Pentigetide

Pentigetide forms a compact peptide sequence that supports modeling of hydrophobic-polar balance in ligand systems. The motif aids exploration of folding and binding determinants. Researchers evaluate its dynamic conformations across environments. Uses include peptide optimization, structural studies, and binding-site mapping.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Pentigetide(CAS 62087-72-3)

CAT No: R2465

CAS No:62087-72-3

Synonyms/Alias:Pentigetide;Pentyde;62087-72-3;Hamburger Pentapeptide;human ige pentapeptide;Pentigetida;Pentigetidum;Pentigetid;ASP-SER-ASP-PRO-ARG;HEPP;IGE PENTAPEPTIDE;Pentigide;Pentyde (TN);PENTAPEPTIDE DSDPR;Pentigetide (USAN/INN);YG3J18T1UX;(2S)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-carboxypropanoyl]amino]-3-hydroxypropanoyl]amino]-3-carboxypropanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoic acid;HEP-P;Pentigetide [USAN:INN];Pentigetidum [INN-Latin];UNII-YG3J18T1UX;Pentigetida [INN-Spanish];PENTAPEPTIDE-DSDPR;PENTIGETIDE [MI];PENTIGETIDE [INN];PENTIGETIDE [USAN];SCHEMBL29861;Aspartylserylaspartylprolylarginine;DTXSID30977675;CHEBI:135842;KQDIGHIVUUADBZ-PEDHHIEDSA-N;HY-P3746;N(sup 2)-(1-(N-(N-L-alpha-Aspartyl-L-seryl)-L-alpha-aspartyl)-L-prolyl)-L-arginine;CS-0620399;NS00122940;D05423;L-Aspartyl-L-Seryl-L-Aspartyl-L-Prolyl-L-Arginine;Q27294502;L-.ALPHA.-ASPARTYL-L-SERYL-L-.ALPHA.-ASPARTYL-L-PROLYL-L-ARGININE;L-Arginine, N(sup 2)-(1-(N-(N-L-alpha-aspartyl-L-seryl)-L-alpha-aspartyl)-L-prolyl)-;(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-carboxypropanamido]-3-hydroxypropanamido]-3-carboxypropanoyl]pyrrolidin-2-yl]formamido}-5-[(diaminomethylidene)amino]pentanoic acid;(S)-2-((S)-1-((S)-2-((S)-2-((S)-2-amino-3-carboxypropanamido)-3-hydroxypropanamido)-3-carboxypropanoyl)pyrrolidine-2-carboxamido)-5-guanidinopentanoic acid;L-ARGININE, N(SUP 2)-(1-(N-(N-L-.ALPHA.-ASPARTYL-L-SERYL)-L-.ALPHA.-ASPARTYL)-L-PROLYL)-;N(SUP 2)-(1-(N-(N-L-.ALPHA.-ASPARTYL-L-SERYL)-L-.ALPHA.-ASPARTYL)-L-PROLYL)-L-ARGININE;N~2~-[{1-[2-({2-[(2-Amino-3-carboxy-1-hydroxypropylidene)amino]-1,3-dihydroxypropylidene}amino)-3-carboxypropanoyl]pyrrolidin-2-yl}(hydroxy)methylidene]arginine;

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M.F/Formula
C22H36N8O11
M.W/Mr.
588.6
Sequence
One Letter Code:DSDPR
Three Letter Code:H-Asp-Ser-Asp-Pro-Arg-OH

Pentigetide is a synthetic pentapeptide compound recognized for its utility in diverse biochemical and biomedical research settings. Defined by its unique sequence of five amino acids, pentigetide exhibits properties that make it an attractive tool for investigating peptide structure-function relationships, receptor interactions, and peptide-based modulation of biological pathways. Its well-characterized molecular structure provides a reliable model for exploring the physicochemical parameters that govern peptide conformation, stability, and bioactivity, thereby supporting fundamental and applied research efforts across multiple disciplines. Owing to its synthetic origin and customizable features, pentigetide serves as a versatile probe in experimental designs that require precise control over peptide composition and function.

Peptide Structure-Activity Relationship Studies: Pentigetide is frequently employed as a model compound in structure-activity relationship (SAR) investigations. By systematically modifying its amino acid sequence or substituents, researchers can elucidate the critical determinants of peptide-receptor binding, enzymatic recognition, or biological activity. Such studies are instrumental in mapping the molecular features that drive specificity and affinity, ultimately informing the rational design of novel peptides with tailored properties for research or industrial applications.

Receptor Binding and Ligand Screening: The defined sequence and manageable size of pentigetide make it an excellent candidate for receptor binding assays and ligand screening platforms. It can be used to probe the interaction dynamics between small peptides and target proteins, such as G protein-coupled receptors or peptide-specific transporters. These applications enable the identification of key binding motifs, facilitate competitive binding studies, and support the development of high-throughput screening methods for peptide-based modulators.

Peptide Synthesis Process Validation: In peptide chemistry laboratories, pentigetide serves as a reference standard or control for validating solid-phase peptide synthesis protocols and purification techniques. Its well-established synthesis pathway and predictable chromatographic behavior allow chemists to assess the efficiency, reproducibility, and fidelity of synthetic workflows. Utilizing pentigetide in process validation ensures quality control and methodological consistency, which are critical for downstream research and development efforts.

Analytical Method Development: Analytical chemists leverage pentigetide as a calibrant or test substrate in the development and optimization of peptide quantification methods, including high-performance liquid chromatography (HPLC), mass spectrometry (MS), and capillary electrophoresis (CE). Its defined physicochemical parameters facilitate the calibration of instrument response, assessment of detection limits, and evaluation of separation efficiency. These analytical applications are essential for ensuring accurate peptide characterization in both research and quality assurance contexts.

Peptide-Protein Interaction Modeling: As a representative short-chain peptide, pentigetide is utilized in computational and experimental studies aimed at modeling peptide-protein interactions. Its manageable size and known sequence allow for detailed molecular dynamics simulations, docking studies, and biophysical analyses. These investigations provide valuable insights into the mechanisms of peptide recognition, binding energetics, and conformational flexibility, advancing the broader understanding of protein-ligand interactions within biological systems.

InChI
InChI=1S/C22H36N8O11/c23-10(7-15(32)33)17(36)29-13(9-31)18(37)28-12(8-16(34)35)20(39)30-6-2-4-14(30)19(38)27-11(21(40)41)3-1-5-26-22(24)25/h10-14,31H,1-9,23H2,(H,27,38)(H,28,37)(H,29,36)(H,32,33)(H,34,35)(H,40,41)(H4,24,25,26)/t10-,11-,12-,13-,14-/m0/s1
InChI Key
KQDIGHIVUUADBZ-PEDHHIEDSA-N

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