FMOC-D-3-THIENYLALANINE, CAS No. 220497-90-5

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220497-90-5

Catalog No. EBD2200735

CAS 220497-90-5

Name FMOC-D-3-THIENYLALANINE

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Basic Information

Synonyms: 3-Thiophenepropanoicacid,α-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-,(αR)- FMOC-D-3-THIENYLALANINE Fmoc-beta-(3-thienyl)-D-Ala-OH (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-thiophen-3-ylpropanoate N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-thiophen-3-yl-D-alanine Fmoc-D-3-(3-Thienyl)alanine Fmoc-3-(3-Thienyl)-D-alanine (R)-N-FMOC-3-Thienylalanine N-(9-Fluorenylmethoxycarbonyl)-3-thienyl-D-alanine fmoc-d-ala(3-thienyl)-oh fmoc-d-3-(3-thienyl)-alanine

Molecular Formula: C22H19NO4S

Molecular Weight: 393.46

MDL Number: MFCD00151915

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

Product Description:

Fmoc-D-3-(3-thienyl)alanine is a non-natural, side-chain protected amino acid derivative. Its structure features a D-configuration alanine backbone with a 3-thienyl (3-thiophene) group attached to the β-carbon, and the α-amino group is protected by a 9-fluorenylmethoxycarbonyl (Fmoc) group. This configuration makes it a chiral building block with a heterocyclic aromatic side chain. This compound is primarily used as a specialized monomer in solid-phase peptide synthesis (SPPS) employing the Fmoc strategy. The thiophene side chain can impart unique conformational, electronic, or hydrophobic properties to the resulting synthetic peptides, which are valuable for structure-activity relationship (SAR) studies, peptide drug discovery, and the development of peptidomimetics. Its D-configuration is crucial for creating peptides resistant to enzymatic degradation. As a protected amino acid with a defined stereochemistry and a heterocyclic moiety, it serves as a key intermediate in the research and development of bioactive peptides and potential therapeutic agents. It is a high-purity reagent intended for research and development purposes in pharmaceutical and biochemical laboratories.

Physical Properties

Melting Point: 184.2 °C

Boiling Point: 626.3 °C at 760 mmHg

Flash Point: 332.6 °C

Density: 1.343 g/cm3

Storage: 2-8°C

Analytical Data

Appearance: off-white crystalline powder