Fmoc-L-aspartic acid β-allyl ester
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Fmoc-L-aspartic acid β-allyl ester

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Category
Fmoc-Amino Acids
Catalog number
BAT-003743
CAS number
146982-24-3
Molecular Formula
C22H21NO6
Molecular Weight
395.40
Fmoc-L-aspartic acid β-allyl ester
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxo-4-prop-2-enoxybutanoic acid
Synonyms
Fmoc-L-Asp(OAll)-OH; FMOC-L-ASPARTIC ACID-B-ALLYLESTER; Fmoc-Asp(OAll)-OH; Fmoc-L-aspartic acid 4-allyl ester; FMoc-Asp
Appearance
White powder
Purity
≥ 99.5% (Chiral HPLC)
Density
1.286±0.06 g/cm3
Melting Point
109-120 °C
Boiling Point
638.5±55.0 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C22H21NO6/c1-2-11-28-20(24)12-19(21(25)26)23-22(27)29-13-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h2-10,18-19H,1,11-13H2,(H,23,27)(H,25,26)/t19-/m0/s1
InChI Key
FBNFRRNBFASDKS-IBGZPJMESA-N
Canonical SMILES
C=CCOC(=O)CC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Fmoc-L-aspartic acid β-allyl ester stands as a crucial reagent in peptide synthesis and organic chemistry. Here are four key applications of this compound:

Peptide Synthesis: Embedded in solid-phase peptide synthesis, Fmoc-L-aspartic acid β-allyl ester serves as a foundational component for crafting peptides containing aspartic acid. Its Fmoc group acts as a shield throughout the synthesis process, easily removable under mildly basic conditions. This feature enables the stepwise addition of amino acids, culminating in the formation of intricate peptide chains.

Biomedical Research: In the realm of biomedical research, this compound finds utility in exploring protein-protein interactions and enzyme functions. Through the integration of Fmoc-L-aspartic acid β-allyl ester into peptides, researchers can delve into how specific residues impact protein and enzyme behaviors. This exploration holds the potential to deepen our comprehension of disease mechanisms and the formulation of therapeutic interventions.

Chemical Biology: Within the domain of chemical biology, Fmoc-L-aspartic acid β-allyl ester emerges as a valuable asset for crafting modified peptides and proteins with distinct functionalities. The β-allyl ester group can be selectively altered, providing a gateway for further chemical modifications. This avenue unlocks possibilities for crafting bioconjugates, biosensors, and other cutting-edge research instruments.

Drug Discovery: Fmoc-L-aspartic acid β-allyl ester plays a pivotal role in the realm of drug discovery, aiding in the development of peptide-based drug candidates. Integration into peptide libraries facilitates the high-throughput screening of potential drug molecules targeting specific proteins or pathways. This strategic approach streamlines the identification of novel therapeutics with enhanced efficacy and stability, driving progress in the field of pharmaceuticals.

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