Octreotide Impurity 26

Octreotide Trifluoroacetate Salt (Dimer, Antiparallel) forms a defined peptide dimer in which monomers align in antiparallel orientation. Dimerization affects overall hydrodynamic radius, binding valency, and conformational constraints. Researchers investigate its solution behavior, aggregation state, and receptor affinities. Applications include multivalent ligand design, structural modeling, and peptide-peptide interaction studies.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Octreotide Impurity 26(CAS 1926163-78-1)

CAT No: R2370

CAS No:1926163-78-1

Synonyms/Alias:Octreotide trifluoroacetate salt (Dimer, Antiparallel);1926163-78-1;Octreotide trifluoroacetate salt (Dimer, Antiparallel);MFCD30748664;

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M.F/Formula
C100H133F3N20O22S4
M.W/Mr.
2152.5
Sequence
Three Letter Code:H-D-Phe-Cys(1)-Phe-D-Trp-Lys-Thr-Cys(2)-Thr-ol.H-D-Phe-D-Cys(2)-Phe-D-Trp-Lys-Thr-Cys(1)-Thr-ol.TFA

Octreotide trifluoroacetate salt (Dimer, Antiparallel) is a synthetic cyclic octapeptide analog of somatostatin, engineered to possess enhanced metabolic stability and a prolonged half-life compared to its natural counterpart. The antiparallel dimeric configuration further augments its biochemical characteristics, enabling unique interactions with specific biological targets. As a trifluoroacetate salt, this compound exhibits improved solubility and ease of handling in various experimental settings. Its robust molecular structure and affinity for somatostatin receptors make it a valuable tool in advanced peptide research, particularly in studies requiring precise modulation of hormonal pathways or receptor-ligand interactions. The dimerization in an antiparallel arrangement distinguishes it from monomeric or parallel dimer forms, potentially influencing its bioactivity and receptor binding profiles, which is of significant interest to researchers investigating peptide-receptor dynamics and signaling mechanisms.

Receptor Binding Studies: Octreotide dimer is extensively utilized in receptor binding assays to investigate the affinity and specificity of peptide-receptor interactions, particularly with somatostatin receptors subtypes. By employing radiolabeled or fluorescently tagged derivatives of this antiparallel dimer, researchers can quantitatively evaluate binding kinetics, receptor occupancy, and the influence of dimerization on ligand-receptor engagement. Such studies provide critical insights into the conformational requirements for receptor activation or inhibition, facilitating the rational design of novel analogs with tailored pharmacological profiles for experimental purposes.

Signal Transduction Research: In the field of cellular signaling, the antiparallel dimer serves as a model compound to dissect downstream signaling pathways initiated by somatostatin receptor engagement. Its enhanced stability and receptor selectivity allow for the controlled activation or suppression of G protein-coupled receptor (GPCR) cascades, enabling the detailed mapping of intracellular events such as cAMP modulation, calcium flux, and kinase activation. This application is instrumental in elucidating the molecular mechanisms underlying peptide-mediated signal transduction and in identifying potential cross-talk between different receptor systems.

Endocrine Regulation Studies: The unique properties of octreotide trifluoroacetate salt (Dimer, Antiparallel) make it a preferred agent in research focused on endocrine regulation. By mimicking and modulating the action of endogenous somatostatin, it is employed to study the feedback mechanisms governing hormone secretion in various in vitro and ex vivo models. Researchers leverage its prolonged activity to assess the temporal dynamics of hormone release, receptor desensitization, and the impact of sustained peptide exposure on endocrine tissues. These studies contribute to a deeper understanding of homeostatic control in neuroendocrine systems.

Peptide Stability and Degradation Analysis: The dimeric antiparallel form is also a subject of investigation in peptide stability and degradation studies. Its resistance to enzymatic breakdown and improved metabolic stability are evaluated in biological matrices to determine degradation pathways, half-life, and potential metabolites. Such analyses are crucial for advancing peptide chemistry knowledge, optimizing peptide design, and developing new research tools with enhanced in vivo and in vitro stability.

Analytical Method Development: Octreotide trifluoroacetate salt (Dimer, Antiparallel) is frequently used as a reference standard or model compound in the development and validation of analytical techniques for peptide detection and quantification. Liquid chromatography, mass spectrometry, and immunoassay platforms benefit from its well-characterized structure and stability, allowing for the calibration of instrumentation and the assessment of assay sensitivity and specificity. This application supports the establishment of robust methodologies for peptide analysis in complex biological samples, facilitating high-precision research in peptide science and biochemistry.

Through these diverse applications, octreotide trifluoroacetate salt (Dimer, Antiparallel) continues to be an indispensable resource in the advancement of peptide research, offering unique advantages for receptor studies, signal transduction mapping, endocrine system investigations, peptide stability assessments, and analytical method development. Its specialized structure and functional versatility underscore its significance in scientific studies aiming to unravel the complexities of peptide biology and receptor pharmacology.

InChI
InChI=1S/C98H132N20O20S4.C2HF3O2/c1-55(121)77(49-119)111-95(135)81-53-141-139-51-79(113-85(125)67(101)41-59-25-9-5-10-26-59)93(133)107-73(43-61-29-13-7-14-30-61)89(129)110-76(46-64-48-104-70-36-20-18-34-66(64)70)92(132)106-72(38-22-24-40-100)88(128)118-84(58(4)124)98(138)116-82(96(136)112-78(50-120)56(2)122)54-142-140-52-80(114-86(126)68(102)42-60-27-11-6-12-28-60)94(134)108-74(44-62-31-15-8-16-32-62)90(130)109-75(45-63-47-103-69-35-19-17-33-65(63)69)91(131)105-71(37-21-23-39-99)87(127)117-83(57(3)123)97(137)115-81;3-2(4,5)1(6)7/h5-20,25-36,47-48,55-58,67-68,71-84,103-104,119-124H,21-24,37-46,49-54,99-102H2,1-4H3,(H,105,131)(H,106,132)(H,107,133)(H,108,134)(H,109,130)(H,110,129)(H,111,135)(H,112,136)(H,113,125)(H,114,126)(H,115,137)(H,116,138)(H,117,127)(H,118,128);(H,6,7)/t55-,56-,57-,58-,67-,68-,71+,72+,73+,74+,75-,76-,77-,78-,79-,80+,81+,82+,83+,84+;/m1./s1
InChI Key
KMCKZYFPLRFRPK-WGTYXJJASA-N

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