DAPTA

DAPTA, an analog of peptide T, acts as a chemokine receptor 5 (CCR5) antagonist that inhibits the entry of the virus. It is used potentially for the treatment of HIV infection and HBV infection.

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CAT No: R1013

CAS No: 106362-34-9

Synonyms/Alias: DAPTA;106362-34-9;Adaptavir;(D-Ala1)-peptide T amide;D-Ala-peptide T-amide;RAP101;L-Threoninamide, D-alanyl-L-seryl-L-threonyl-L-threonyl-L-threonyl-L-asparaginyl-L-tyrosyl-;CHEMBL181276;J208V4ZMP2;(2S)-N-[(2S)-1-[[(2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]-2-[[(2S,3R)-2-[[(2S,3R)-2-[[(2S,3R)-2-[[(2S)-2-[[(2R)-2-aminopropanoyl]amino]-3-hydroxypropanoyl]amino]-3-hydroxybutanoyl]amino]-3-hydroxybutanoyl]amino]-3-hydroxybutanoyl]amino]butanediamide;D-Ala-Ser-Thr-Thr-Thr-Asn-Tyr-Thr-NH2;(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;mDAPTA;monomeric D-Ala-peptide;D-Ala1-peptide T-amide;UNII-J208V4ZMP2;(D-Alanine1)Peptide T amide;Monomeric DAPTA;MFCD00076838;D-Ala1-peptide T-NH2;H-D-ALA-SER-THR-THR-THR-ASN-TYR-THR-NH2;[D-Ala1] Peptide T Amide;SCHEMBL7706935;monomeric d-Ala-peptide T-amide;GTPL11692;HY-P1034;PEPTIDE T AMIDE, 1(D-ALA);BDBM50607887;s8501;AKOS024457091;CCG-270535;CS-7601;NCGC00599627-01;AC-31499;AS-58148;DA-59547;FA109659;D-Ala-Ser-Thr-Thr-Thr-Asn-Tyr-Thr-NH(2);A11871;BRD-K37151368-001-01-7;Q27281035;

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Specification Technical Data Publications Customer reviews and Q&A
M.F/FormulaC35H56N10O15
M.W/Mr.856.9
SequenceOne Letter Code:ASTTTNYT
Three Letter Code:H-D-Ala-Ser-Thr-Thr-Thr-Asn-Tyr-Thr-NH2
Labeling TargetChemokine receptor
AppearanceWhite lyophilised solid
Purity>98% (or refer to the Certificate of Analysis)
ActivityAntagonist
Source#Synthetic
Long-term Storage ConditionsSoluble in DMSO
Shipping ConditionShipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Short-term Storage ConditionsDry, dark and at 0 - 4 °C
Solubility-20 °C
InChIInChI=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 KeyAKWRNBWMGFUAMF-ZESMOPTKSA-N
Isomeric SMILESC[C@H]([C@@H](C(=O)N)NC(=O)[C@H](CC1=CC=C(C=C1)O)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CO)NC(=O)[C@@H](C)N)O
ShelfLife>2 years if stored properly
References

A pre-HAART era placebo-controlled trial showed that DAPTA caused cognitive improvements, and a later analysis of stored samples suggests a clinically significant reduction in plasma viral load (K. Goodkin, University of Miami, personal communication). A more recent uncontrolled clinical trial reports that DAPTA substantially suppressed virus in persistently infected cellular reservoirs in both HAART experienced and naïve to treatment patients.

Chemokine receptor-5 (CCR5) is a receptor for the HIV entry inhibitor peptide T (DAPTA)

1. Quantitative Analysis of Ligands Effects on Bioefficacy of Nanoemulsion encapsulating Depigmenting Active

2. Exosomes-mediated Transfer of miR-125a/b in Cell-to-cell Communication: A Novel Mechanism of Genetic Exchange in the Intestinal Microenvironment

3. Olfactory receptor based piezoelectric biosensors for detection of alcohols related to food safety applications

4. Genetic, cellular, and structural characterization of the membrane potential-dependent cell-penetrating peptide translocation pore

5. Effect of Probiotic Lactobacillus plantarum on Streptococcus mutans and Candida albicans Clinical Isolates from Children with Early Childhood Caries

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