Fexapotide

Fexapotide belongs to a class of drugs known as prostate-specific antigen (PSA)-activated peptides.

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

CAT No: R2021

CAS No:492447-54-8

Synonyms/Alias:Fexapotide;Fexapotide [USAN];Fexapotida;492447-54-8;NX-1207;9L8TV1O7E0;NYM4805;NYM-4805;FEXAPOTIDE [INN];FEXAPOTIDE [WHO-DD];ILE-ASP-GLN-GLN-VAL-LEU-SER-ARG-ILE-LYS-LEU-GLU-ILE-LYS-ARG-CYS-LEU;L-LEUCINE, L-ISOLEUCYL-L-.ALPHA.-ASPARTYL-L-GLUTAMINYL-L-GLUTAMINYL-L-VALYL-L-LEUCYL-L-SERYL-L-ARGINYL-L-ISOLEUCYL-L-LYSYL-L-LEUCYL-L-.ALPHA.-GLUTAMYL-L-ISOLEUCYL-L-LYSYL-L-ARGINYL-L-CYSTEINYL-;L-Leucine, L-isoleucyl-L-alpha-aspartyl-L-glutaminyl-L-glutaminyl-L-valyl-L-leucyl-L-seryl-L-arginyl-L-isoleucyl-L-lysyl-L-leucyl-L-alpha-glutamyl-L-isoleucyl-L-lysyl-L-arginyl-L-cysteinyl-;fexapotidum;UNII-9L8TV1O7E0;Fexapotid;Fexapotide (USAN/INN);CHEMBL3545061;G04CX04;NX 1207;DA-53164;D11247;Q27272699;1215219-81-0;L-isoleucyl-L-alpha-aspartyl-L-glutaminyl-L-glutaminyl-L-valyl-L-leucyl-L-seryl-L-arginyl-L-isoleucyl-L-lysyl-L-leucyl-L-alpha-glutamyl-L-isoleucyl-L-lysyl-L-arginyl-L-cysteinyl-L-leucine-;

Chemical Name:(2S)-2-[[(2R)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-amino-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S,3S)-2-amino-3-methylpentanoyl]amino]-3-carboxypropanoyl]amino]-5-oxopentanoyl]amino]-5-oxopentanoyl]amino]-3-methylbutanoyl]amino]-4-methylpentanoyl]amino]-3-hydroxypropanoyl]amino]-5-carbamimidamidopentanoyl]amino]-3-methylpentanoyl]amino]hexanoyl]amino]-4-methylpentanoyl]amino]-4-carboxybutanoyl]amino]-3-methylpentanoyl]amino]hexanoyl]amino]-5-carbamimidamidopentanoyl]amino]-3-sulfanylpropanoyl]amino]-4-methylpentanoic 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
C90H163N27O25S
M.W/Mr.
2055.5
Sequence
One Letter Code:IDQQVLSRIKLEIKRCL
Three Letter Code:H-Ile-Asp-Gln-Gln-Val-Leu-Ser-Arg-Ile-Lys-Leu-Glu-Ile-Lys-Arg-Cys-Leu-OH

Fexapotide is a synthetic peptide compound recognized for its unique sequence and bioactive properties, making it a valuable tool in advanced biochemical research. As a member of the peptide family, it is characterized by its defined amino acid arrangement, which enables specific molecular interactions and targeted functional studies. Researchers are particularly interested in this molecule due to its capacity to modulate cellular signaling pathways, interact with protein targets, and serve as a model for peptide-based mechanism exploration. The compound's structural attributes and functional versatility have positioned it as a crucial asset in experimental protocols aiming to dissect peptide-mediated biological processes and evaluate structure-activity relationships.

Peptide signaling pathway elucidation: Fexapotide is frequently utilized in research focused on unraveling the mechanisms of peptide-mediated cellular communication. Its defined sequence allows scientists to probe interactions with cell surface receptors, intracellular enzymes, or regulatory proteins, thereby providing insight into how short-chain peptides influence cellular responses. By applying it in receptor binding assays or signal transduction studies, investigators can delineate the specificity and downstream effects of peptide-receptor engagements, contributing to a deeper understanding of complex signaling networks.

Structure-activity relationship (SAR) analysis: The compound serves as a reference molecule for SAR studies, where modifications to its sequence or structure are systematically evaluated to determine the impact on biological activity. Such investigations are essential for mapping functional domains, optimizing peptide design, and correlating structural features with observed effects in biochemical assays. By leveraging its well-characterized framework, researchers can generate analogs or derivatives to test hypotheses about molecular recognition, stability, or target affinity, thereby advancing the rational design of next-generation peptides.

Peptide synthesis and method validation: In the context of synthetic chemistry and analytical method development, fexapotide is employed as a model substrate for refining solid-phase peptide synthesis (SPPS) protocols and validating peptide purification techniques. Its sequence complexity and physicochemical properties make it a suitable candidate for benchmarking chromatographic methods, assessing peptide yield, and troubleshooting synthesis challenges. These applications are vital for ensuring reproducibility and scalability in peptide production workflows, especially when transitioning from research-scale synthesis to larger batch preparations.

Biochemical assay development: The peptide's defined bioactivity supports its use in the creation and optimization of in vitro biochemical assays. Laboratories incorporate it as a positive control or reference standard when developing new assay formats, calibrating detection systems, or establishing sensitivity thresholds for peptide quantification. Its predictable behavior in enzymatic, receptor-binding, or cellular uptake assays facilitates robust assay validation, enabling accurate measurement of peptide activity and enhancing the reliability of experimental results.

Functional studies in peptide biology: Fexapotide is also applied in exploratory investigations aimed at characterizing the broader roles of synthetic peptides in biological systems. Researchers use it to study peptide uptake, subcellular localization, and metabolic stability, as well as to model peptide-protein interactions in vitro. These studies help elucidate the factors governing peptide distribution, degradation, and biological persistence, providing foundational knowledge that informs the design of novel bioactive peptides and furthers the understanding of peptide function in physiological and pathological contexts.

InChI
InChI=1S/C90H163N27O25S/c1-15-48(12)68(95)84(137)110-60(41-67(123)124)81(134)105-55(28-31-64(93)119)75(128)104-56(29-32-65(94)120)77(130)115-69(47(10)11)85(138)111-59(39-45(6)7)80(133)113-62(42-118)82(135)103-54(27-23-37-101-90(98)99)76(129)116-70(49(13)16-2)86(139)108-52(25-19-21-35-92)73(126)109-58(38-44(4)5)79(132)106-57(30-33-66(121)122)78(131)117-71(50(14)17-3)87(140)107-51(24-18-20-34-91)72(125)102-53(26-22-36-100-89(96)97)74(127)114-63(43-143)83(136)112-61(88(141)142)40-46(8)9/h44-63,68-71,118,143H,15-43,91-92,95H2,1-14H3,(H2,93,119)(H2,94,120)(H,102,125)(H,103,135)(H,104,128)(H,105,134)(H,106,132)(H,107,140)(H,108,139)(H,109,126)(H,110,137)(H,111,138)(H,112,136)(H,113,133)(H,114,127)(H,115,130)(H,116,129)(H,117,131)(H,121,122)(H,123,124)(H,141,142)(H4,96,97,100)(H4,98,99,101)/t48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,68-,69-,70-,71-/m0/s1
InChI Key
BROGCIMRGWLMOO-SJPGHYFNSA-N
Canonical SMILES
CCC(C)C(C(=O)NC(CC(=O)O)C(=O)NC(CCC(=O)N)C(=O)NC(CCC(=O)N)C(=O)NC(C(C)C)C(=O)NC(CC(C)C)C(=O)NC(CO)C(=O)NC(CCCNC(=N)N)C(=O)NC(C(C)CC)C(=O)NC(CCCCN)C(=O)NC(CC(C)C)C(=O)NC(CCC(=O)O)C(=O)NC(C(C)CC)C(=O)NC(CCCCN)C(=O)NC(CCCNC(=N)N)C(=O)NC(CS)C(=O)NC(CC(C)C)C(=O)O)N
Isomeric SMILES
CC[C@H](C)[C@@H](C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CS)C(=O)N[C@@H](CC(C)C)C(=O)O)N

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