N-α-(9-Fluorenylmethoxycarbonyl)-β-(5-bromo-2-thienyl)-L-alanine
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N-α-(9-Fluorenylmethoxycarbonyl)-β-(5-bromo-2-thienyl)-L-alanine

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Category
Fmoc-Amino Acids
Catalog number
BAT-005505
CAS number
220497-50-7
Molecular Formula
C22H18BrNO4S
Molecular Weight
472.35
N-α-(9-Fluorenylmethoxycarbonyl)-β-(5-bromo-2-thienyl)-L-alanine
IUPAC Name
(2S)-3-(5-bromothiophen-2-yl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
Synonyms
Fmoc-Ala{2-Thienyl(5-Br)}-OH; Fmoc-Thi(2)(5-Br)-OH; Fmoc-L-α-(5-bromothienyl)alanine; Fmoc-L-2-(5-bromothienyl)alanine
Appearance
White to off-white powder
Purity
≥ 98% (HPLC, Chiral purity)
Density
1.528 g/cm3
Melting Point
150.4 °C
Boiling Point
657.9 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C22H18BrNO4S/c23-20-10-9-13(29-20)11-19(21(25)26)24-22(27)28-12-18-16-7-3-1-5-14(16)15-6-2-4-8-17(15)18/h1-10,18-19H,11-12H2,(H,24,27)(H,25,26)/t19-/m0/s1
InChI Key
ABNLVFDGUSJGFG-IBGZPJMESA-N
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CC=C(S4)Br)C(=O)O

N-α-(9-Fluorenylmethoxycarbonyl)-β-(5-bromo-2-thienyl)-L-alanine, a specialized amino acid derivative, plays a critical role in bioscience research and industry. Here are the key applications presented with high perplexity and burstiness:

Peptide Synthesis: In the realm of solid-phase peptide synthesis, this amino acid derivative serves as a protective amino acid, enabling the sequential addition of amino acids to craft intricate peptides and proteins. This method stands at the forefront of peptide-based drug development and the creation of cutting-edge research reagents, driving innovation in the field.

Drug Development: Within the landscape of pharmaceutical research, N-α-(9-Fluorenylmethoxycarbonyl)-β-(5-bromo-2-thienyl)-L-alanine emerges as a pivotal player in the design and synthesis of novel peptide-based therapeutics. Its distinctive chemical structure opens doors to the exploration of structure-activity relationships, paving the way for the development of potent drug candidates with heightened specificity and minimized side effects.

Protein Engineering: Delving into the realm of protein modification, this compound offers insights into the impact of specific amino acid alterations on protein functionality. By integrating this derivative into proteins and substituting native amino acids, researchers gain a deeper understanding of protein folding dynamics, stability, and intermolecular interactions. This knowledge is indispensable for engineering proteins with optimized functional attributes, propelling advancements in both industrial and therapeutic arenas.

Bioconjugation: Serving as a linchpin in bioconjugation methodologies, N-α-(9-Fluorenylmethoxycarbonyl)-β-(5-bromo-2-thienyl)-L-alanine acts as a versatile linker and coupling agent. Its role in facilitating the covalent attachment of bioactive molecules to polymers, surfaces, or other proteins drives the creation of sophisticated biomaterials and diagnostic tools tailored for cutting-edge biomedical applications, pushing the boundaries of scientific innovation.

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