N-α-(9-Fluorenylmethoxycarbonyl)-α-methyl-L-aspartic acid β-t-butyl ester
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N-α-(9-Fluorenylmethoxycarbonyl)-α-methyl-L-aspartic acid β-t-butyl ester

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Category
Fmoc-Amino Acids
Catalog number
BAT-001808
CAS number
1072845-47-6
Molecular Formula
C24H27NO6
Molecular Weight
425.49
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methyl-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoic acid
Synonyms
S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-2-methyl-4-oxobutanoic acid; (S)-Fmoc-2-amino-2-methyl-succinic acid-4-tert-butyl ester; Fmoc-(Me)Asp(OtBu)-OH
Appearance
White to off-white powder
Purity
98%
InChI
InChI=1S/C24H27NO6/c1-23(2,3)31-20(26)13-24(4,21(27)28)25-22(29)30-14-19-17-11-7-5-9-15(17)16-10-6-8-12-18(16)19/h5-12,19H,13-14H2,1-4H3,(H,25,29)(H,27,28)/t24-/m0/s1
InChI Key
STBMKQNEFSJOCS-DEOSSOPVSA-N
Canonical SMILES
CC(C)(C)OC(=O)CC(C)(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

N-α-(9-Fluorenylmethoxycarbonyl)-α-methyl-L-aspartic acid β-t-butyl ester, commonly known as Fmoc-Asp(OtBu)-OMe, is a key compound in peptide synthesis, offering a myriad of applications with high perplexity and burstiness.

Solid-Phase Peptide Synthesis: Playing a pivotal role in solid-phase peptide synthesis (SPPS), Fmoc-Asp(OtBu)-OMe is a cornerstone for crafting specific peptide sequences. Its Fmoc group acts as a transient shield for the amino group during synthesis, facilitating the sequential addition of amino acids. Moreover, the t-butyl ester ensures the protection of the carboxyl group until final deprotection, aiding in the precise formation of peptide bonds.

Drug Development: In the realm of pharmaceutical innovation, Fmoc-Asp(OtBu)-OMe shines bright, serving as a crucial element in synthesizing peptides with potential therapeutic applications or as probes in biological explorations. This compound is instrumental in constructing peptide libraries for screening potential drug candidates. Leveraging peptides synthesized with this compound, researchers can pinpoint and fine-tune compounds with promising therapeutic properties, ushering in new horizons in drug development.

Proteomic Studies: When it comes to unraveling the mysteries of proteomics, Fmoc-Asp(OtBu)-OMe is indispensable for crafting peptide fragments essential for detailed proteomic analyses. These analyses demand precise and high-quality peptides to unveil the intricacies of protein structures and functions. Leveraging the reliability of the Fmoc strategy in synthesis, researchers choose this compound as the go-to option for producing peptides necessary for techniques like mass spectrometry, pushing the boundaries of proteomic studies.

Bioconjugation: Fmoc-Asp(OtBu)-OMe plays a pivotal role in bioconjugation, facilitating the linkage of peptides with various molecules such as fluorescent probes, drugs, or polysaccharides. This process is of paramount importance in creating cutting-edge biomaterials and exploring biological processes at a molecular level. With protective groups ensuring selective reactions occur without undesirable byproducts, this compound enhances the efficiency and specificity of bioconjugation, opening up new avenues for molecular exploration.

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