Fmoc-Ala-Val-OH combines an aliphatic alanine with hydrophobic valine to model early folding tendencies in synthetic peptides. The Fmoc group supports stepwise assembly and purity control. Researchers analyze its coupling efficiency and structural contributions. Uses include helix initiation modeling, peptide-assembly design, and method refinement.
CAT No: R2528
CAS No:2171152-91-1
Synonyms/Alias:2171152-91-1;Fmoc-L-beta-Ala-Val-OH;Fmoc--Ala-Val-OH;G89870;EN300-1502441;(3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)propanoyl)-L-valine;(2S)-2-[3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanamido]-3-methylbutanoic acid;
Fmoc-Ala-Val-OH is a synthetic dipeptide derivative featuring an N-terminal fluorenylmethyloxycarbonyl (Fmoc) protecting group, widely utilized in peptide chemistry and biochemical research. Structurally, it consists of alanine and valine linked via a peptide bond, with the Fmoc group serving as a removable protecting moiety for the amino terminus. Its utility is anchored in solid-phase peptide synthesis (SPPS) workflows, where it functions as a key building block for assembling complex peptide sequences. The compound's compatibility with standard deprotection and coupling protocols, along with its defined stereochemistry, makes it a preferred choice for researchers seeking high-fidelity peptide assembly and modification.
Peptide Synthesis: Fmoc-Ala-Val-OH plays a pivotal role as a dipeptide building block in Fmoc-based solid-phase peptide synthesis. Its pre-formed peptide bond between alanine and valine streamlines elongation of peptide chains, enabling efficient incorporation of dipeptide motifs into growing sequences. This approach can enhance synthetic efficiency, reduce racemization risks, and facilitate the assembly of peptides containing challenging or repetitive Ala-Val motifs. The Fmoc protecting group ensures orthogonality and compatibility with widely used SPPS techniques, supporting the generation of high-purity custom peptides for research applications.
Sequence-Specific Peptide Engineering: The compound is instrumental in the design and synthesis of peptides with precise sequence requirements, particularly when specific Ala-Val dipeptide motifs are essential for biological activity or structural integrity. Its use allows researchers to introduce defined dipeptide segments into target sequences, supporting investigations into structure-activity relationships, protein-protein interactions, and the functional roles of short peptide motifs in biomolecular systems. The product's defined stereochemistry and purity contribute to reproducible and reliable experimental results.
Peptidomimetic Design: Researchers engaged in the development of peptidomimetics and modified peptide analogs employ Fmoc-Ala-Val-OH to explore the impact of alanine-valine arrangements on molecular conformation and biological recognition. By incorporating this dipeptide unit into synthetic analogs, scientists can investigate backbone modifications, conformational constraints, or side-chain variations, thereby advancing the understanding of peptide folding, stability, and interaction with biological targets. The compound is particularly valuable in studies aiming to optimize peptide-based inhibitors or probes.
Analytical Method Development: The well-defined structure of Fmoc-Ala-Val-OH makes it suitable as a reference standard or calibration compound in analytical method development for peptide analysis. Its use in high-performance liquid chromatography (HPLC), mass spectrometry, or capillary electrophoresis enables the validation of detection methods, assessment of chromatographic behavior, and optimization of separation protocols for dipeptides and related compounds. This application is critical for quality control and method validation in peptide research laboratories.
Combinatorial Peptide Libraries: In the context of combinatorial chemistry, Fmoc-Ala-Val-OH serves as a modular unit for generating peptide libraries with systematic variations in sequence and structure. Incorporation of this dipeptide into diverse peptide frameworks allows for high-throughput screening of sequence variants, supporting discovery efforts in areas such as enzyme substrate profiling, ligand identification, and epitope mapping. Its compatibility with automated synthesis platforms and standardized protocols further enhances its value in large-scale peptide library construction.
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