Nα-Fmoc-Nγ-xanthyl-L-asparagine
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Nα-Fmoc-Nγ-xanthyl-L-asparagine

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Category
Fmoc-Amino Acids
Catalog number
BAT-003680
CAS number
185031-78-1
Molecular Formula
C32H26N2O6
Molecular Weight
534.54
Nα-Fmoc-Nγ-xanthyl-L-asparagine
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxo-4-(9H-xanthen-9-ylamino)butanoic acid
Synonyms
Fmoc-L-Asn(Xan)-OH; (S)-2-((((9H-Fluoren-9-Yl)Methoxy)Carbonyl)Amino)-4-((9H-Xanthen-9-Yl)Amino)-4-Oxobutanoic Acid
Appearance
White powder
Purity
≥ 96% (HPLC)
Melting Point
190-202 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C32H26N2O6/c35-29(34-30-23-13-5-7-15-27(23)40-28-16-8-6-14-24(28)30)17-26(31(36)37)33-32(38)39-18-25-21-11-3-1-9-19(21)20-10-2-4-12-22(20)25/h1-16,25-26,30H,17-18H2,(H,33,38)(H,34,35)(H,36,37)/t26-/m0/s1
InChI Key
BHSJDYJRHPNVAM-SANMLTNESA-N
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC(=O)NC4C5=CC=CC=C5OC6=CC=CC=C46)C(=O)O

Nα-Fmoc-Nγ-xanthyl-L-asparagine, a modified amino acid, pivotal in peptide synthesis and diverse biochemical applications. Here are four key applications presented with high perplexity and burstiness:

Peptide Synthesis: An essential component in solid-phase peptide synthesis (SPPS), Nα-Fmoc-Nγ-xanthyl-L-asparagine serves as a protected amino acid derivative, enabling sequential addition of amino acids with selective deprotection. This precise construction of complex peptide chains offers high yield and accuracy.

Drug Development: Positioned at the forefront of pharmaceutical innovation, Nα-Fmoc-Nγ-xanthyl-L-asparagine plays a pivotal role in synthesizing peptide-based drugs. By incorporating this derivative, researchers can create peptides with specific characteristics, such as enhanced stability or improved pharmacokinetics. These modified peptides hold promise as therapeutic options for challenging conditions like cancer and metabolic disorders.

Bioconjugation: Embracing bioconjugation strategies, Nα-Fmoc-Nγ-xanthyl-L-asparagine facilitates the attachment of peptides to diverse substrates, including nanoparticles or biopolymers. This integration enhances biomaterial functionality for applications in drug delivery, diagnostics, and tissue engineering. The xanthyl group provides a versatile platform for further chemical modifications, broadening the horizons of bioconjugation techniques.

Structural Biology: Utilized in structural biology, Nα-Fmoc-Nγ-xanthyl-L-asparagine aids in exploring protein-peptide interactions. By synthesizing peptides incorporating this derivative, researchers can delve into binding affinities and interaction dynamics with target proteins. This insight is crucial for understanding molecular mechanisms and designing inhibitors or modulators for therapeutic interventions.

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