Nα-Boc-Nδ-xanthyl-D-glutamine
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Nα-Boc-Nδ-xanthyl-D-glutamine

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Category
BOC-Amino Acids
Catalog number
BAT-002968
CAS number
99092-88-3
Molecular Formula
C23H26N2O6
Molecular Weight
426.50
Nα-Boc-Nδ-xanthyl-D-glutamine
IUPAC Name
(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxo-5-(9H-xanthen-9-ylamino)pentanoic acid
Synonyms
Boc-D-Gln(Xan)-OH
Appearance
White crystalline powder
Purity
≥ 98% (HPLC)
Density
1.30 g/cm3
Melting Point
141-150 °C
Storage
Store at 2-8°C
InChI
InChI=1S/C23H26N2O6/c1-23(2,3)31-22(29)24-16(21(27)28)12-13-19(26)25-20-14-8-4-6-10-17(14)30-18-11-7-5-9-15(18)20/h4-11,16,20H,12-13H2,1-3H3,(H,24,29)(H,25,26)(H,27,28)/t16-/m1/s1
InChI Key
HOIIDGIJEPOSLL-MRXNPFEDSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCC(=O)NC1C2=CC=CC=C2OC3=CC=CC=C13)C(=O)O

Nα-Boc-Nδ-xanthyl-D-glutamine, a chemical compound commonly applied in peptide synthesis and biochemical research, serves various critical purposes in the scientific realm. Here are four key applications:

Peptide Synthesis: Serving as a fundamental building block in solid-phase peptide synthesis, Nα-Boc-Nδ-xanthyl-D-glutamine plays a pivotal role in the sequential assembly of peptides. Its protected amino group facilitates the stepwise addition of amino acids, preventing undesired side reactions. This protective mechanism ensures the attainment of peptides with high yield and purity, crucial for both research endeavors and therapeutic interventions.

Pharmaceutical Development: In the realm of drug development, this compound holds immense value for creating peptide-based medications with enhanced therapeutic efficacy and stability. Researchers leverage Nα-Boc-Nδ-xanthyl-D-glutamine to introduce specific functional groups or stabilize the peptide structure. This strategic modification can result in the generation of novel drug candidates boasting improved pharmacokinetic profiles.

Biochemical Assays: Within biochemical research, the utility of Nα-Boc-Nδ-xanthyl-D-glutamine shines in assays designed to explore enzyme-substrate interactions. Its stable configuration allows for the generation of peptide substrates employed in dissecting enzymatic activity and inhibition. These assays play a pivotal role in unraveling enzyme mechanisms and pinpointing potential inhibitors for therapeutic applications, shedding light on essential biochemical processes with profound implications.

Structural Biology: This compound finds its relevance in structural biology, particularly concerning the examination of protein-ligand interactions. By incorporating Nα-Boc-Nδ-xanthyl-D-glutamine into peptide sequences, scientists can decipher how these modified peptides interact with target proteins. Such studies are indispensable for unraveling binding sites and mechanisms, thus informing strategies for drug development and protein engineering, offering a deeper understanding of the intricate world of structural biology.

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