DAPTA

• CAT Number: R014117
• CAS Number: 106362-34-9
• Molecular Formula: C35H56N10O15
• Molecular Weight: 856.89
• Purity: ≥95%
• Target: Chemokine Receptors
• Solubility: Soluble to 1 mg/ml in sterile water
• Storage: Desiccate at -20C
• InChI: InChI=1S/C35H56N10O15/c1-13(36)29(54)41-22(12-46)32(57)43-26(16(4)49)34(59)45-27(17(5)50)35(60)44-25(15(3)48)33(58)40-21(11-23(37)52)30(55)39-20(10-18-6-8-19(51)9-7-18)31(56)42-24(14(2)47)28(38)53/h6-9,13-17,20-22,24-27,46-51H,10-12,36H2,1-5H3,(H2,37,52)(
• InChIKey: AKWRNBWMGFUAMF-ZESMOPTKSA-N
• SMILES: C[C@@H](O)[C@@H](C(N)=O)NC([C@H](CC1=CC=C(O)C=C1)NC([C@H](CC(N)=O)NC([C@H]([C@H](O)C)NC([C@H]([C@H](O)C)NC([C@H]([C@H](O)C)NC([C@H](CO)NC([C@@H](C)N)=O)=O)=O)=O)=O)=O)=O

DAPTA is a synthetic peptide that inhibits the CCR5 receptor, thereby exhibiting anti-HIV activity. Its mechanism of action involves blocking the CCR5 pathway to prevent viral entry into healthy cells. DAPTA holds promise as a candidate for HIV treatment and research.

Reference

1:trans-thionate derivatives of Pt(II) and Pd(II) with water-soluble phosphane PTA and DAPTA ligands: antiproliferative activity against human ovarian cancer cell lines. Guerrero E, Miranda S, Lüttenberg S, Fröhlich N, Koenen JM, Mohr F, Cerrada E, Laguna M, Mendía A.Inorg Chem. 2013 Jun 3;52(11):6635-47. doi: 10.1021/ic4006746. Epub 2013 May 21. PMID: 23692403 2:Synthesis, characterization, and in vitro cytotoxicity of some gold(I) and trans platinum(II) thionate complexes containing water-soluble PTA and DAPTA ligands. X-ray crystal structures of [Au(SC4H3N2)(PTA)], trans-[Pt(SC4H3N2)2(PTA)2], trans-[Pt(SC5H4N)2(PTA)2], and trans-[Pt(SC5H4N)2(DAPTA)2]. Miranda S, Vergara E, Mohr F, de Vos D, Cerrada E, Mendía A, Laguna M.Inorg Chem. 2008 Jul 7;47(13):5641-8. doi: 10.1021/ic7021903. Epub 2008 Apr 30. PMID: 18447334 3:Profound anti-HIV-1 activity of DAPTA in monocytes/macrophages and inhibition of CCR5-mediated apoptosis in neuronal cells. Pollicita M, Ruff MR, Pert CB, Polianova MT, Schols D, Ranazzi A, Perno CF, Aquaro S.Antivir Chem Chemother. 2007;18(5):285-95. PMID: 18046961 4:Chemokine receptor-5 (CCR5) is a receptor for the HIV entry inhibitor peptide T (DAPTA). Polianova MT, Ruscetti FW, Pert CB, Ruff MR.Antiviral Res. 2005 Aug;67(2):83-92. PMID: 16002156 5:Update on D-ala-peptide T-amide (DAPTA): a viral entry inhibitor that blocks CCR5 chemokine receptors. Ruff MR, Polianova M, Yang QE, Leoung GS, Ruscetti FW, Pert CB.Curr HIV Res. 2003 Jan;1(1):51-67. Review. PMID: 15043212 6:Antiviral and immunological benefits in HIV patients receiving intranasal peptide T (DAPTA). Polianova MT, Ruscetti FW, Pert CB, Tractenberg RE, Leoung G, Strang S, Ruff MR.Peptides. 2003 Jul;24(7):1093-8. PMID: 14499289