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.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
DAPTA(CAS 106362-34-9)

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;

Custom Peptide Synthesis
cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
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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