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.
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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M.F/Formula | C35H56N10O15 |
M.W/Mr. | 856.9 |
Sequence | One Letter Code:ASTTTNYT Three Letter Code:H-D-Ala-Ser-Thr-Thr-Thr-Asn-Tyr-Thr-NH2 |
Labeling Target | Chemokine receptor |
Appearance | White lyophilised solid |
Purity | >98% (or refer to the Certificate of Analysis) |
Activity | Antagonist |
Source# | Synthetic |
Long-term Storage Conditions | Soluble in DMSO |
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. |
Short-term Storage Conditions | Dry, dark and at 0 - 4 °C |
Solubility | -20 °C |
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 |
Isomeric SMILES | C[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) |
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