Thymopentin

Base Information

• Chemical Name: Thymopentin
• CAS No.: 69558-55-0
• Molecular Formula: C30H49N9O9
• Molecular Weight: 679.774
• Hs Code.: 3504009000
• Mol file: 69558-55-0.mol

Synonyms:Thymopoietin pentapeptide;L-Tyrosine,L-arginyl-L-lysyl-L-R-aspartyl- L-valyl-;Timopentina [Spanish];L-Tyrosine, N-(N-(N-(N(sup 2)-L-arginyl-L-lysyl)-L-alpha-aspartyl)-L-valyl)-;(3S)-3-[[(2S)-6-amino-2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]hexanoyl]amino]-3-[[(1S)-1-[[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl]-2-methyl-propyl]carbamoyl]propanoic acid;Thymopentin [USAN:BAN:INN];Arg-Lys-Asp-Val-Tyr;Thymopentin Acetate;Thymopentinum [Latin];L-Tyrosine, N-(N-(N-(N2-L-arginyl-L-lysyl)-L-alpha-aspartyl)-L-valyl)-;TP-5;Thymopentine [French];ORF-15244;TP-5 Acetate;Thymopentin (TP-5);Thymopentin(TP-5);Arg-Lys-Asp-Val-Tyr-OH;

Chemical Property of Thymopentin

Chemical Property:

• Appearance/Colour: white
• Refractive Index: 1.635
• PKA: 3.07±0.10(Predicted)
• PSA: 325.17000
• Density: 1.44 g/cm³
• LogP: 1.96390
• Storage Temp.: −20°C

Purity/Quality:

99% ^*data from raw suppliers

Thymopentin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Thymopentin is a kind of peptide. Peptides and polypeptides play a critical role in the immune system and are therefore predestined as a source for new approaches in immunotherapy. Thymopentin is capable of modulating the immune response. It is a fragment of the thymopoietins (TMPOs) which is a family of nuclear protein. Studies have shown that Thymopentin is capable of affecting the function of T cells and monocytes monitored by increased cGMP level and the triggering of cellular signaling. It is also capable of improve an imbalanced immune system. As an immunomodulating agent, it is clinically used in the treatment of autoimmune diseases such as atopic dermatitis, chronic lymphocytic leukemia, Sezary’s syndrome, rheumatoid arthritis and decreased immune competency. Recent study has also shown that its immuno-modulating effect can also help fight against the infection of mycobacterium tuberculosis.
• Uses: Thymopentin Acetate (TP-5) is a synthetic immunomodulating pentapeptide. immunoregulator
• Clinical Use: Thymopentin is a synthetic, immunomodulating pentapeptide, representing the active fragment of the thymus hormone, thymopoietin. Thymopentin induces phenotypic differentiation and maturation of T-cells. It appears of value in the treatment of primary immune deficiency, rheumatoid arthritis, atopic dermatitis, sarcoidosis and a variety of other diseases with manifestations of disturbed immune balance.

Technology Process of Thymopentin

There total 28 articles about Thymopentin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

C49H64N9O10P → thymopentin (69558-55-0)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃; for 24h; under 3620.13 Torr;

DOI:10.1002/ejoc.201600026

Reference yield: 81.0%

benzyl ester of Nα,NG,NG-tribenzyloxycarbonyl-argynyl-Nε-benzyloxycarbonyllysyl-β-benzylaspartyl-valyl-tyrosine → thymopentin (69558-55-0)

Guidance literature:

With hydrogen; palladium on activated charcoal;

Reference yield: 58.0%

Boc-Arg-Lys(Z)-Asp(OBzl)-Val-Tyr-OBzl → thymopentin (69558-55-0)

Guidance literature:

With formic acid; palladium 10% on activated carbon; hydrogen; In methanol; for 20h;

DOI:10.1039/c5tb01930c

upstream raw materials:

N^α-benzyloxycarbonyl-N^ω-nitro-L-arginyl-N^α-benzyloxycarbonyl-L-lysyl-β-benzyl-L-aspartyl-L-valyl-L-tyrosine benzyl ester

Fmoc-L-Lys(Boc)-OPfp

Fmoc-Val-OPfp

Fmoc-Tyr(tBu)-OH

Downstream raw materials:

thymopentin ethyl ester

Refernces

Stabilized analogs of thymopentin. 1. 4,5-Ketomethylene pseudopeptides

10.1021/jm950803a

The research focuses on developing analogs of thymopentin, an immunomodulating drug with a short half-life in plasma, to enhance its stability while retaining its biological activity. Thymopentin (TP-5) is a pentapeptide with the sequence Arg-Lys-Aspartic Acid-Val-Tyrosine. The parent compound is known for its immunomodulatory properties but has a short half-life in plasma. This study aimed to develop analogs with improved stability while retaining activity. Hydrogen fluoride (HF), a strong acid (HF), is used in the final step to cleave the peptide from the resin and remove any remaining protecting groups, resulting in the final pseudopeptide analog. Ruthenium(IV) Oxide (RuO2), an oxidizing agent (RuO2), is used in combination with sodium periodate (NaIO4) to oxidize olefinic bonds in the synthesis of pseudopeptides, converting them to the desired ketone or acid products. The study concludes that while these modifications improved stability, they often came at the cost of reduced binding affinity, highlighting the trade-offs in designing analogs with both enhanced stability and retained biological activity.

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