Fmoc-3,3-diphenyl-L-alanine
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Fmoc-3,3-diphenyl-L-alanine

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Category
Fmoc-Amino Acids
Catalog number
BAT-007328
CAS number
201484-50-6
Molecular Formula
C30H25NO4
Molecular Weight
463.52
Fmoc-3,3-diphenyl-L-alanine
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3,3-diphenylpropanoic acid
Synonyms
Fmoc-L-Ala(3,3-diphenyl)-OH
Related CAS
189937-46-0 (D-isomer)
Appearance
White to off-white powder
Purity
≥ 99.5% (Chiral HPLC)
Melting Point
125-129°C
Storage
Store at 2-8 °C
InChI
InChI=1S/C30H25NO4/c32-29(33)28(27(20-11-3-1-4-12-20)21-13-5-2-6-14-21)31-30(34)35-19-26-24-17-9-7-15-22(24)23-16-8-10-18-25(23)26/h1-18,26-28H,19H2,(H,31,34)(H,32,33)/t28-/m0/s1
InChI Key
PENQOTJCVODUQU-NDEPHWFRSA-N
Canonical SMILES
C1=CC=C(C=C1)C(C2=CC=CC=C2)C(C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35

Fmoc-3,3-diphenyl-L-alanine, an alanine derivative prevalent in peptide synthesis and research, boasts diverse applications. Here are four key implementations presented with elevated perplexity and burstiness:

Peptide Synthesis: A cornerstone in solid-phase peptide synthesis (SPPS), Fmoc-3,3-diphenyl-L-alanine serves as a fundamental building block. Its integration into peptide chains elevates stability and bioactivity, amplifying the therapeutic potential of the final peptide product. Researchers leverage this compound to fashion peptides with heightened therapeutic efficacy, paving the way for innovative treatment modalities.

Structural Biology: Within the realm of structural biology, Fmoc-3,3-diphenyl-L-alanine imparts rigidity to peptide chains, facilitating in-depth exploration of three-dimensional structures. This rigidity is paramount in elucidating the functions and interactions of peptides and proteins, unraveling intricate molecular mechanisms. These investigations provide profound insights into the functioning of proteins, propelling advancements in drug discovery and biomedicine.

Pharmaceutical Research: Positioned as a critical intermediate in peptide-based drug synthesis, Fmoc-3,3-diphenyl-L-alanine showcases unique structural properties essential for designing compounds with optimized pharmacokinetics and biodistribution. This invaluable feature contributes significantly to the development of novel therapeutics, ensuring heightened efficacy and minimized side effects. Pharmaceutical researchers harness its potential to drive innovation in drug development, ushering in a new era of personalized medicine.

Proteomics: An indispensable tool in proteomics research, Fmoc-3,3-diphenyl-L-alanine facilitates the synthesis of peptide fragments crucial for mass spectrometry analysis. These peptides play a pivotal role in identifying and quantifying proteins within complex biological samples, offering vital insights into protein expression profiles and enabling the discovery of disease biomarkers. This application stands as a cornerstone in deciphering the intricacies of protein biology and disease pathology, paving the way for groundbreaking diagnostic and therapeutic breakthroughs.

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