Nα-Fmoc-L-asparagine
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Nα-Fmoc-L-asparagine

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Category
Fmoc-Amino Acids
Catalog number
BAT-003658
CAS number
71989-16-7
Molecular Formula
C19H18N2O5
Molecular Weight
354.40
Nα-Fmoc-L-asparagine
IUPAC Name
(2S)-4-amino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxobutanoic acid
Synonyms
Fmoc-L-Asn-OH; Fmoc-(S)-2-aminosuccinic acid 4-amide; N2-((9H-Fluoren-9-Ylmethoxy)Carbonyl)-L-Asparagine; Nalpha-[(9H-Fluoren-9-Ylmethoxy)Carbonyl]-L-Asparagine
Appearance
White powder
Purity
≥ 99% (HPLC, Chiral purity)
Density
1.3354 g/cm3(rough estimate)
Melting Point
180°C
Boiling Point
487.59°C (rough estimate)
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-/m0/s1
InChI Key
YUGBZNJSGOBFOV-INIZCTEOSA-N
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC(=O)N)C(=O)O

Nα-Fmoc-L-asparagine, a protected amino acid essential in peptide synthesis and biochemical research, has diverse applications. Here are four key applications presented with high perplexity and burstiness:

Peptide Synthesis: Central to solid-phase peptide synthesis, Nα-Fmoc-L-asparagine acts as a pivotal building block. The Fmoc (9-fluorenylmethyloxycarbonyl) group shields the amino group, safeguarding against undesired reactions during peptide chain assembly. This meticulous process guarantees the precise and effective creation of peptides with the intended sequence and functionality.

Pharmaceutical Research: Driving drug discovery forward, Nα-Fmoc-L-asparagine plays a critical role in synthesizing peptide-based therapeutic candidates. These tailored peptides can be engineered to selectively interact with targeted proteins, offering promising solutions for a spectrum of diseases. Leveraging Nα-Fmoc-L-asparagine, researchers can construct diverse peptide libraries for thorough screening and optimization.

Structural Biology: In the realm of structural biology, researchers harness Nα-Fmoc-L-asparagine for peptide and protein synthesis dedicated to structural investigations. By integrating this amino acid into peptide chains, scientists delve into the intricacies of protein folding, stability, and interactions. This data is foundational for deciphering protein functions and designing molecules that modulate protein activities.

Bioconjugation: Nα-Fmoc-L-asparagine finds utility in bioconjugation methodologies, streamlining the linking of peptides to other biomolecules or surfaces. Through modifications to the asparagine residue, functional groups are introduced, facilitating the conjugation of peptides to a range of entities such as fluorescent dyes, drugs, or nanoparticles. This strategic application underpins the development of targeted delivery systems and cutting-edge diagnostic tools.

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