Nα-Fmoc-Nγ-2,4,6-trimethoxybenzyl-L-asparagine
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Nα-Fmoc-Nγ-2,4,6-trimethoxybenzyl-L-asparagine

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Category
Fmoc-Amino Acids
Catalog number
BAT-003674
CAS number
120658-63-1
Molecular Formula
C29H30N2O8
Molecular Weight
534.60
Nα-Fmoc-Nγ-2,4,6-trimethoxybenzyl-L-asparagine
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxo-4-[(2,4,6-trimethoxyphenyl)methylamino]butanoic acid
Synonyms
Fmoc-L-Asn(Tmob)-OH; Nalpha-Fmoc-Ngamma-2,4,6-Trimethoxybenzyl-L-Asparagine; (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-oxo-4-((2,4,6-trimethoxybenzyl)amino)butanoic acid
Appearance
Off-white powder
Purity
≥ 98% (HPLC)
Melting Point
156-163 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C29H30N2O8/c1-36-17-12-25(37-2)22(26(13-17)38-3)15-30-27(32)14-24(28(33)34)31-29(35)39-16-23-20-10-6-4-8-18(20)19-9-5-7-11-21(19)23/h4-13,23-24H,14-16H2,1-3H3,(H,30,32)(H,31,35)(H,33,34)/t24-/m0/s1
InChI Key
RGZYXRAMAQAJGQ-DEOSSOPVSA-N
Canonical SMILES
COC1=CC(=C(C(=C1)OC)CNC(=O)CC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)OC

Nα-Fmoc-Nγ-246-trimethoxybenzyl-L-asparagine, a specialized amino acid derivative, plays a crucial role in synthetic chemistry and peptide synthesis. Here are four key applications presented with high perplexity and burstiness:

Peptide Synthesis: Integral to solid-phase peptide synthesis (SPPS), Nα-Fmoc-Nγ-246-trimethoxybenzyl-L-asparagine boasts stable protecting groups that safeguard the asparagine side chain throughout peptide elongation. This compound facilitates the creation of intricate peptides with exceptional purity and yield, ensuring the success of peptide synthesis endeavors.

Drug Development: Pivotal in advancing peptide-based therapeutics, this amino acid derivative empowers researchers to fine-tune the biological activity, stability, and bioavailability of peptide drugs by incorporating it into peptide chains. The utilization of Nα-Fmoc-Nγ-246-trimethoxybenzyl-L-asparagine opens avenues for crafting novel peptides tailored to combat diverse diseases.

Bioconjugation: Embraced in bioconjugation techniques, Nα-Fmoc-Nγ-246-trimethoxybenzyl-L-asparagine serves as a linchpin in linking peptides to various molecules like fluorescent labels or biotin. This synergy enables the creation of peptide probes essential for imaging, diagnostics, and biosensor applications, guaranteeing precise and controlled conjugation that amplifies the functionality of the peptides, thereby expanding the frontiers of molecular bioengineering.

Protein Engineering: At the forefront of protein engineering, Nα-Fmoc-Nγ-246-trimethoxybenzyl-L-asparagine empowers scientists to introduce site-specific modifications in proteins. By integrating this derivative at specific junctures within a protein sequence, researchers can decipher the repercussions of post-translational modifications, unraveling intricate protein structure-function relationships and crafting proteins endowed with tailored properties, steering innovation in protein design.

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