Adaptavir - CAS 106362-34-9

A CCR5 receptor antagonist. CCR5 antagonists block HIV from getting into and infecting certain cells of the immune system.

Category
Peptide Inhibitors
Catalog number
BAT-010256
CAS number
106362-34-9
Molecular Formula
C35H56N10O15
Molecular Weight
856.89
Adaptavir
IUPAC Name
(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
Synonyms
RAP-101; D-Ala-1-peptide T-NH-2; DAPTA; mDAPTA; Monomeric (D-Alanine-1) Peptide T amide
Appearance
White Lyophilized Solid
Purity
>98% (or refer to the Certificate of Analysis)
Density
1.415 g/cm3
Boiling Point
1514.3°C at 760 mmHg
Sequence
ASTTTNYT
Storage
Store at -20°C
Solubility
Soluble in DMSO
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
Canonical SMILES
CC(C(C(=O)N)NC(=O)C(CC1=CC=C(C=C1)O)NC(=O)C(CC(=O)N)NC(=O)C(C(C)O)NC(=O)C(C(C)O)NC(=O)C(C(C)O)NC(=O)C(CO)NC(=O)C(C)N)O
1.Age-specific influences of chronic administration of the fatty acid amide hydrolase inhibitor URB597 on cardiovascular parameters and organ hypertrophy in DOCA-salt hypertensive rats.
Toczek M1, Baranowska-Kuczko M1, Grzęda E1, Pędzińska-Betiuk A1, Weresa J1, Malinowska B2. Pharmacol Rep. 2016 Apr;68(2):363-9. doi: 10.1016/j.pharep.2015.10.004. Epub 2015 Oct 24.
BACKGROUND: The endocannabinoid system has been suggested to be up-regulated in hypertension. Fatty acid amide hydrolase (FAAH) is the main hydrolytic enzyme for the encocannabinoid anandamide. The aim of our study was to examine the age-specific influence of the chronic administration of the FAAH inhibitor URB597 on blood pressure (BP), heart rate (HR) and cardiac and renal hypertrophy in hypertensive rats during two critical periods for the development of hypertension.
2.Enhanced function of inhibitory presynaptic cannabinoid CB1 receptors on sympathetic nerves of DOCA-salt hypertensive rats.
Toczek M1, Schlicker E2, Grzęda E1, Malinowska B3. Life Sci. 2015 Oct 1;138:78-85. doi: 10.1016/j.lfs.2015.03.022. Epub 2015 Apr 25.
AIMS: This study was performed to examine whether hypertension affects the sympathetic transmission to resistance vessels of pithed rats via inhibitory presynaptic cannabinoid CB1 receptors and whether endocannabinoids are involved in this response.
3.Parabrachial lesions in rats disrupt sodium appetite induced by furosemide but not by calcium deprivation.
Grigson PS1, Colechio EM2, Power ML3, Schulkin J4, Norgren R5. Physiol Behav. 2015 Mar 1;140:172-9. doi: 10.1016/j.physbeh.2014.11.070. Epub 2014 Dec 22.
An appetite for CaCl2 and NaCl occurs in young rats after they are fed a diet lacking Ca or Na, respectively. Bilateral lesions of the parabrachial nuclei (PBN) disrupt normal taste aversion learning and essentially eliminate the expression of sodium appetite. Here we tested whether similar lesions of the PBN would disrupt the calcium-deprivation-induced appetite for CaCl2 or NaCl. Controls and rats with PBN lesions failed to exhibit a calcium-deprivation-induced appetite for CaCl2. Nevertheless, both groups did exhibit a significant calcium-deprivation-induced appetite for 0.5M NaCl. Thus, while damage to the second central gustatory relay in the PBN disrupts the appetite for 0.5M NaCl induced by furosemide, deoxycorticosterone acetate, and polyethylene glycol, the sodium appetite induced by dietary CaCl2 depletion remains intact.
4.Protective role of cannabinoid CB1 receptors and vascular effects of chronic administration of FAAH inhibitor URB597 in DOCA-salt hypertensive rats.
Baranowska-Kuczko M1, Kozłowska H2, Kloza M2, Karpińska O2, Toczek M2, Harasim E3, Kasacka I4, Malinowska B2. Life Sci. 2016 Apr 15;151:288-99. doi: 10.1016/j.lfs.2016.03.014. Epub 2016 Mar 9.
AIMS: This study examined whether the fall in blood pressure (BP) induced by the chronic inhibition of fatty acid amide hydrolase (FAAH) by URB597 in deoxycorticosterone acetate (DOCA-salt) hypertensive rats correlates with endocannabinoid-mediated vascular changes.
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