Fmoc-Leu-Leu-OH pairs two hydrophobic residues under an N-terminal protecting group, enabling studies of packing effects and backbone orientation. The motif contributes to strong hydrophobic clustering in assembled peptides. Researchers employ it for optimizing resin-bound elongation. Applications span structural modeling, sequence design, and hydrophobic-core engineering.
CAT No: R2530
CAS No:88743-98-0
Synonyms/Alias:Fmoc-leu-leu-OH;88743-98-0;L-Leucine, N-[N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-leucyl]-;(S)-2-((S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-methylpentanamido)-4-methylpentanoic acid;(2S)-2-[(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-4-methylpentanamido]-4-methylpentanoic acid;(2S)-2-[[(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methylpentanoyl]amino]-4-methylpentanoic acid;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-leucyl-L-leucine;N-Fmoc-L-leucyl-L-leucine;Fmoc-Leu-Leu;MFCD01632054;Fmoc-L-Leu-L-Leu-OH;E97UXQ96C2;N-(N-Fmoc-L-leucyl)-L-leucine;CS-0129143;EN300-1521370;L-Leucine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-leucyl-;(2S)-2-[(2S)-2-{[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]AMINO}-4-METHYLPENTANAMIDO]-4-METHYLPENTANOIC ACID;(S)-2-((S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-methylpentanamido)-4-methylpentanoicacid;
Fmoc-leu-leu-OH, also known as N-α-Fmoc-L-leucyl-L-leucine, is a protected dipeptide frequently utilized in peptide synthesis and research. Featuring an N-terminal 9-fluorenylmethyloxycarbonyl (Fmoc) protecting group and a free carboxyl terminus, this compound offers both stability and versatility for solid-phase peptide synthesis (SPPS) protocols. Its structure, composed of two consecutive leucine residues, imparts unique hydrophobic characteristics that can be leveraged to modulate peptide conformation and function. The Fmoc group ensures compatibility with a wide range of synthetic strategies, enabling selective deprotection and efficient chain elongation. Researchers value this dipeptide for its ability to facilitate the assembly of complex peptide sequences, particularly those requiring hydrophobic domains or specific secondary structures.
Peptide Synthesis: Fmoc-leu-leu-OH is extensively applied in the stepwise construction of longer peptide chains via SPPS. Its Fmoc-protected N-terminus allows for orthogonal deprotection, making it particularly suitable for the assembly of peptides that incorporate consecutive leucine residues. The dipeptide format streamlines synthesis by reducing the number of coupling cycles, enhancing yield and efficiency. By integrating this building block, researchers can precisely control the sequence and hydrophobicity of target peptides, which is crucial for studying protein-protein interactions, designing bioactive peptides, or developing peptide-based materials.
Structural Biology: In the field of structural biology, the use of N-α-Fmoc-L-leucyl-L-leucine facilitates the exploration of hydrophobic interactions within peptides and proteins. Owing to its dual leucine composition, the dipeptide is often incorporated into model peptides to investigate the influence of hydrophobic residues on folding, aggregation, and secondary structure formation. Such studies are vital for understanding the driving forces behind α-helix or β-sheet stabilization and for elucidating the behavior of membrane-associated or aggregation-prone proteins. The Fmoc protection also allows for site-specific modifications, enabling systematic analysis of structure-function relationships.
Combinatorial Chemistry: The protected dipeptide serves as a valuable component in combinatorial peptide libraries, where diversity and sequence complexity are essential for screening and identifying novel bioactive molecules. By incorporating Fmoc-leu-leu-OH into library designs, researchers can efficiently introduce hydrophobic motifs that may enhance binding affinity, specificity, or stability of candidate peptides. Its compatibility with automated synthesis platforms further supports high-throughput approaches, accelerating the discovery and optimization of functional peptides for a variety of research applications.
Material Science: In material science, the hydrophobic nature of this dipeptide is harnessed for the development of self-assembling peptide-based materials. When incorporated into longer sequences, it can promote the formation of nanostructures such as fibrils, hydrogels, or vesicles, which have potential applications in nanotechnology, drug delivery, or tissue engineering. The Fmoc group's aromaticity can also contribute to π-π stacking interactions, further influencing the assembly and properties of the resulting materials. Such applications benefit from the precise control over sequence and functionality afforded by protected dipeptide building blocks.
Protease Substrate Design: Fmoc-leu-leu-OH is instrumental in the design and synthesis of custom substrates for protease activity assays. By incorporating this hydrophobic dipeptide into substrate sequences, researchers can probe the specificity and kinetics of proteolytic enzymes that recognize or cleave leucine-rich motifs. The Fmoc protection facilitates selective modifications, such as labeling or immobilization, enabling the development of sensitive and versatile assay platforms. These substrates are widely used in biochemical research to characterize enzyme function, screen inhibitors, or investigate regulatory mechanisms. Collectively, the diverse applications of Fmoc-leu-leu-OH underscore its significance as a foundational tool in peptide-based research, supporting advances in synthesis, structural analysis, combinatorial discovery, material innovation, and enzymology.
2. SERS spectrum of the peptide thymosin‐β4 obtained with Ag nanorod substrate
3. TMEM16F and dynamins control expansive plasma membrane reservoirs
If you have any peptide synthesis requirement in mind, please do not hesitate to contact us at . We will endeavor to provide highly satisfying products and services.
Creative Peptides is a trusted CDMO partner specializing in high-quality peptide synthesis, conjugation, and manufacturing under strict cGMP compliance. With advanced technology platforms and a team of experienced scientists, we deliver tailored peptide solutions to support drug discovery, clinical development, and cosmetic innovation worldwide.
From custom peptide synthesis to complex peptide-drug conjugates, we provide flexible, end-to-end services designed to accelerate timelines and ensure regulatory excellence. Our commitment to quality, reliability, and innovation has made us a preferred partner across the pharmaceutical, biotechnology, and personal care industries.
Read More