Fmoc-beta-Iodo-L-Ala-Ome
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Fmoc-beta-Iodo-L-Ala-Ome

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Category
Fmoc-Amino Acids
Catalog number
BAT-008709
CAS number
156017-42-4
Molecular Formula
C19H18INO4
Molecular Weight
451.25
IUPAC Name
methyl (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-iodopropanoate
Synonyms
N-Fmoc-3-iodo-L-alanine methyl ester; (R)-methyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-iodopropanoate; rac-methyl (r)-2-((((9h-fluoren-9-yl)methoxy)carbonyl)amino)-3-iodopropanoate
Purity
95%
InChI
InChI=1S/C19H18INO4/c1-24-18(22)17(10-20)21-19(23)25-11-16-14-8-4-2-6-12(14)13-7-3-5-9-15(13)16/h2-9,16-17H,10-11H2,1H3,(H,21,23)/t17-/m0/s1
InChI Key
CWUVRMHOLORRBM-KRWDZBQOSA-N
Canonical SMILES
COC(=O)C(CI)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Fmoc-beta-Iodo-L-Ala-Ome, a chemical compound widely used in peptide synthesis and medicinal chemistry, boasts diverse applications. Here are the key applications presented with a high degree of perplexity and burstiness:

Peptide Synthesis: Embedded in the realm of solid-phase peptide synthesis, Fmoc-beta-Iodo-L-Ala-Ome stands as a pivotal component, acting as a foundational unit that imbues peptides with iodine functionality. This feature allows for precise functionalization or linkage of peptides to various molecules, facilitating the creation of tailored peptides for specific purposes like drug development or biochemical analyses. Researchers harness this compound to craft peptides with bespoke properties tailored to unique applications, elevating the potential for innovation and discovery.

Medicinal Chemistry: Stepping into the realm of drug development, Fmoc-beta-Iodo-L-Ala-Ome emerges as a valuable asset for shaping peptidomimetics—compounds that mimic peptides' structure while enhancing stability and bioavailability. The iodine moiety within this compound serves as a versatile platform for substitution with diverse functional groups, amplifying interactions with biological targets. This adaptability transforms it into a powerful instrument for synthesizing novel therapeutic agents endowed with enhanced pharmacological profiles, opening doors to breakthroughs in medical science.

Protein Engineering: Unveiling avenues for protein modification investigations, Fmoc-beta-Iodo-L-Ala-Ome empowers precise and site-specific alterations or probes on proteins, delving into the dynamics and functions of protein structures with exceptional accuracy. Incorporating this amino acid derivative into proteins enables researchers to explore protein functionality and dynamics with unmatched precision, particularly beneficial in structural biology and bioconjugation arenas. This tool enriches the arsenal of researchers, offering insights into protein behavior and interactions critical for advancing our understanding of biological systems.

Bioconjugation: Capitalizing on the iodo functionality within Fmoc-beta-Iodo-L-Ala-Ome, researchers unlock the potential for efficient bioconjugation reactions, crafting a versatile bridge for linking peptides to an array of biomolecules, such as antibodies, enzymes, or nanoparticles. These conjugates play a pivotal role in diverse applications, spanning diagnostics, therapeutic delivery systems, and biosensor development, illustrating the compound's versatility and impact across interdisciplinary fields. This innovative approach not only facilitates targeted interactions but also fosters the creation of tailored systems for advancing healthcare and biotechnology domains.

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