Tiplimotide

Tiplimotide, an enthralling immunomodulatory peptide, renowned in the biomedical realm, exhibits remarkable promise for quelling insidious autoimmune afflictions like the enigmatic maladies of multiple sclerosis or rheumatoid arthritis.

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

CAT No: R2004

CAS No:178823-49-9

Chemical Name:(2S)-1-[(2S,3R)-2-[[(2S)-2-[[(2S)-1-[(2S,3R)-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-4-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-6-amino-2-[[(2R)-2-aminopropanoyl]amino]hexanoyl]pyrrolidine-2-carbonyl]amino]-3-methylbutanoyl]amino]-3-methylbutanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-4-methylpentanoyl]amino]-3-phenylpropanoyl]amino]propanoyl]amino]-4-oxobutanoyl]amino]-3-methylpentanoyl]amino]-3-methylbutanoyl]amino]-3-hydroxybutanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-3-hydroxybutanoyl]pyrrolidine-2-carboxylic 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
C87H142N24O21
M.W/Mr.
1860.21

Tiplimotide is a synthetic peptide compound designed to mimic specific antigenic sequences relevant to immune system research. As a member of the peptide therapeutics research class, it is structurally engineered to interact with immune cell receptors and modulate immune responses at the molecular level. Its unique sequence and conformational properties have made it a subject of interest in studies exploring antigen presentation, T-cell activation, and peptide-based immunomodulation. By serving as a model antigen, Tiplimotide provides valuable insights into the mechanisms of peptide recognition and immune tolerance, supporting a range of biochemical and immunological investigations.

Antigen Presentation Studies: In immunology research, Tiplimotide is widely utilized to investigate the pathways of antigen processing and presentation by major histocompatibility complex (MHC) molecules. Its defined amino acid sequence allows researchers to track and characterize how peptides are loaded onto MHC class II molecules, facilitating detailed analyses of the molecular interactions between antigen-presenting cells and T lymphocytes. These studies are critical for understanding the specificity and efficiency of immune surveillance mechanisms.

T-Cell Activation Assays: Tiplimotide serves as a model peptide for evaluating T-cell receptor (TCR) engagement and downstream signaling events. By exposing immune cell cultures to this peptide, researchers can quantify T-cell proliferation, cytokine secretion, and activation marker expression in response to a defined antigenic stimulus. Such assays are instrumental in dissecting the functional properties of T-cell subsets, mapping epitope specificity, and validating immune-modulatory strategies in preclinical settings.

Peptide-MHC Binding Analysis: The compound is frequently employed in binding affinity studies to assess how peptide structure influences its interaction with MHC molecules. Utilizing Tiplimotide in competitive binding or stability assays enables researchers to elucidate the structural determinants that govern peptide-MHC complex formation and persistence. These insights inform the rational design of peptide-based immunogens and contribute to the development of targeted immune interventions in research contexts.

Epitope Mapping and Immunogenicity Profiling: Tiplimotide's well-characterized sequence makes it an ideal tool for epitope mapping experiments. By incorporating it into immunoassays or using it to stimulate lymphocytes from various genetic backgrounds, scientists can identify T-cell epitopes, characterize immune repertoire diversity, and assess the immunogenic potential of novel peptide constructs. This application is essential for advancing knowledge of antigen recognition and for optimizing peptide-based research reagents.

Peptide Synthesis and Analytical Validation: As a synthetic peptide with defined purity and sequence, Tiplimotide is also utilized in the development and validation of peptide synthesis protocols and analytical methodologies. It serves as a reference standard in chromatographic, mass spectrometric, and sequencing workflows, enabling laboratories to calibrate instrumentation, benchmark process efficiency, and ensure reproducibility in peptide research. Its stability and well-documented characteristics make it a reliable standard for quality control and method development in peptide chemistry laboratories.

InChI
InChI=1S/C87H142N24O21/c1-15-47(10)67(82(127)105-66(46(8)9)81(126)108-69(51(14)113)84(129)110-35-23-29-60(110)77(122)97-54(28-21-33-94-87(91)92)72(117)107-68(50(13)112)85(130)111-36-24-31-62(111)86(131)132)106-76(121)59(40-63(90)114)99-71(116)49(12)96-73(118)57(38-52-25-17-16-18-26-52)101-74(119)56(37-43(2)3)100-75(120)58(39-53-41-93-42-95-53)102-79(124)64(44(4)5)104-80(125)65(45(6)7)103-78(123)61-30-22-34-109(61)83(128)55(27-19-20-32-88)98-70(115)48(11)89/h16-18,25-26,41-51,54-62,64-69,112-113H,15,19-24,27-40,88-89H2,1-14H3,(H2,90,114)(H,93,95)(H,96,118)(H,97,122)(H,98,115)(H,99,116)(H,100,120)(H,101,119)(H,102,124)(H,103,123)(H,104,125)(H,105,127)(H,106,121)(H,107,117)(H,108,126)(H,131,132)(H4,91,92,94)/t47-,48+,49-,50+,51+,54-,55-,56-,57-,58-,59-,60-,61-,62-,64-,65-,66-,67-,68-,69-/m0/s1
InChI Key
NITUEMISTORFON-PPFXTMJRSA-N
Canonical SMILES
CCC(C)C(C(=O)NC(C(C)C)C(=O)NC(C(C)O)C(=O)N1CCCC1C(=O)NC(CCCN=C(N)N)C(=O)NC(C(C)O)C(=O)N2CCCC2C(=O)O)NC(=O)C(CC(=O)N)NC(=O)C(C)NC(=O)C(CC3=CC=CC=C3)NC(=O)C(CC(C)C)NC(=O)C(CC4=CN=CN4)NC(=O)C(C(C)C)NC(=O)C(C(C)C)NC(=O)C5CCCN5C(=O)C(CCCCN)NC(=O)C(C)N
Isomeric SMILES
CC[C@H](C)[C@@H](C(=O)N[C@@H](C(C)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H]([C@@H](C)O)C(=O)N2CCC[C@H]2C(=O)O)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](C)NC(=O)[C@H](CC3=CC=CC=C3)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC4=CN=CN4)NC(=O)[C@H](C(C)C)NC(=O)[C@H](C(C)C)NC(=O)[C@@H]5CCCN5C(=O)[C@H](CCCCN)NC(=O)[C@@H](C)N

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