Linus cyclopeptide 9 contains a constrained cyclic topology that promotes conformational rigidity and resistance to unfolding. Aromatic and hydrophobic residues shape its interaction profile. Researchers study its binding specificity and structural transitions. Uses include cyclic-peptide engineering, structural biology, and natural-product analog development.
CAT No: R2682
CAS No:33302-55-5
Synonyms/Alias:Linus cyclopeptide 9;33302-55-5;cyclolinopeptide A;(9S,12S,15S,18S,21S,24S,27S,30S)-24,27-Dibenzyl-15-[(2S)-butan-2-yl]-9,12,21-tris(2-methylpropyl)-18-propan-2-yl-1,7,10,13,16,19,22,25,28-nonazatricyclo[28.3.0.03,7]tritriacontane-2,8,11,14,17,20,23,26,29-nonone;
Linus cyclopeptide 9 is a naturally occurring cyclic peptide known for its unique structural features and biological properties, originating from flaxseed (Linum usitatissimum). As a member of the cyclolinopeptide family, it is characterized by a head-to-tail cyclized backbone and the presence of non-standard amino acid residues, contributing to its conformational rigidity and resistance to enzymatic degradation. The distinctive architecture of this macrocyclic peptide has attracted significant attention in biochemical research, particularly in the context of natural product chemistry, peptide engineering, and studies of plant-derived bioactive compounds. Its well-defined structure and origin from dietary sources make it a valuable molecular probe for exploring plant biochemistry and peptide-based functional studies.
Natural product research: Linus cyclopeptide 9 serves as an important molecular standard and reference compound in the investigation of cyclolinopeptides, a class of bioactive peptides with diverse physiological roles in plants. Researchers utilize it to elucidate the biosynthetic pathways of flaxseed peptides, examine their ecological functions, and compare the structural motifs that confer stability and bioactivity. Its availability enables the development of analytical methods for profiling cyclopeptide content in plant extracts, supporting the broader study of plant defense mechanisms and secondary metabolite diversity.
Peptide structure-function analysis: The rigid, cyclic conformation and sequence diversity of Linus cyclopeptide 9 make it an excellent model for probing structure-activity relationships in macrocyclic peptides. Scientists employ it to investigate how cyclization, side-chain composition, and backbone modifications influence peptide folding, stability, and interactions with molecular targets. Such studies contribute to the fundamental understanding of peptide conformational dynamics and inform the rational design of synthetic cyclic peptides with tailored properties for research or industrial applications.
Analytical method development: As a well-characterized cyclic peptide, Linus cyclopeptide 9 is frequently used as a calibration standard or control in advanced analytical techniques, such as high-performance liquid chromatography (HPLC), mass spectrometry (MS), and nuclear magnetic resonance (NMR) spectroscopy. Its defined mass and unique fragmentation patterns facilitate the validation of detection protocols and quantification methods for cyclopeptides in complex biological matrices. This supports quality assurance in analytical laboratories focused on natural product identification and quantitation.
Peptide synthesis and engineering: The structural framework of Linus cyclopeptide 9 provides a challenging yet instructive template for synthetic peptide chemists. Efforts to replicate its macrocyclic structure through solid-phase peptide synthesis or solution-phase cyclization reactions help advance methodologies for constructing stable, bioactive cyclic peptides. Additionally, its sequence can serve as a scaffold for the introduction of chemical modifications or functional groups, enabling the generation of peptide analogs for comparative studies or functional screening.
Plant metabolomics and seed biochemistry: The presence of Linus cyclopeptide 9 in flaxseed makes it a key marker compound for plant metabolomics investigations. Its quantification and profiling contribute to the characterization of seed peptide composition, assessment of varietal differences, and evaluation of environmental or genetic factors influencing metabolite expression. These insights are valuable for plant breeders, food scientists, and agricultural researchers aiming to understand and optimize the biochemical traits of flax and related species.
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