N-β-(9-Fluorenylmethoxycarbonyl)-γ-(3-pyridyl)-D-β-homoalanine
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N-β-(9-Fluorenylmethoxycarbonyl)-γ-(3-pyridyl)-D-β-homoalanine

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Category
Fmoc-Amino Acids
Catalog number
BAT-004697
CAS number
269396-66-9
Molecular Formula
C24H22N2O4
Molecular Weight
402.45
N-β-(9-Fluorenylmethoxycarbonyl)-γ-(3-pyridyl)-D-β-homoalanine
IUPAC Name
(3R)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-pyridin-3-ylbutanoic acid
Synonyms
Fmoc-D-Ala(3-Pyri)-(C#CH2)OH; (R)-3-[(9-Fluorenylmethoxycarbonyl)amino]-4-(3-pyridyl)butanoic acid
Purity
95%
Density
1.285±0.06 g/cm3(Predicted)
Boiling Point
657.7±55.0 °C(Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C24H22N2O4/c27-23(28)13-17(12-16-6-5-11-25-14-16)26-24(29)30-15-22-20-9-3-1-7-18(20)19-8-2-4-10-21(19)22/h1-11,14,17,22H,12-13,15H2,(H,26,29)(H,27,28)/t17-/m1/s1
InChI Key
QBMDHZYUTBFELW-QGZVFWFLSA-N
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CN=CC=C4)CC(=O)O

N-β-(9-Fluorenylmethoxycarbonyl)-γ-(3-pyridyl)-D-β-homoalanine, often abbreviated as Fmoc-Homoalanine, is an amino acid derivative used in various applications of bioscience. Here are some key applications of this compound:

Peptide Synthesis: Fmoc-Homoalanine is a crucial building block in the synthesis of custom peptides. Its inclusion in peptide chains allows for the incorporation of unique side-chains, enabling the design of peptides with specific functions or properties. This is essential for creating peptides used in drug development, molecular biology studies, and biomaterials research.

Proteomics Research: The compound aids in studying protein-protein interactions and protein function through the design of synthetic peptides. Researchers can introduce Fmoc-Homoalanine into peptides to study binding sites or enzymatic activities. This application helps in the development of targeted therapeutics and the understanding of biological signaling pathways.

Structural Biology: Fmoc-Homoalanine is used in the creation of analogs and mimetics to study protein structure and dynamics. By incorporating this molecule into synthetic peptides, scientists can investigate the structural implications and properties conferred by its unique side chain. This is valuable for rational drug design and the development of bioactive peptides.

Bioconjugation: The compound is leveraged in bioconjugation techniques to attach biomarkers or therapeutic agents to peptides and proteins. By using Fmoc-Homoalanine, researchers can create stable conjugates for imaging, diagnostic, or therapeutic purposes. This allows for the targeted delivery of drugs or the specific labeling of biomolecules in research and clinical settings.

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