Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C35H56N10O15 |
| Molecular Weight | 856.8785 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 12 / 12 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@@H](O)[C@H](NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CO)NC(=O)[C@@H](C)N)[C@@H](C)O)[C@@H](C)O)[C@@H](C)O)C(N)=O
InChI
InChIKey=AKWRNBWMGFUAMF-ZESMOPTKSA-N
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
| Molecular Formula | C35H56N10O15 |
| Molecular Weight | 856.8785 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 12 / 12 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
DAPTA (D-ala-peptide T-amide) is a synthetic peptide that prevents HIV entry by blocking binding of HIV gp120 protein with CCR5 receptor. In a small clinical study of internasal formulation of DAPTA in long-term infected HIV patients, administration of DAPTA led to decrease in the amount of virus isolated from white blood cells, an increase in gamma-interferon secreting T-cells in the absense of drug-related toxicity. In another clinical study DAPTA in combination with antiretroviral therapy reduced the peripheral (plasma and serum) viral load, but did not reduce the CSF viral load.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Chemokine receptor-5 (CCR5) is a receptor for the HIV entry inhibitor peptide T (DAPTA). | 2005-08 |
|
| Peptide T inhibits HIV-1 infection mediated by the chemokine receptor-5 (CCR5). | 2001-10 |
|
| Peptide T[4-8] is core HIV envelope sequence required for CD4 receptor attachment. | 1987-09-26 |
|
| Octapeptides deduced from the neuropeptide receptor-like pattern of antigen T4 in brain potently inhibit human immunodeficiency virus receptor binding and T-cell infectivity. | 1986-12 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:04:04 GMT 2025
by
admin
on
Mon Mar 31 18:04:04 GMT 2025
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| Record UNII |
J208V4ZMP2
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| Record Status |
FAILED
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106362-34-9
Created by
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J208V4ZMP2
Created by
admin on Mon Mar 31 18:04:04 GMT 2025 , Edited by admin on Mon Mar 31 18:04:04 GMT 2025
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184644
Created by
admin on Mon Mar 31 18:04:04 GMT 2025 , Edited by admin on Mon Mar 31 18:04:04 GMT 2025
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SALT/SOLVATE -> PARENT |
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ACTIVE MOIETY |
