N-α-(9-Fluorenylmethoxycarbonyl)-β-(1-pyrenyl)-L-alanine
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N-α-(9-Fluorenylmethoxycarbonyl)-β-(1-pyrenyl)-L-alanine

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Category
Fmoc-Amino Acids
Catalog number
BAT-005499
CAS number
183071-07-0
Molecular Formula
C34H25NO4
Molecular Weight
511.58
N-α-(9-Fluorenylmethoxycarbonyl)-β-(1-pyrenyl)-L-alanine
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-pyren-1-ylpropanoic acid
Synonyms
Fmoc-Ala(1-Pyn)-OH; Fmoc-Ala(1-Pyrenyl)-OH; (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-pyren-1-ylpropanoic acid; Fmoc-3-pyrenyl-L-alanine; Fmoc-L-Ala(pyrenyl)-OH
Appearance
Off-white powder
Purity
≥ 99% (HPLC)
Storage
Store at 2-8 °C
InChI
InChI=1S/C34H25NO4/c36-33(37)30(18-23-15-14-22-13-12-20-6-5-7-21-16-17-24(23)32(22)31(20)21)35-34(38)39-19-29-27-10-3-1-8-25(27)26-9-2-4-11-28(26)29/h1-17,29-30H,18-19H2,(H,35,38)(H,36,37)/t30-/m0/s1
InChI Key
LXZMJSJQWMANBG-PMERELPUSA-N
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=C5C=CC6=CC=CC7=C6C5=C(C=C7)C=C4)C(=O)O

N-α-(9-Fluorenylmethoxycarbonyl)-β-(1-pyrenyl)-L-alanine, commonly known as Fmoc-Py-Ala, is a specialized compound pivotal in peptide synthesis and biological research. Here are the key applications of Fmoc-Py-Ala, presented with a high degree of perplexity and burstiness:

Peptide Synthesis: Serving as a fundamental building block in solid-phase peptide and protein synthesis, Fmoc-Py-Ala incorporates a fluorene moiety that acts as a chromophore for monitoring synthesis progress. The presence of the pyrene group not only bolsters peptide stability but also enhances the solubility of synthesized peptides, elevating the efficiency and precision of peptide synthesis endeavors.

Fluorescent Probes: Leveraging its pyrene component, Fmoc-Py-Ala can function as a fluorescent probe in biochemical assays, offering insights into peptide localization and interactions within cellular environments. By integrating this compound into peptides, researchers can delve into protein-protein dynamics and cellular intricacies, shedding light on critical biological mechanisms with a vibrant burst of fluorescence.

Bioanalytical Techniques: Harnessing the fluorescence properties of Fmoc-Py-Ala, this compound finds its utility in high-performance liquid chromatography (HPLC) and mass spectrometry analyses. The compound's inherent fluorescence aids in the identification and quantification of peptides and proteins during separation processes, enhancing the precision and sensitivity of bioanalytical methodologies with a colorful flair.

Protein Engineering: In the realm of protein design and synthesis, Fmoc-Py-Ala plays a vital role in shaping novel proteins with augmented functionalities. By embedding this compound within protein sequences, researchers can explore its impact on protein folding, stability, and functionality, paving the way for advancements in protein engineering and the cultivation of therapeutic proteins with a symphony of diverse properties.

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