WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 598048
CAS#: 69558-55-0
Description: Thymopentin is a synthetic pentapeptide corresponding to the amino acids 32-36 of thymopoietin and exhibiting the full biological activity of the natural hormone. It is an immunomodulator which has been studied for possible use in the treatment of rheumatoid arthritis, AIDS, and other primary immunodeficiencies.
MedKoo Cat#: 598048
Name: Thymopentin
CAS#: 69558-55-0
Chemical Formula: C30H49N9O9
Exact Mass: 679.3653
Molecular Weight: 679.77
Elemental Analysis: C, 53.01; H, 7.27; N, 18.54; O, 21.18
Synonym: Thymopentin; ORF-15244; ORF 15244 ORF15244; TP-5; TP5; TP 5 Thymopoietin pentapeptide; Thymopentine;
IUPAC/Chemical Name: (6S,9S,12S,15S,18S)-1,6-diamino-9-(4-aminobutyl)-12-(carboxymethyl)-18-(4-hydroxybenzyl)-1-imino-15-isopropyl-7,10,13,16-tetraoxo-2,8,11,14,17-pentaazanonadecan-19-oic acid
InChi Key: PSWFFKRAVBDQEG-YGQNSOCVSA-N
InChi Code: InChI=1S/C30H49N9O9/c1-16(2)24(28(46)38-22(29(47)48)14-17-8-10-18(40)11-9-17)39-27(45)21(15-23(41)42)37-26(44)20(7-3-4-12-31)36-25(43)19(32)6-5-13-35-30(33)34/h8-11,16,19-22,24,40H,3-7,12-15,31-32H2,1-2H3,(H,36,43)(H,37,44)(H,38,46)(H,39,45)(H,41,42)(H,47,48)(H4,33,34,35)/t19-,20-,21-,22-,24-/m0/s1
SMILES Code: OC1=CC=C(C=C1)C[C@@H](C(O)=O)NC([C@H](C(C)C)NC([C@H](CC(O)=O)NC([C@H](CCCCN)NC([C@H](CCCNC(N)=N)N)=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
The following data is based on the product molecular weight 679.77 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.
| 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: Shi M, Yang Y, Zhou X, Cai L, Fang C, Wang C, Sun H, Sun Y, Gao Y, Gu J,
Fawcett JP. Determination of thymopentin in beagle dog blood by liquid chromatography with tandem mass spectrometry and its application to a preclinical pharmacokinetic study. J Sep Sci. 2015 May;38(8):1351-7. doi: 10.1002/jssc.201401198. Epub 2015 Mar 4. PubMed PMID: 25631297.
2: Zhu MX, Wan WL, Li HS, Wang J, Chen GA, Ke XY. Thymopentin enhances the generation of T-cell lineage derived from human embryonic stem cells in vitro. Exp Cell Res. 2015 Feb 15;331(2):387-98. doi: 10.1016/j.yexcr.2014.12.012. Epub 2015 Jan 6. PubMed PMID: 25576384.
3: Wang Y, Cao Y, Meng Y, You Z, Liu X, Liu Z. The novel role of thymopentin in induction of maturation of bone marrow dendritic cells (BMDCs). Int Immunopharmacol. 2014 Aug;21(2):255-60. doi: 10.1016/j.intimp.2014.05.011. Epub 2014 May 23. PubMed PMID: 24861251.
4: Wang Y, Ke XY, Khara JS, Bahety P, Liu S, Seow SV, Yang YY, Ee PL. Synthetic modifications of the immunomodulating peptide thymopentin to confer anti-mycobacterial activity. Biomaterials. 2014 Mar;35(9):3102-9. doi: 10.1016/j.biomaterials.2013.12.049. Epub 2014 Jan 8. PubMed PMID: 24411680.
5: Sheykhkarimli D, Choo KL, Owen M, Fiser B, Jójárt B, Csizmadia IG, Viskolcz B. Molecular ageing: free radical initiated epimerization of thymopentin--a case study. J Chem Phys. 2014 May 28;140(20):205102. doi: 10.1063/1.4871684. PubMed PMID: 24880333.
6: Wang C, Hu X, Guan P, Wu D, Qian L, Li J, Song R. Separation and purification of thymopentin with molecular imprinting membrane by solid phase extraction disks. J Pharm Biomed Anal. 2015 Jan;102:137-43. doi: 10.1016/j.jpba.2014.07.016. Epub 2014 Aug 1. PubMed PMID: 25265188.
7: Wu C, Zhang M, Zhang Z, Wan KW, Ahmed W, Phoenix DA, Elhissi AM, Sun X. Thymopentin nanoparticles engineered with high loading efficiency, improved pharmacokinetic properties, and enhanced immunostimulating effect using soybean phospholipid and PHBHHx polymer. Mol Pharm. 2014 Oct 6;11(10):3371-7. doi: 10.1021/mp400722r. Epub 2014 Mar 31. PubMed PMID: 24641274.
8: Xie X, Li Z, Zhang L, Chi Q, Yang Y, Zhang H, Yang Y, Mei X. A novel accelerated in vitro release method to evaluate the release of thymopentin from PLGA microspheres. Pharm Dev Technol. 2015;20(5):633-40. doi: 10.3109/10837450.2014.892131. Epub 2014 Mar 6. PubMed PMID: 24597702.
9: Cai C, Wang L, Dong W, Tang X. Influence of potential inhalation carriers on stability of thymopentin in rat bronchoalveolar lavage fluid. Drug Deliv. 2014 Sep;21(6):495-500. doi: 10.3109/10717544.2013.878002. Epub 2014 Mar 10. PubMed PMID: 24611940.
10: Lao X, Li B, Liu M, Chen J, Gao X, Zheng H. Increased antitumor activity of tumor-specific peptide modified thymopentin. Biochimie. 2014 Dec;107 Pt B:277-85. doi: 10.1016/j.biochi.2014.09.013. Epub 2014 Sep 16. PubMed PMID: 25236717.
11: Li J, Cheng Y, Zhang X, Zheng L, Han Z, Li P, Xiao Y, Zhang Q, Wang F. The in vivo immunomodulatory and synergistic anti-tumor activity of thymosin α1-thymopentin fusion peptide and its binding to TLR2. Cancer Lett. 2013 Sep 1;337(2):237-47. doi: 10.1016/j.canlet.2013.05.006. Epub 2013 May 14. PubMed PMID: 23684552.
12: Zhong Y, Chen L, Zhang Y, Li W, Sun X, Gong T, Zhang Z. Vesicular phospholipid gels using low concentrations of phospholipids for the sustained release of thymopentin: pharmacokinetics and pharmacodynamics. Pharmazie. 2013 Oct;68(10):811-5. PubMed PMID: 24273885.
13: Tan Y, Yang Z, Pan X, Chen M, Feng M, Wang L, Liu H, Shan Z, Wu C. Stability and aerosolization of pressurized metered dose inhalers containing thymopentin nanoparticles produced using a bottom-up process. Int J Pharm. 2012 May 10;427(2):385-92. doi: 10.1016/j.ijpharm.2012.02.002. Epub 2012 Feb 11. PubMed PMID: 22343132.
14: Guan R, Xu W, Pan T, Su X, Hu S. Subcutaneous injection of thymopentin in the area of the supramammary lymph node to reduce milk somatic cell count in subclinically mastitic cows. J Vet Pharmacol Ther. 2016 Feb;39(1):72-7. doi: 10.1111/jvp.12234. Epub 2015 May 15. PubMed PMID: 25976252.
15: Zuo J, Gong T, Sun X, Huang Y, Peng Q, Zhang Z. Multivesicular liposomes for the sustained release of thymopentin: stability, pharmacokinetics and pharmacodynamics. Pharmazie. 2012 Jun;67(6):507-12. PubMed PMID: 22822538.
16: Li J, Zheng L, Li P, Wang F. Intein-mediated expression, purification, and characterization of thymosin α1-thymopentin fusion peptide in Escherichia coli. Protein Expr Purif. 2012 Jul;84(1):1-8. doi: 10.1016/j.pep.2012.04.013. Epub 2012 Apr 25. PubMed PMID: 22554820.
17: Patruno A, Tosco P, Borretto E, Franceschelli S, Amerio P, Pesce M, Guglielmo S, Campiglia P, Bernengo MG, Fruttero R. Thymopentin down-regulates both activity and expression of iNOS in blood cells of Sézary syndrome patients. Nitric Oxide. 2012 Oct 15;27(3):143-9. doi: 10.1016/j.niox.2012.06.002. Epub 2012 Jun 18. PubMed PMID: 22721692.
18: Seifert CW, Paniagua A, White GA, Cai L, Li G. GAP Peptide Synthesis via Design of New GAP Protecting Group: An Fmoc/tBu Synthesis of Thymopentin Free from Polymers, Chromatography and Recrystallization. European J Org Chem. 2016 Mar;2016(9):1714-1719. doi: 10.1002/ejoc.201600026. Epub 2016 Mar 8. PubMed PMID: 28663711; PubMed Central PMCID: PMC5486986.
19: Gebbia V, Valenza R, Testa A, Cannata G, Borsellino N, Gebbia N. A prospective randomized trial of thymopentin versus granulocyte--colony stimulating factor with or without thymopentin in the prevention of febrile episodes in cancer patients undergoing highly cytotoxic chemotherapy. Anticancer Res. 1994 Mar-Apr;14(2B):731-4. PubMed PMID: 7516641.
20: Chi Q, Xie X, Zhang J, Yang Y, Li Z, Mei X. Synthesis, characterization and biological activities of thymopentin ethyl ester. Pharmazie. 2008 Nov;63(11):784-7. PubMed PMID: 19069236.
