Fmoc-Asn(Me2)-OH
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Fmoc-Asn(Me2)-OH

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Category
Fmoc-Amino Acids
Catalog number
BAT-008497
CAS number
138585-02-1
Molecular Formula
C21H22N2O5
Molecular Weight
382.41
IUPAC Name
(2S)-4-(dimethylamino)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxobutanoic acid
Synonyms
Fmoc-N,N-dimethyl-L-Asparagine; N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N4,N4-dimethyl-L-asparagine
InChI
InChI=1S/C21H22N2O5/c1-23(2)19(24)11-18(20(25)26)22-21(27)28-12-17-15-9-5-3-7-13(15)14-8-4-6-10-16(14)17/h3-10,17-18H,11-12H2,1-2H3,(H,22,27)(H,25,26)/t18-/m0/s1
InChI Key
VXKRBLOYXZGVTI-SFHVURJKSA-N
Canonical SMILES
CN(C)C(=O)CC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Fmoc-Asn(Me2)-OH, a versatile and stable building block in peptide synthesis, plays a pivotal role in various applications. Here are four key applications of Fmoc-Asn(Me2)-OH presented with high perplexity and burstiness:

Peptide Synthesis: Widely utilized in peptide synthesis, Fmoc-Asn(Me2)-OH’s dimethylated asparagine form offers distinctive properties. This modified amino acid facilitates the generation of peptides with enhanced stability and reduced aggregation, empowering researchers to engineer peptides with refined pharmacokinetic and pharmacodynamic characteristics.

Structural Biology: In the realm of structural biology, Fmoc-Asn(Me2)-OH contributes to the generation of peptides for NMR and crystallography investigations. The stability conferred by dimethylation enables superior resolution in determining peptide structures, facilitating a deeper understanding of protein-peptide interactions and aiding in the development of peptide-based therapeutics.

Cancer Research: Fmoc-Asn(Me2)-OH finds application in the synthesis of peptide-based inhibitors and activators for cancer studies. These peptides target specific pathways involved in tumor progression, and the incorporation of Fmoc-Asn(Me2)-OH enhances the specificity and potency of therapeutic peptides, offering new avenues for combating cancer growth.

Immunology: In the field of immunology, Fmoc-Asn(Me2)-OH is instrumental in designing antigenic peptides for vaccine development and immunotherapy. The modified asparagine residues aid in mimicking natural protein fragments accurately, amplifying immune responses. This critical application propels the development of innovative vaccines and therapeutic approaches against infectious diseases and cancer.

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