FMOC-L-3-Benzothienyl-alanine; FMOC-Benzo[b]thiophen-3-yl-L-alanine; FMOC-L-3-(3-Benzothienyl)-alanine; FMOC-L-3-(3-Benzothienyl)alanine; FMOC-beta-(3-Benzothienyl)-L-alanine, CAS No. 177966-60-8

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177966-60-8

Catalog No. EBD2127886

CAS 177966-60-8

Name FMOC-L-3-Benzothienyl-alanine; FMOC-Benzo[b]thiophen-3-yl-L-alanine; FMOC-L-3-(3-Benzothienyl)-alanine; FMOC-L-3-(3-Benzothienyl)alanine; FMOC-beta-(3-Benzothienyl)-L-alanine

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Basic Information

Synonyms: fmoc-3-(3-benzothienyl)-L-alanine Fmoc-L-3-benzothienylalanine Fmoc-beta-(3-benzothienyl)-Ala-OH Fmoc-L-3-Benzothienylala 3-(1-benzothiophen-3-yl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine FMOC-L-3-Benzothienyl-alanine FMOC-Benzo[b]thiophen-3-yl-L-alanine FMOC-L-3-(3-Benzothienyl)-alanine FMOC-L-3-(3-Benzothienyl)alanine FMOC-beta-(3-Benzothienyl)-L-alanine

Molecular Formula: C26H21NO4S

Molecular Weight: 443.51

MDL Number: MFCD00672562

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

Product Description:

Fmoc-L-3-(3-benzothienyl)alanine is a non-natural, protected amino acid derivative. Its structure features a benzothiophene side chain attached to the beta-carbon of an alanine backbone, with the alpha-amino group protected by a 9-fluorenylmethoxycarbonyl (Fmoc) group. This configuration makes it a crucial building block in solid-phase peptide synthesis (SPPS) using the Fmoc strategy. The primary application of this compound is as a specialized amino acid analog in the research and development of novel peptide-based drugs and bioactive peptides. The benzothiophene moiety is a privileged heterocyclic structure in medicinal chemistry, known to contribute to enhanced binding affinity, metabolic stability, and specific interactions with biological targets. Incorporating this unnatural amino acid allows medicinal chemists to modulate the physicochemical and pharmacological properties of synthetic peptides, potentially leading to new therapeutics for various diseases. As a high-purity, protected amino acid, it is supplied for research and development purposes. Its use is integral to exploring structure-activity relationships (SAR) in peptide science and developing peptide mimetics with improved drug-like properties.

Physical Properties

Boiling Point: 690.848 °C at 760 mmHg

Flash Point: 371.612 °C

Density: 1.356 g/cm3

Storage: 2-8°C