Fmoc-beta-Ala-Leu-OH unites flexible β-alanine with hydrophobic leucine for constructing extended backbones. The Fmoc group facilitates controlled coupling during solid-phase assembly. Researchers analyze the building block's contribution to conformation and packing. Applications include chain extension, synthetic-optimization studies, and modular peptide design.
CAT No: R2523
CAS No:848691-83-8
Synonyms/Alias:Fmoc-beta-Ala-Leu-OH;848691-83-8;Fmoc-|A-Ala-Leu-OH;G87282;EN300-1502597;(2S)-2-[3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanamido]-4-methylpentanoic acid;
Fmoc-beta-Ala-Leu-OH is a synthetic peptide building block featuring an N-terminal fluorenylmethyloxycarbonyl (Fmoc) protecting group, a beta-alanine residue, and a C-terminal leucine. As a bifunctional compound combining a non-proteinogenic beta-amino acid with a branched-chain hydrophobic amino acid, it is widely valued in the field of peptide chemistry and advanced molecular design. The incorporation of beta-alanine introduces conformational flexibility and unique spatial characteristics to peptide chains, while the Fmoc group facilitates compatibility with standard solid-phase peptide synthesis (SPPS) protocols. This compound is particularly significant for researchers developing novel peptide architectures, exploring structure-activity relationships, and engineering bioactive molecules for fundamental studies.
Peptide Synthesis: Fmoc-beta-Ala-Leu-OH is primarily utilized as a specialized building block in solid-phase peptide synthesis, enabling the incorporation of both beta-amino acid and leucine motifs into custom peptide sequences. The Fmoc protecting group ensures selective deprotection under mild basic conditions, preserving side-chain integrity and allowing for efficient chain elongation. Its use is especially advantageous in the assembly of hybrid α/β-peptides, cyclic peptides, and sequence-modified analogs where backbone flexibility and side-chain diversity are essential for achieving desired structural or functional properties.
Peptidomimetic Design: The inclusion of beta-alanine within the dipeptide structure allows for the generation of peptidomimetics that mimic natural peptides while imparting enhanced metabolic stability and altered conformational preferences. Researchers exploit this feature to investigate the impact of backbone modifications on peptide folding, receptor binding, and resistance to enzymatic degradation. Such studies are instrumental in elucidating the structure-function relationships of bioactive peptides and in the rational design of new molecular scaffolds for biochemical research.
Structure-Activity Relationship Studies: Incorporation of Fmoc-beta-Ala-Leu-OH into peptide libraries enables systematic exploration of how beta-amino acid substitutions influence biological activity, secondary structure, and target interactions. By substituting conventional dipeptides with this modified analog, scientists can dissect the contributions of backbone flexibility and hydrophobic side chains to overall activity profiles. This approach supports the identification of key determinants for binding affinity, selectivity, and functional modulation in diverse biochemical assays.
Conformational Analysis: The unique combination of beta-alanine and leucine residues within this compound offers a valuable tool for conformational studies, including NMR spectroscopy, circular dichroism, and computational modeling. Its integration into model peptides aids in the investigation of helix formation, turn induction, and other secondary structural motifs that are influenced by non-canonical amino acid incorporation. Such analyses are critical for advancing the understanding of peptide folding mechanisms and for guiding the design of structurally defined peptide-based materials.
Bioconjugation and Functionalization: The presence of both a free carboxylic acid and an Fmoc-protected amino terminus in Fmoc-beta-Ala-Leu-OH makes it suitable for further derivatization and conjugation strategies. Researchers utilize this dipeptide as an intermediate for the introduction of functional moieties, fluorescent tags, or affinity handles into larger peptide constructs. These modifications expand the utility of synthetic peptides in applications such as molecular probes, affinity purification, and biomaterials development, supporting a broad range of experimental objectives in chemical biology and materials science.
1. Peptides as Active Ingredients: A Challenge for Cosmeceutical Industry
2. Adipose tissue is a key organ for the beneficial effects of GLP-2 metabolic function
5. The spatiotemporal control of signalling and trafficking of the GLP-1R
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