Thymopentin

Thymopentin is a synthetic pentapeptide which is the active site of the naturally occurring hormone thymopoietin with immunomodulating properties. Thymopentin enhances the production of thymic T cells and may help restore immunocompetence in immunosuppressed subjects. This agent also augments the effects of ionizing radiation by arresting cancer cells in the G2/M phase of the cell cycle.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: T07011

CAS No:177966-81-3

Synonyms/Alias:THYMOPENTIN;69558-55-0;TP-5;Timunox;Arg-Lys-Asp-Val-Tyr;Sintomodulina;Thymopentine;Timopentina;Thymopoietin 32-36;IMMUNOX;Hg-thymopentin;Pentapeptide-1;Thymopoietin pentapeptide;Oristar thymopentin;Sh-pentapeptide-1;ORF-15244;DTXSID9046609;NSC-760116;Thymopentinum;(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;DTXCID7026609;Thymopoetin 32-36-pentapeptide;ORF 15244;L-Tyrosine, L-arginyl-L-lysyl-L-a-aspartyl-L-valyl-;Thymopentine [French];Thymopentinum [Latin];Timopentina [Spanish];(3S)-3-[[(2S)-6-amino-2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]hexanoyl]amino]-4-[[(2S)-1-[[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]amino]-3-methyl-1-oxobutan-2-yl]amino]-4-oxobutanoic acid;Thymopentin [USAN:INN:BAN];Thymopentinum (Latin);Pentapeptide, Thymopoietin;O3Y80ZF13F;Thymopentin Acetate (TP-5);NSC645363;N-(N-(N-(N(2)-L-Arginyl-L-Lysyl)-L-alpha-Aspartyl)-L-Valyl)-L-Tyrosine;N-[N-[N-(N{2}-L-Arginyl-L-lysyl)-L-alpha-aspartyl]-L-valyl]-L-tyrosine;L-Tyrosine, N-(N-(N-(N2-L-arginyl-L-lysyl)-L-alpha-aspartyl)-L-valyl)-;NSC 760116;Thymopentin,(S);NCGC00166412-01;(3S)-3-(((2S)-6-amino-2-(((2S)-2-amino-5-(diaminomethylideneamino)pentanoyl)amino)hexanoyl)amino)-4-(((2S)-1-(((1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl)amino)-3-methyl-1-oxobutan-2-yl)amino)-4-oxobutanoic acid;TP-5 Acetate;MFCD00214200;RKDVY;THYMOPENTIN [MI];THYMOPENTIN [INN];Thymopentin (USAN/INN);THYMOPENTIN [USAN];SCHEMBL44001;THYMOPENTIN [WHO-DD];MLS000069768;Arg-Lys-Asp-Val-Tyr; RKDVY;CHEMBL156025;Thymopentin, >=97% (HPLC);L03AX09;CHEBI:135870;PSWFFKRAVBDQEG-YGQNSOCVSA-N;SH-PENTAPEPTIDE-1 [INCI];HMS2231E14;HMS3264A15;Pharmakon1600-01506200;HY-N7122;Tox21_112420;NSC760116;AKOS015994638;CCG-270365;HS-2029;SMP1_000105;SMR000058921;CAS-69558-55-0;CS-0020412;S3668;imino-15-isopropyl-7,10,13,16-tetraoxo-;12-(carboxymethyl)-18-(4-hydroxybenzyl)-1-;D06117;2,8,11,14,17-pentaazanonadecan-19-oic acid;Q7799637;BRD-K52097716-001-01-1;L-Tyrosine, L-arginyl-L-lysyl-L-alpha-aspartyl-L-valyl-;(6S,9S,12S,15S,18S)-1,6-diamino-9-(4-aminobutyl)-;L-Tyrosine, L-arginyl-L-lysyl-L-.alpha.-aspartyl-L-valyl-;(3S)-3-[(2S)-6-AMINO-2-[(2S)-2-AMINO-5-CARBAMIMIDAMIDOPENTANAMIDO]HEXANAMIDO]-3-{[(1S)-1-{[(1S)-1-CARBOXY-2-(4-HYDROXYPHENYL)ETHYL]CARBAMOYL}-2-METHYLPROPYL]CARBAMOYL}PROPANOIC ACID;(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-oicacid;

Chemical Name:(3S)-3-[[(2S)-6-amino-2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]hexanoyl]amino]-4-[[(2S)-1-[[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]amino]-3-methyl-1-oxobutan-2-yl]amino]-4-oxobutanoic acid

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
C30H49N9O9
M.W/Mr.
679.8
Sequence
One Letter Code:RKDVY
Three Letter Code:H-Arg-Lys-Asp-Val-Tyr-OH
Activity
Inhibitor
Areas of Interest
AIDS
Target
Mycobacteria phagocytosis

Thymopentin is a synthetic pentapeptide corresponding to a specific amino acid sequence derived from the active region of thymopoietin, a thymic hormone involved in the maturation and differentiation of T lymphocytes. As a well-characterized immunomodulatory peptide, it has attracted significant interest in immunology, cell biology, and peptide research for its ability to mimic natural thymic signaling. Its defined structure and biological relevance make it a valuable tool for probing T-cell regulation, peptide-receptor interactions, and immune system modulation in controlled laboratory settings.

Immunology research: Thymopentin is widely utilized in experimental immunology to investigate the mechanisms underlying T-cell maturation and activation. Through its interaction with T-cell surface receptors, it facilitates the study of thymic hormone analogs and their influence on cellular differentiation pathways. Researchers often employ the peptide to model thymic peptide signaling in vitro, enabling a deeper understanding of immune system development and the factors influencing T-cell lineage commitment.

Peptide structure-activity relationship studies: The defined sequence of this pentapeptide makes it an ideal candidate for structure-activity relationship (SAR) analysis. By synthesizing and testing analogs with systematic modifications, scientists can elucidate the critical residues required for biological activity and receptor engagement. Such studies provide valuable insights into peptide-receptor specificity, guiding the rational design of novel immunomodulatory peptides for research purposes.

Immune cell functional assays: Thymopentin serves as a functional tool in various immune cell assays, including proliferation, cytokine secretion, and differentiation studies. Its ability to modulate T-cell activity allows researchers to assess immune responses in vitro under controlled conditions. The peptide is frequently incorporated into co-culture systems or used to stimulate primary lymphocyte populations, supporting the evaluation of immune competence and the identification of signaling pathways involved in immune regulation.

Peptide synthesis and analytical method development: The pentapeptide's well-defined sequence and physicochemical properties make it a useful standard in peptide synthesis optimization and analytical method validation. Laboratories engaged in solid-phase peptide synthesis (SPPS) utilize it to calibrate chromatographic techniques, assess peptide purity, and refine purification protocols. Its consistent behavior in analytical systems aids in benchmarking new methodologies and ensuring reproducibility across peptide production workflows.

Receptor binding and signaling pathway elucidation: As a mimetic of thymic peptides, thymopentin is instrumental in dissecting receptor-mediated signaling events in T cells. By serving as a ligand in binding assays, it enables the identification and characterization of peptide-responsive receptors and downstream effectors. Such experiments are crucial for mapping the molecular architecture of immune signaling networks, providing foundational knowledge for the development of new research tools targeting immune modulation.

Length
3
Long-term Storage Conditions
DMF: 30 mg/ml
DMSO: 25 mg/ml
Ethanol: 1 mg/ml
PBS (pH 7.2): 10 mg/ml
Shipping Condition
Room Temperature in continental US; may vary elsewhere
InChI
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
InChI Key
PSWFFKRAVBDQEG-YGQNSOCVSA-N
Canonical SMILES
CC(C)C(C(=O)NC(CC1=CC=C(C=C1)O)C(=O)O)NC(=O)C(CC(=O)O)NC(=O)C(CCCCN)NC(=O)C(CCCN=C(N)N)N
Isomeric SMILES
CC(C)[C@@H](C(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCN=C(N)N)N

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