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MedKoo Cat#: 592424 | Name: Peptide T amide

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Peptide T amide is an Octapeptide segment of HIV envelope gp120; used in AIDS therapy.

Chemical Structure

Peptide T amide
Peptide T amide
CAS#113021-67-3

Theoretical Analysis

MedKoo Cat#: 592424

Name: Peptide T amide

CAS#: 113021-67-3

Chemical Formula: C31H49N9O13

Exact Mass: 755.3450

Molecular Weight: 755.78

Elemental Analysis: C, 49.27; H, 6.54; N, 16.68; O, 27.52

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Peptide T amide
IUPAC/Chemical Name
L-Threoninamide, L-alanyl-L-seryl-L-threonyl-L-threonyl-L-asparaginyl-L-tyrosyl-
InChi Key
LJBGHLZEQUWDLA-FYHOXTKRSA-N
InChi Code
InChI=1S/C31H49N9O13/c1-12(32)26(48)37-20(11-41)29(51)39-24(15(4)44)31(53)40-23(14(3)43)30(52)36-19(10-21(33)46)27(49)35-18(9-16-5-7-17(45)8-6-16)28(50)38-22(13(2)42)25(34)47/h5-8,12-15,18-20,22-24,41-45H,9-11,32H2,1-4H3,(H2,33,46)(H2,34,47)(H,35,49)(H,36,52)(H,37,48)(H,38,50)(H,39,51)(H,40,53)/t12-,13+,14+,15+,18-,19-,20-,22-,23-,24-/m0/s1
SMILES Code
C[C@@H](O)[C@@H](C(N)=O)NC([C@H](CC1=CC=C(O)C=C1)NC([C@H](CC(N)=O)NC([C@H]([C@H](O)C)NC([C@H]([C@H](O)C)NC([C@H](CO)NC([C@H](C)N)=O)=O)=O)=O)=O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
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.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 755.78 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Wei L, Petryk J, Gaudet C, Kamkar M, Gan W, Duan Y, Ruddy TD. Development of an inflammation imaging tracer, (111)In-DOTA-DAPTA, targeting chemokine receptor CCR5 and preliminary evaluation in an ApoE(-/-) atherosclerosis mouse model. J Nucl Cardiol. 2018 Feb 7. doi: 10.1007/s12350-018-1203-1. [Epub ahead of print] PubMed PMID: 29417414. 2: Li L, Zhi D, Shen Y, Liu K, Li H, Chen J. Effects of CC-chemokine receptor 5 on ROCK2 and P-MLC2 expression after focal cerebral ischaemia-reperfusion injury in rats. Brain Inj. 2016;30(4):468-73. doi: 10.3109/02699052.2015.1129557. Epub 2016 Mar 16. PubMed PMID: 26983670. 3: Hwang CJ, Park MH, Hwang JY, Kim JH, Yun NY, Oh SY, Song JK, Seo HO, Kim YB, Hwang DY, Oh KW, Han SB, Hong JT. CCR5 deficiency accelerates lipopolysaccharide-induced astrogliosis, amyloid-beta deposit and impaired memory function. Oncotarget. 2016 Mar 15;7(11):11984-99. doi: 10.18632/oncotarget.7453. PubMed PMID: 26910914; PubMed Central PMCID: PMC4914263. 4: Zhao Y, Pang B, Luehmann H, Detering L, Yang X, Sultan D, Harpstrite S, Sharma V, Cutler CS, Xia Y, Liu Y. Gold Nanoparticles Doped with (199) Au Atoms and Their Use for Targeted Cancer Imaging by SPECT. Adv Healthc Mater. 2016 Apr 20;5(8):928-35. doi: 10.1002/adhm.201500992. Epub 2016 Feb 10. PubMed PMID: 26865221; PubMed Central PMCID: PMC4836969. 5: Pang B, Zhao Y, Luehmann H, Yang X, Detering L, You M, Zhang C, Zhang L, Li ZY, Ren Q, Liu Y, Xia Y. ⁶⁴Cu-Doped PdCu@Au Tripods: A Multifunctional Nanomaterial for Positron Emission Tomography and Image-Guided Photothermal Cancer Treatment. ACS Nano. 2016 Mar 22;10(3):3121-31. doi: 10.1021/acsnano.5b07968. Epub 2016 Feb 2. PubMed PMID: 26824412. 6: Luehmann HP, Pressly ED, Detering L, Wang C, Pierce R, Woodard PK, Gropler RJ, Hawker CJ, Liu Y. PET/CT imaging of chemokine receptor CCR5 in vascular injury model using targeted nanoparticle. J Nucl Med. 2014 Apr;55(4):629-34. doi: 10.2967/jnumed.113.132001. Epub 2014 Mar 3. PubMed PMID: 24591489; PubMed Central PMCID: PMC4255944. 7: Pevida M, Lastra A, Meana Á, Hidalgo A, Baamonde A, Menéndez L. The chemokine CCL5 induces CCR1-mediated hyperalgesia in mice inoculated with NCTC 2472 tumoral cells. Neuroscience. 2014 Feb 14;259:113-25. doi: 10.1016/j.neuroscience.2013.11.055. Epub 2013 Dec 4. PubMed PMID: 24316469. 8: Saika F, Kiguchi N, Kobayashi Y, Fukazawa Y, Kishioka S. CC-chemokine ligand 4/macrophage inflammatory protein-1β participates in the induction of neuropathic pain after peripheral nerve injury. Eur J Pain. 2012 Oct;16(9):1271-80. doi: 10.1002/j.1532-2149.2012.00146.x. Epub 2012 Apr 24. PubMed PMID: 22528550. 9: Di Prisco S, Summa M, Chellakudam V, Rossi PI, Pittaluga A. RANTES-mediated control of excitatory amino acid release in mouse spinal cord. J Neurochem. 2012 May;121(3):428-37. doi: 10.1111/j.1471-4159.2012.07720.x. Epub 2012 Mar 21. PubMed PMID: 22385043. 10: Bachis A, Biggio F, Major EO, Mocchetti I. M- and T-tropic HIVs promote apoptosis in rat neurons. J Neuroimmune Pharmacol. 2009 Mar;4(1):150-60. doi: 10.1007/s11481-008-9141-3. Epub 2008 Nov 26. PubMed PMID: 19034668; PubMed Central PMCID: PMC2683632. 11: Pollicita M, Ruff MR, Pert CB, Polianova MT, Schols D, Ranazzi A, Perno CF, Aquaro S. Profound anti-HIV-1 activity of DAPTA in monocytes/macrophages and inhibition of CCR5-mediated apoptosis in neuronal cells. Antivir Chem Chemother. 2007;18(5):285-95. PubMed PMID: 18046961. 12: Goodkin K, Vitiello B, Lyman WD, Asthana D, Atkinson JH, Heseltine PN, Molina R, Zheng W, Khamis I, Wilkie FL, Shapshak P. Cerebrospinal and peripheral human immunodeficiency virus type 1 load in a multisite, randomized, double-blind, placebo-controlled trial of D-Ala1-peptide T-amide for HIV-1-associated cognitive-motor impairment. J Neurovirol. 2006 Jun;12(3):178-89. PubMed PMID: 16877299. 13: Polianova MT, Ruscetti FW, Pert CB, Ruff MR. Chemokine receptor-5 (CCR5) is a receptor for the HIV entry inhibitor peptide T (DAPTA). Antiviral Res. 2005 Aug;67(2):83-92. PubMed PMID: 16002156. 14: Rosi S, Pert CB, Ruff MR, McGann-Gramling K, Wenk GL. Chemokine receptor 5 antagonist D-Ala-peptide T-amide reduces microglia and astrocyte activation within the hippocampus in a neuroinflammatory rat model of Alzheimer's disease. Neuroscience. 2005;134(2):671-6. PubMed PMID: 15979806. 15: De Dios AC, Sears DN, Tycko R. NMR studies of peptide T, an inhibitor of HIV infectivity, in an aqueous environment. J Pept Sci. 2004 Oct;10(10):622-30. PubMed PMID: 15526711. 16: Ruff MR, Polianova M, Yang QE, Leoung GS, Ruscetti FW, Pert CB. Update on D-ala-peptide T-amide (DAPTA): a viral entry inhibitor that blocks CCR5 chemokine receptors. Curr HIV Res. 2003 Jan;1(1):51-67. Review. PubMed PMID: 15043212. 17: Polianova MT, Ruscetti FW, Pert CB, Tractenberg RE, Leoung G, Strang S, Ruff MR. Antiviral and immunological benefits in HIV patients receiving intranasal peptide T (DAPTA). Peptides. 2003 Jul;24(7):1093-8. PubMed PMID: 14499289. 18: Brenneman DE, Hauser J, Spong CY, Phillips TM, Pert CB, Ruff M. VIP and D-ala-peptide T-amide release chemokines which prevent HIV-1 GP120-induced neuronal death. Brain Res. 1999 Aug 14;838(1-2):27-36. PubMed PMID: 10446313. 19: Raychaudhuri SK, Raychaudhuri SP, Farber EM. Anti-chemotactic activities of peptide-T: a possible mechanism of actions for its therapeutic effects on psoriasis. Int J Immunopharmacol. 1998 Nov;20(11):661-7. PubMed PMID: 9848397. 20: Liapi C, Takahashi N, Raynaud F, Evain-Brion D, Anderson WB. Effects of [D-Ala1] peptide T-NH2 and HIV envelope glycoprotein gp120 on cyclic AMP dependent protein kinases in normal and psoriatic human fibroblasts. J Invest Dermatol. 1998 Apr;110(4):332-7. PubMed PMID: 9540970.

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