CAS Number106362-34-9
SynonymsL-ThreoninaMide,D-alanyl-L-seryl-L-threonyl-L-threonyl-L-threonyl-L-asparaginyl-L-tyrosyl; D-ALA-SER-THR-THR-THR-ASN-TYR-THR-NH2; D-Ala-Ser-Thr-Thr-Thr-Asn-Tyr-Thr amide acetate salt; D-Ala-L-Ser-L-Thr-L-Thr-L-Thr-L-Asn-L-Tyr-L-Thr-NH2; H-D-ALA-SER-THR-THR-THR-ASN-TYR-THR-NH2; Octapeptide T; D-ala-ser-thr-thr-thr-asn-tyr-thr amide acetate; (D-ALA1)-PEPTIDE T AMIDE; Adaptavir
Molecular FormulaC35H56O15N10
Molecular Weight856.89
Density1.415g/cm3
Boiling Point1514.3ºC at 760mmHg
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 106362-34-9 |
| Catalog No. | 2A-1192629 |
| Chinese Name | DAPTA |
| Synonyms | L-ThreoninaMide,D-alanyl-L-seryl-L-threonyl-L-threonyl-L-threonyl-L-asparaginyl-L-tyrosyl; D-ALA-SER-THR-THR-THR-ASN-TYR-THR-NH2; D-Ala-Ser-Thr-Thr-Thr-Asn-Tyr-Thr amide acetate salt; D-Ala-L-Ser-L-Thr-L-Thr-L-Thr-L-Asn-L-Tyr-L-Thr-NH2; H-D-ALA-SER-THR-THR-THR-ASN-TYR-THR-NH2; Octapeptide T; D-ala-ser-thr-thr-thr-asn-tyr-thr amide acetate; (D-ALA1)-PEPTIDE T AMIDE; Adaptavir |
| Molecular Formula | C35H56O15N10 |
| Molecular Weight | 856.89 |
| Density | 1.415g/cm3 |
| Boiling Point | 1514.3ºC at 760mmHg |
| Storage Condition | -20°C |
| Application | DAPTA is a synthetic peptide that is a CCR5 inhibitor and has anti-HIV activity. |
| MDL Number | MFCD00076838 |
| SMILES | CC(N)C(=O)NC(CO)C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(CC(N)=O)C(=O)NC(Cc1ccc(O)cc1)C(=O)NC(C(N)=O)C(C)O)C(C)O)C(C)O)C(C)O |
| 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)(H2,38,53)(H,39,55)(H,40,58)(H,41,54)(H,42,56)(H,43,57)(H,44,60)(H,45,59)/t13-,14-,15-,16-,17-,20+,21+,22+,24+,25+,26+,27+/m1/s1 |
| InChI Key | AKWRNBWMGFUAMF-ZESMOPTKSA-N |
| Hazard Symbols | transportation |
| Bioactivity | DAPTA is a synthetic peptide, functions as a viral entry inhibitor by targeting selectively CCR5, and shows potent anti-HIV activities. Sequence: Ala-Ser-Thr-Thr-Thr-Asn-Tyr-Thr-NH2. Related Catalog Signaling Pathways >> Anti-infection >> HIV Research Areas >> Infection Peptides Target gp120BaL/sCD4-CCR5:55 pM (IC50, in Cf2Th/synR5 cells) gp120CMCM235/sCD4-CCR5:0.32 nM (IC50, in Cf2Th/synR5 cells) In Vitro DAPTA (1 nM) inhibits HIV-1 replication in monocytes/macrophages (M/M) by >90%. DAPTA blocks HIV entry and prevents HIV-1 infection. DAPTA reduces CCR5 mAb binding in human primary macrophages. DAPTA potently blocks R5 gp120-mediated neuronal apoptosis. DAPTA is even more potent in preventing neuronal apoptosis than the CCR5 antagonist TAK-779[1]. DAPTA potently inhibits specific CD4-dependent binding of gp120 Bal (IC50 = 0.06 nM) and CM235 (IC50 = 0.32 nM) to CCR5. DAPTA (1 nM) blocks formation of the gp120/sCD4 complex with CCR5. DAPTA inhibits the binding of gp120BaL/sCD4 to CCR5 (Cf2Th/synR5) cells with IC50 of 55 ± 0.08 pM[2]. Kinase Assay A novel FITC-labeled tracer from soluble gp120 proteins (25 g/mL) is prepared using a Fluorescent protein labeling kit, according to the manufacture's instructions. Uncoupled FLUOS is removed by Sephadex G-10 column filtration. The molar ratio between FLUOS-labeling molecules and protein is from 3.5 to 4.5 fluorescence molecules per molecule of gp120. The concentration of fluorescent-labeled proteins is measured by Bradford assay and Western blotting by using calibrating amounts of soluble molecules with known concentration. Binding assays are performed in binding buffer, in final volume 100l. Binding is carried out for 1 h at 37°C in 96-well filter plates. Unbound-labeled proteins are removed by rapid vacuum filtration and ishing using a 96-well plates manifold. Each binding mix is washed five times with 0.2 mL (total volume of 1.0 mL/well) cold ishing buffer (50 mM HEPES, pH 7.4, 150 mM NaCl, 5 mM MgCl2, 1 mM CaCl2). Filters are counted with a fluorescent plate reader at 495/530 nm. References [1]. Pollicita M, et al. Profound anti-HIV-1 activity of DAPTA in monocytes/macrophages and inhibition of CCR5-mediated apoptosis in neuronal cells. Antivir Chem Chemother. 2007;18(5):285-95. [2]. Polianova MT, et al. Chemokine receptor-5 (CCR5) is a receptor for the HIV entry inhibitor peptide T (DAPTA). Antiviral Res. 2005 Aug;67(2):83-92. Chemical & Physical Properties Density 1.415g/cm3 Boiling Point 1514.3ºC at 760mmHg Molecular Formula C35H56N10O15 Molecular Weight 856.87700 Flash Point 869.6ºC Exact Mass 856.39300 PSA 437.28000 Vapour Pressure 0mmHg at 25°C Index of Refraction 1.596 InChIKey AKWRNBWMGFUAMF-ZESMOPTKSA-N SMILES CC(N)C(=O)NC(CO)C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(CC(N)=O)C(=O)NC(Cc1ccc(O)cc1)C(=O)NC(C(N)=O)C(C)O)C(C)O)C(C)O)C(C)O Storage condition -20°C |
| Use of | DAPTA is a synthetic peptide, functions as a viral entry inhibitor by targeting selectively CCR5, and shows potent anti-HIV activities. Sequence: Ala-Ser-Thr-Thr-Thr-Asn-Tyr-Thr-NH2. Properties Name dapta Synonym More Synonyms (D-Ala1)-Peptide T amide Biological Activity Description DAPTA is a synthetic peptide, functions as a viral entry inhibitor by targeting selectively CCR5, and shows potent anti-HIV activities. Sequence: Ala-Ser-Thr-Thr-Thr-Asn-Tyr-Thr-NH2. Related Catalog Signaling Pathways >> Anti-infection >> HIV Research Areas >> Infection References [1]. Pollicita M, et al. Profound anti-HIV-1 activity of DAPTA in monocytes/macrophages and inhibition of CCR5-mediated apoptosis in neuronal cells. Antivir Chem Chemother. 2007;18(5):285-95. [2]. Polianova MT, et al. Chemokine receptor-5 (CCR5) is a receptor for the HIV entry inhibitor peptide T (DAPTA). Antiviral Res. 2005 Aug;67(2):83-92. Chemical & Physical Properties Molecular Formula C35H56N10O15 Exact Mass 856.39300 PSA 437.28000 Index of Refraction 1.596 InChIKey AKWRNBWMGFUAMF-ZESMOPTKSA-N |
| Transport Info | Product name: Purity: 97.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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