Nα-Fmoc-Nδ-4,4'-dimethoxybenzhydryl-L-glutamine
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Nα-Fmoc-Nδ-4,4'-dimethoxybenzhydryl-L-glutamine

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Category
Fmoc-Amino Acids
Catalog number
BAT-003687
CAS number
113534-17-1
Molecular Formula
C35H34N2O7
Molecular Weight
594.70
Nα-Fmoc-Nδ-4,4'-dimethoxybenzhydryl-L-glutamine
IUPAC Name
(2S)-5-[bis(4-methoxyphenyl)methylamino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-oxopentanoic acid
Synonyms
Fmoc-L-Gln(Mbh)-OH; (S)-2-((((9H-Fluoren-9-Yl)Methoxy)Carbonyl)Amino)-5-((Bis(4-Methoxyphenyl)Methyl)Amino)-5-Oxopentanoic Acid
Appearance
White powder
Purity
≥ 98% (TLC)
Density
1.263±0.06 g/cm3(Predicted)
Boiling Point
872.8±65.0 °C(Predicted)
Storage
Store at 2-8°C
InChI
InChI=1S/C35H34N2O7/c1-42-24-15-11-22(12-16-24)33(23-13-17-25(43-2)18-14-23)37-32(38)20-19-31(34(39)40)36-35(41)44-21-30-28-9-5-3-7-26(28)27-8-4-6-10-29(27)30/h3-18,30-31,33H,19-21H2,1-2H3,(H,36,41)(H,37,38)(H,39,40)/t31-/m0/s1
InChI Key
LATICJFEOIZOBM-HKBQPEDESA-N
Canonical SMILES
COC1=CC=C(C=C1)C(C2=CC=C(C=C2)OC)NC(=O)CCC(C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35

Nα-Fmoc-Nδ-4(4'-dimethoxybenzhydryl)-L-glutamine, a specialized compound pivotal in peptide synthesis and biochemical research, finds diverse applications.

Solid-Phase Peptide Synthesis: Serving as an indispensable component in solid-phase peptide synthesis, this compound provides stability and shields the amino group during coupling reactions. Its strategic use enables the incremental addition of amino acids, facilitating the intricate assembly of peptide chains. Notably, the Fmoc group offers a distinct advantage with its facile removal under mildly basic conditions, safeguarding the synthesized peptide's structural integrity.

Functional Proteomics: In the realm of proteomics research, Nα-Fmoc-Nδ-4(4'-dimethoxybenzhydryl)-L-glutamine plays a crucial role in crafting modified peptides that serve as valuable tools for investigating protein-protein interactions and functions. These peptides function as probes, shedding light on binding partners and enzymatic activities within complex biological samples.

Drug Development: Positioned at the forefront of peptide-based drug discovery, this compound aids in synthesizing bioactive peptides with therapeutic potential, courtesy of its protective groups. By incorporating this compound into peptide sequences, researchers can engineer peptides with enhanced stability and biological activity.

Biomaterials Research: Within the realm of biomaterials research, Nα-Fmoc-Nδ-4(4'-dimethoxybenzhydryl)-L-glutamine contributes significantly to the creation of peptide-based scaffolds and hydrogels tailored for tissue engineering applications. These tailored materials are designed to support cell proliferation and differentiation, thereby fostering tissue regeneration. Leveraging the compound's role in peptide synthesis ensures the precise construction of materials with specific structural and functional attributes, amplifying their utility in the medical and biotechnological domains.

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