A CCR5 receptor antagonist
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DAPTA (acetate)

Item No. 33339

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
D-alanyl-L-seryl-L-threonyl-L-threonyl-L-threonyl-L-asparaginyl-L-tyrosyl-L-threoninamide, acetate
Synonyms
  • D-Ala-peptide T-amide
Molecular Formula
C35H56N10O15 • XC2H4O2
Formula Weight
856.9
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 1 mg/mlDMSO:PBS (pH 7.2) (1:4): 0.20 mg/ml
SMILES
OC(C=C1)=CC=C1C[C@@H](C(N[C@H](C(N)=O)[C@H](O)C)=O)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](N)C)=O)=O)=O)=O)=O)=O.CC(O)=O
InChi Code
InChI=1S/C35H56N10O15.C2H4O2/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;1-2(3)4/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);1H3,(H,3,4)/t13-,14-,15-,16-,17-,20+,21+,22+,24+,25+,26+,27+;/m1./s1
InChi Key
RNRQNIXDWUFGFX-ZPGAAPGCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    25 mg

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    50 mg

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    100 mg

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    Cayman Chemical
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    Product Description

    DAPTA is a peptide antagonist of chemokine (C-C motif) receptor 5 (CCR5).1 It inhibits CD4-dependent binding of HIV-1Ba-L and HIV-1CM235 gp120 envelope proteins to CCR5 (IC50s = 0.06 and 0.32 nM, respectively). DAPTA (0.1 mg/kg, i.p.) reduces marble burying and repetitive behavior, as well as decreases brain levels of IL-6, IL-9, and IL-17A, in the BTBR T+ Itpr3tf/J mouse model of autism spectrum disorder (ASD).2 It also reduces LPS-induced microglial activation and astrocyte hypertrophy in the dentate gyrus in a rat model of chronic neuroinflammation.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Polianova, M.T., Ruscetti, F.W., Pert, C.B., et al. Chemokine receptor-5 (CCR5) is a receptor for the HIV entry inhibitor peptide T (DAPTA). Antiviral Res. 67(2), 83-92 (2005).

    2. Ahmad, S.F., Ansari, M.A., Nadeem, A., et al. DAPTA, a C-C chemokine receptor 5 (CCR5) antagonist attenuates immune aberrations by downregulating Th9/Th17 immune responses in BTBR T + Itpr3tf/J mice. Eur. J. Pharmacol. 846, 100-108 (2019).

    3. Rosi, S., Pert, C.B., Ruff, M.R., et al. Chemokine receptor 5 antagonist D-Ala-peptide T-amide reduces microglia and astrocyte activation within the hippocampus in a neuroinflammatory rat model of Alzheimer’s disease. Neuroscience 134(2), 671-676 (2005).