Nα-Fmoc-D-asparagine
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Nα-Fmoc-D-asparagine

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Category
Fmoc-Amino Acids
Catalog number
BAT-003654
CAS number
108321-39-7
Molecular Formula
C19H18N2O5
Molecular Weight
354.40
Nα-Fmoc-D-asparagine
IUPAC Name
(2R)-4-amino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxobutanoic acid
Synonyms
Fmoc-D-Asn-OH; Fmoc-(R)-2-aminosuccinic acid 4-amide
Appearance
Solid
Purity
≥ 99% (HPLC)
Density
1.362±0.06 g/cm3(Predicted)
Melting Point
201-203 °C
Boiling Point
678.6±55.0 °C(Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C19H18N2O5/c20-17(22)9-16(18(23)24)21-19(25)26-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15-16H,9-10H2,(H2,20,22)(H,21,25)(H,23,24)/t16-/m1/s1
InChI Key
YUGBZNJSGOBFOV-MRXNPFEDSA-N
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC(=O)N)C(=O)O

Nα-Fmoc-D-asparagine, a derivative of the amino acid asparagine, is extensively utilized in peptide synthesis and various research applications. Here are four key applications of Nα-Fmoc-D-asparagine:

Peptide Synthesis: A crucial building block in solid-phase peptide synthesis, Nα-Fmoc-D-asparagine aids in the incremental construction of peptides. Its Fmoc group effectively shields against undesired side reactions, facilitating the intricate assembly of complex peptides for diverse research and therapeutic pursuits.

Protein Engineering: Embedded in the realm of protein engineering, Nα-Fmoc-D-asparagine assumes a pivotal role in strategically introducing specific residues into protein sequences. This practice is fundamental in exploring the interplay between protein structure and function, as well as understanding the implications of integrating D-amino acids into proteins. By incorporating Nα-Fmoc-D-asparagine, researchers embark on a path to unravel the repercussions of modifications on protein stability, activity, and interactions, enriching the comprehension of protein dynamics.

Pharmaceutical Development: Positioned at the forefront of pharmaceutical innovation, Nα-Fmoc-D-asparagine is instrumental in crafting peptide-based drugs and therapeutic agents. Its involvement in synthesizing D-amino acid-containing peptides confers significant advantages, including heightened resistance to enzymatic degradation. This enhancement in stability and bioavailability elevates the effectiveness of peptide drugs, amplifying their impact in clinical settings.

Biomaterial Research: Within the vibrant realm of biomaterials, Nα-Fmoc-D-asparagine emerges as a critical component in crafting peptide-based hydrogels and scaffolds. These biomaterials serve as mimetics of the extracellular matrix, fostering cell adhesion, growth, and differentiation. Such functionalities render them invaluable in disciplines like tissue engineering, regenerative medicine, and the design of advanced drug delivery systems, underscoring their pivotal role in the evolution of medical technologies.

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