N-α-(9-Fluorenylmethoxycarbonyl)-D-aspartic acid α-9-fluorenylmethyl ester
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N-α-(9-Fluorenylmethoxycarbonyl)-D-aspartic acid α-9-fluorenylmethyl ester

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Category
Fmoc-Amino Acids
Catalog number
BAT-005426
CAS number
214852-35-4
Molecular Formula
C33H27NO6
Molecular Weight
533.59
N-α-(9-Fluorenylmethoxycarbonyl)-D-aspartic acid α-9-fluorenylmethyl ester
IUPAC Name
(3R)-4-(9H-fluoren-9-ylmethoxy)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxobutanoic acid
Synonyms
Fmoc-D-Asp-OFm; FMOC-D-ASPARTIC ACID-OFM; Fmoc-D-aspartic acid 1-(9H-fluoren-9-ylmethyl) ester
Purity
≥ 95%
InChI
InChI=1S/C33H27NO6/c35-31(36)17-30(32(37)39-18-28-24-13-5-1-9-20(24)21-10-2-6-14-25(21)28)34-33(38)40-19-29-26-15-7-3-11-22(26)23-12-4-8-16-27(23)29/h1-16,28-30H,17-19H2,(H,34,38)(H,35,36)/t30-/m1/s1
InChI Key
AAVDDDPGTRDTJT-SSEXGKCCSA-N
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)C(CC(=O)O)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46

N-α-(9-Fluorenylmethoxycarbonyl)-D-aspartic acid α-9-fluorenylmethyl ester, a compound commonly applied in peptide synthesis and various biochemical contexts, showcases its versatility through distinct applications.

Solid-Phase Peptide Synthesis: Serving as a pivotal component in solid-phase peptide synthesis (SPPS), this compound acts as a shielded amino acid derivative. The fluorenylmethoxycarbonyl (Fmoc) group provides protection to the amino group, averting undesired reactions during peptide chain assembly. Post-synthesis, under gentle conditions, removal of the Fmoc group leads to the final peptide product, culminating in a meticulous process of peptide creation.

Drug Development: Embracing innovation in medicine, N-α-(9-Fluorenylmethoxycarbonyl)-D-aspartic acid α-9-fluorenylmethyl ester plays a vital role in peptide-based drug synthesis. Its protected form streamlines the crafting of intricate peptide sequences essential for formulating therapeutic agents. This compound becomes instrumental in designing drugs targeting specific proteins and receptors implicated in diverse ailments.

Structural Biology: Positioned at the intersection of structural biology, this compound aids in unraveling mysteries of protein-ligand interactions and protein folding. By synthesizing peptides mimicking protein segments, researchers embark on a journey exploring how proteins engage with other molecules, shedding light on protein structure and function. This exploration is fundamental in the realm of drug discovery and design, accentuating the crucial role this compound plays in advancing scientific understanding.

Bioconjugation: Stepping into the realm of bioconjugation, N-α-(9-Fluorenylmethoxycarbonyl)-D-aspartic acid α-9-fluorenylmethyl ester emerges as a key player in linking peptides to diverse biomolecules. The Fmoc-protected amino group enables precise coupling reactions, fostering the creation of peptide conjugates with antibodies, enzymes, or other proteins.

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