Bradykinin, des-pro(3)- incorporates a targeted modification that alters structural flexibility and binding preferences. Removal of proline influences turn formation and backbone geometry. Researchers examine its solvent-dependent conformations and interaction profiles. Uses include motif-function studies, structure-activity exploration, and peptide analog design.
CAT No: R2671
CAS No:80943-05-1
Synonyms/Alias:Arg-pro-gly-phe-ser-pro-phe-arg;80943-05-1;3-De-pro-bradykinin;Bradykinin, des-pro(3)-;Bradykinin, des-proline(3)-;Bradykinin, 3-de-L-proline-;[Des-Pro2]-Bradykinin;(2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[2-[[(2S)-1-[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]pyrrolidine-2-carbonyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-3-hydroxypropanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid;HY-P2828;CS-0143033;H-L-Arg-L-Pro-Gly-L-Phe-L-Ser-L-Pro-L-Phe-L-Arg-OH;(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-(2-{[(2S)-1-[(2S)-2-AMINO-5-CARBAMIMIDAMIDOPENTANOYL]PYRROLIDIN-2-YL]FORMAMIDO}ACETAMIDO)-3-PHENYLPROPANAMIDO]-3-HYDROXYPROPANOYL]PYRROLIDIN-2-YL]FORMAMIDO}-3-PHENYLPROPANAMIDO]-5-CARBAMIMIDAMIDOPENTANOIC ACID;(S)-2-((S)-2-((S)-1-((S)-2-((S)-2-(2-((S)-1-((S)-2-Amino-5-guanidinopentanoyl)pyrrolidine-2-carboxamido)acetamido)-3-phenylpropanamido)-3-hydroxypropanoyl)pyrrolidine-2-carboxamido)-3-phenylpropanamido)-5-guanidinopentanoic acid;
Bradykinin, des-pro(3)- is a synthetic peptide derivative belonging to the bradykinin family, characterized by the absence of the proline residue at position three. As a biologically active peptide fragment, it serves as a valuable tool for investigating the structure-activity relationships and receptor interactions within the kallikrein-kinin system. Its unique sequence modification distinguishes it from native bradykinin, allowing researchers to dissect the functional contributions of specific amino acid residues to peptide-mediated biological responses. The compound is widely utilized in biochemical and pharmacological research to elucidate the mechanisms underlying peptide-receptor binding, signal transduction, and vascular physiology.
Peptide receptor studies: Des-pro(3)-bradykinin is frequently employed to probe the specificity and affinity of bradykinin receptors, particularly the B1 and B2 subtypes. By comparing its binding properties and biological activity to those of the native peptide, researchers can identify critical structural determinants for receptor activation and inhibition. This approach facilitates the mapping of ligand-binding domains and informs the rational design of receptor-selective agonists or antagonists, advancing the understanding of kinin-mediated signaling pathways.
Signal transduction research: The modified peptide is instrumental in characterizing downstream signaling events triggered by bradykinin receptor engagement. It enables the delineation of G protein-coupled receptor (GPCR) activation profiles, calcium mobilization, and second messenger cascades in various cell types. By utilizing this analogue, scientists can distinguish between full and partial agonist effects, assess biased signaling, and explore the consequences of altered peptide structure on intracellular responses, thereby enhancing insights into GPCR pharmacology.
Vascular physiology investigations: Due to its structural similarity to endogenous kinins, des-pro(3)-bradykinin is used to study vascular permeability, vasodilation, and endothelial function in isolated tissue preparations and cell-based assays. Its application allows for the assessment of peptide-induced changes in nitric oxide release, prostaglandin synthesis, and smooth muscle relaxation, contributing to a deeper understanding of the molecular mechanisms regulating blood vessel tone and permeability in physiological and pathophysiological contexts.
Peptide structure-activity relationship (SAR) analysis: The compound serves as a model substrate in SAR studies aimed at elucidating the impact of individual amino acid residues on peptide conformation and bioactivity. By systematically comparing the functional properties of des-pro(3)-bradykinin with other bradykinin analogues, researchers can identify sequence motifs essential for receptor interaction, proteolytic stability, and biological efficacy. These findings inform the development of novel peptide-based probes and therapeutic candidates with tailored pharmacological profiles.
Peptide synthesis and analytical method development: As a structurally defined peptide fragment, des-pro(3)-bradykinin is valuable for optimizing synthetic protocols and validating analytical techniques such as high-performance liquid chromatography (HPLC) and mass spectrometry. Its use as a reference standard or calibration compound supports the quality control of peptide synthesis, the assessment of purity and identity, and the establishment of robust analytical workflows in research and industrial laboratories.
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