69558-55-0

Basic information

• Product Name: Thymopentin
• Synonyms: 32-36-Thymopoietin;L-Arg-L-Lys-L-Asp-L-Val-L-Tyr-OH;Thymopoietin II-(32-36);ThyMopentin for Injection;ARG-LYS-ASP-VAL-TYR;(ASP34)-THYMOPOIETIN III (32-36) (BOVINE);H-ARG-LYS-ASP-VAL-TYR-OH;RKDVY
• CAS NO: 69558-55-0
• Molecular Formula: C₃₀H₄₉N₉O₉
• Molecular Weight: 268.93
• EINECS: 2017-001-1
• Product Categories: IMMUNOX;Inhibitors;Amino Acid Derivatives;Peptide
• Mol File: 69558-55-0.mol
• Article Data: 13

Chemical Properties

• Appearance: White/Powder
• Density: 1.44 g/cm³
• Refractive Index: 1.635
• Storage Temp.: −20°C
• PKA: 3.07±0.10(Predicted)
• CAS DataBase Reference: Thymopentin(CAS DataBase Reference)
• NIST Chemistry Reference: Thymopentin(69558-55-0)
• EPA Substance Registry System: Thymopentin(69558-55-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 69558-55-0(Hazardous Substances Data)

Usage

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.

Originator

Janssen (Belgium)

Uses

Different sources of media describe the Uses of 69558-55-0 differently. You can refer to the following data:
1. Thymopentin Acetate (TP-5) is a synthetic immunomodulating pentapeptide.
2. immunoregulator

Brand name

SINTOMODULINA; TIMUNOX

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.

References

Zhang, Yan, et al. "Novel thymopentin release systems prepared from bioresorbable PLA–PEG–PLA hydrogels." International journal of pharmaceutics 386.1 (2010): 15-22. Gonser, S., E. Weber, and G. Folkers. "Peptides and polypeptides as modulators of the immune response: thymopentin—an example with unknown mode of action." Pharmaceutica Acta Helvetiae 73.6 (1999): 265-273. Wang, Ying, et al. "Synthetic modifications of the immunomodulating peptide thymopentin to confer anti-mycobacterial activity." Biomaterials 35.9 (2014): 3102-3109.

InChI:InChI=1/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

Upstream product

• 16964-83-3 H-Lys(Z)-OBzl*TosOH 
• 1544315-27-6 C₅₈H₇₇N₉O₁₃ 
• 13726-76-6 t-butyloxycarbonyl-L-arginine 
• 68858-20-8 Fmoc-Val-OH 
• 71989-14-5 Fmoc-(tBu)Asp-OH 
• 71989-38-3 Fmoc-Tyr(tBu)-OH 
• 71989-26-9 Fmoc-Lys(tert-butoxycarbonyl) 
• 143824-77-5 N-α-(9-fluorenylmethyloxycarbonyl)-N-ω′,N-ω″-bis-tert-butyloxycarbonyl-L-argine 
• 158899-11-7 Nα-(9-fluorenylmethoxycarbonyl)-Nω,Nω'-bis(tert-butoxycarbonyl)-L-arginine 
• 126513-33-5 Cbz-Arg(HCl)-Lys(Cbz)-Asp(OBzl)-Val-Tyr-OBzl 
• 75957-55-0 N^α-t-butoxycarbonyl-N^ε-benzyloxycarbonyl-L-lysyl-β-benzyl-L-aspartyl-L-valyl-L-tyrosine benzyl ester 
• 75957-63-0 H-Lys(Z)-Asp(OBzl)-Val-Tyr-OBzl 
• 75957-54-9 N^α-t-butoxycarbonyl-β-benzyl-L-aspartyl-L-valyl-L-tyrosine benzyl ester 
• 75957-62-9 H-Asp(OBzl)-Val-Tyr-OBzl 

Downstream Products

• 1099823-48-9 thymopentin ethyl ester 

Relevant articles and documents

Solid phase synthesis of thymopoietin-(32-36) using Adpoc amino acids and its biological activity

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GAP Peptide Synthesis through the Design of a GAP Protecting Group: An Fmoc/tBu Synthesis of Thymopentin Free from Polymers, Chromatography and Recrystallization

A novel method for Fmoc/tBu solution-phase peptide synthesis and the development of a new benzyl-type group-assisted purification (GAP) protecting group is reported. This GAP protecting group is utilized in place of a polymer support, facilitating C→N Fmoc peptide synthesis without chromatography or recrystallization. The GAP group can be added and removed in high yield, and was used to synthesize over 1 gram of the immunostimulant, thymopentin, in high overall yield (83 %) and purity (99 %). Fmoc/tBu solution-phase peptide synthesis and the development of a new benzyl-type group-assisted purification (GAP) protecting group is reported. This new GAP protecting group replaces a polymer support, facilitating C→N Fmoc peptide synthesis without chromatography or recrystallization. Over 1 gram of the immunostimulant, thymopentin, was synthesized in high overall yield (83 %) and purity (99 %).

Solvent-free peptide synthesis assisted by microwave irradiation: Environmentally benign synthesis of bioactive peptides

An efficient and facile, solvent-free peptide synthesis assisted by microwave irradiation, using DIC/HONB as the coupling reagent combination is reported. Key features of this original protocol are solvent-free synthesis, very short reaction time and scal