Nα-Acetyl-Nγ-trityl-L-asparagine
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Nα-Acetyl-Nγ-trityl-L-asparagine

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Category
L-Amino Acids
Catalog number
BAT-004126
CAS number
163277-78-9
Molecular Formula
C25H24N2O4
Molecular Weight
416.48
Nα-Acetyl-Nγ-trityl-L-asparagine
IUPAC Name
(2S)-2-acetamido-4-oxo-4-(tritylamino)butanoic acid
Synonyms
Ac-L-Asn(Trt)-OH; (2S)-2-acetamido-4-oxo-4-(tritylamino)butanoic acid; Nalpha-Acetyl-Ngamma-trityl-L-asparagine
Appearance
White powder
Purity
≥ 99% (HPLC)
Density
1.229±0.06 g/cm3
Melting Point
215-217 °C
Boiling Point
736.8±60.0 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C25H24N2O4/c1-18(28)26-22(24(30)31)17-23(29)27-25(19-11-5-2-6-12-19,20-13-7-3-8-14-20)21-15-9-4-10-16-21/h2-16,22H,17H2,1H3,(H,26,28)(H,27,29)(H,30,31)/t22-/m0/s1
InChI Key
IDBQTOJMHIZVEK-QFIPXVFZSA-N
Canonical SMILES
CC(=O)NC(CC(=O)NC(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3)C(=O)O

Nα-Acetyl-Nγ-trityl-L-asparagine, a specialized compound pivotal in peptide synthesis and biochemical research, boasts diverse applications. Here are four key uses, spotlighted with high perplexity and burstiness:

Peptide Synthesis: Playing a central role in solid-phase peptide synthesis (SPPS), Nα-Acetyl-Nγ-trityl-L-asparagine serves as a shielded amino acid, safeguarding the asparagine side chain during synthesis to thwart unwanted side reactions. This meticulous protection guarantees the precise assembly of peptides with intricate sequences, laying the foundation for advanced peptide structures.

Protein Engineering: Within the domain of protein engineering, Nα-Acetyl-Nγ-trityl-L-asparagine emerges as a catalyst for introducing asparagine residues with meticulous precision. By incorporating this compound, researchers gain mastery over the placement of asparagine, enabling the exploration of its impact on protein folding, stability, and function. This nuanced understanding is pivotal for crafting proteins tailored for specific therapeutic and industrial applications, ushering in a new era of protein design.

Glycoprotein Research: Integral to the synthesis of glycoproteins featuring asparagine-linked glycosylation, Nα-Acetyl-Nγ-trityl-L-asparagine assumes a significant role. Researchers harness this compound to generate glycosylation sites within peptides and proteins, unlocking avenues for delving into glycoprotein interactions, functions, and roles across diverse biological processes. This research illuminates the intricacies of glycoprotein biology, offering insights into their significance in cellular mechanisms.

Bioconjugation: In the realm of bioconjugation techniques, Nα-Acetyl-Nγ-trityl-L-asparagine emerges as a linchpin for attaching various functional groups to peptides and proteins. The protected nature of asparagine allows for selective deprotection and modification, facilitating the seamless conjugation of biomolecules. This application stands at the forefront of developing targeted drug delivery systems and biosensors, driving forward innovations in precision medicine and bioanalytical technology.

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