)
- Datasheet
Chemical structure
