N-α-Fmoc-β-(2-furyl)-L-alanine, CAS No. 159611-02-6

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159611-02-6

Catalog No. EBD23467

CAS 159611-02-6

Name N-α-Fmoc-β-(2-furyl)-L-alanine

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Basic Information

Synonyms: Fmoc-L-2-Furylalanine (S)-2-(fmoc-amino)-3-(2-furyl)propionicacid (s)-n-fmoc-(2-furyl)alanine (s)-n-fmoc-furylalanine rarechembkpt0223 n-alpha-(9-fluorenylmethoxycarbonyl)-2-furylalanine-l-phenylalanine n-(9-fluorenylmethoxycarbonyl)-2-furyl-l-alanine fmoc-3-ala(2-furyl)-oh fmoc-3-(2-furyl)-l-alanine fmoc-l-3-(2-furyl)-alanine N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-furan-2-yl-L-alanine (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-furan-2-ylpropanoate 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-furan-2-yl-propionicacid N-α-Fmoc-β-(2-furyl)-L-alanine n-alpha-(9-fluorenylmethoxycarbonyl)-2-furylalanine-l-phen

Molecular Formula: C22H19NO5

Molecular Weight: 377.39

MDL Number: MFCD01311747

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

Product Description:

This compound, known as Fmoc-L-2-furylalanine or Fmoc-2-Fua-OH, is a protected amino acid derivative. Its chemical structure consists of an L-configuration alanine residue where the β-carbon bears a furan ring, and the α-amino group is protected by a 9-fluorenylmethoxycarbonyl (Fmoc) group. The CAS number is 159611-02-6. It serves as a crucial, non-proteinogenic building block in solid-phase peptide synthesis (SPPS) using the Fmoc strategy. The furyl side chain introduces specific structural and electronic properties into the peptide backbone, which can be exploited to modulate peptide conformation, stability, and biological activity. This makes it a valuable tool in medicinal chemistry for developing peptide-based drugs, peptidomimetics, and biochemical probes. The Fmoc protecting group is readily cleaved under mild basic conditions, allowing for the sequential assembly of complex peptides. Its primary application is in research and development for creating novel therapeutic peptides with tailored functionalities.

Physical Properties

Melting Point: 129.7 °C

Boiling Point: 603.26 °C at 760 mmHg

Flash Point: 318.64 °C

Density: 1.319 g/cm3

Storage: 2-8°C

Analytical Data

Appearance: white to off-white powder