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MedKoo Cat#: 464332 | Name: DAPTA acetate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

DAPTA is a peptide antagonist of chemokine (C-C motif) receptor 5 (CCR5). 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). It also reduces LPS-induced microglial activation and astrocyte hypertrophy in the dentate gyrus in a rat model of chronic neuroinflammation.

Chemical Structure

DAPTA acetate
DAPTA acetate
CAS#unknown

Theoretical Analysis

MedKoo Cat#: 464332

Name: DAPTA acetate

CAS#: unknown

Chemical Formula: C37H60N10O17

Exact Mass: 0.0000

Molecular Weight: 916.94

Elemental Analysis: C, 48.47; H, 6.60; N, 15.28; O, 29.66

Price and Availability

Size Price Availability Quantity
5mg USD 285.00 Back order
25mg USD 550.00 Back order
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Related CAS #
No Data
Synonym
DAPTA acetate; D-Ala-peptide T-amide; D-Ala1-peptide-t-amide acetate; Peptide-t amide,1(D-Ala) acetate
IUPAC/Chemical Name
(S)-2-((2S,5S,8S,11S,14R)-14-amino-2,5,8-tris((R)-1-hydroxyethyl)-11-(hydroxymethyl)-4,7,10,13-tetraoxo-3,6,9,12-tetraazapentadecanamido)-N1-((S)-1-(((2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl)amino)-3-(4-hydroxyphenyl)-1-oxopropan-2-yl)succinamide acetate
InChi Key
RNRQNIXDWUFGFX-ZPGAAPGCSA-N
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
SMILES Code
OC1=CC=C(C[C@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](C)N)=O)CO)=O)[C@@H](C)O)=O)[C@@H](C)O)=O)[C@@H](C)O)=O)CC(N)=O)=O)C(N[C@@H]([C@@H](C)O)C(N)=O)=O)C=C1.CC(O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Solvent mg/mL mM
Solubility
DMSO:PBS (pH 7.2) (1:4) 0.2 0.00
DMSO 1.0 0.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 916.94 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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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. 2019 Mar 5;846:100-108. doi: 10.1016/j.ejphar.2019.01.016. Epub 2019 Jan 15. PMID: 30658114. 10: Mahmoud AG, Guedes da Silva MFC, Śliwa EI, Smoleński P, Kuznetsov ML, Pombeiro AJL. Copper(II) and Sodium(I) Complexes based on 3,7-Diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane-5-oxide: Synthesis, Characterization, and Catalytic Activity. Chem Asian J. 2018 Oct 4;13(19):2868-2880. doi: 10.1002/asia.201800799. Epub 2018 Aug 31. PMID: 29947049. 11: García-Domínguez M, Lastra A, Folgueras AR, Cernuda-Cernuda R, Fernández- García MT, Hidalgo A, Menéndez L, Baamonde A. The Chemokine CCL4 (MIP-1β) Evokes Antinociceptive Effects in Mice: a Role for CD4+ Lymphocytes and Met- Enkephalin. Mol Neurobiol. 2019 Mar;56(3):1578-1595. doi: 10.1007/s12035-018-1176-8. Epub 2018 Jun 15. 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