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

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Category
Fmoc-Amino Acids
Catalog number
BAT-005504
CAS number
220497-83-6
Molecular Formula
C22H18BrNO4S
Molecular Weight
472.35
N-α-(9-Fluorenylmethoxycarbonyl)-β-(5-bromo-2-thienyl)-D-alanine
IUPAC Name
(2R)-3-(5-bromothiophen-2-yl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
Synonyms
Fmoc-D-Ala{2-Thienyl(5-Br)}-OH; Fmoc-D-Thi(2)(5-Br)-OH; FMOC-D-2-(5-BROMOTHIENYL)ALANINE; (R)-N-fmoc-2-(5-Bromothienyl)alanine(e.e.); FMOC-D-THI(5-BR)-OH; N-(9-FLUORENYLMETHOXYCARBONYL)-5-BROMO-2-THIENYL-D-ALANINE; Fmoc-3-(5-bromothien-2-yl)-D-alanine; Fmoc-D-α-(5-bromothienyl)alanine; Fmoc-D-2-(5-bromothienyl)alanine
Appearance
White solid
Purity
≥ 98% (HPLC)
Density
1.465 g/cm3
Melting Point
158.1 °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-/m1/s1
InChI Key
ABNLVFDGUSJGFG-LJQANCHMSA-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)-D-alanine, a synthetic amino acid derivative, finds extensive applications in biotechnology and pharmaceutical realms. Here are the key applications presented with high perplexity and burstiness:

Peptide Synthesis: Serving as a foundational unit in peptide synthesis, N-α-(9-Fluorenylmethoxycarbonyl)-β-(5-bromo-2-thienyl)-D-alanine plays a pivotal role in crafting peptides with tailored properties. Its distinctive structure accommodates specific functional groups, enhancing peptides for diverse research and therapeutic purposes. This adaptability renders it indispensable in shaping bespoke peptides for advancing drug development and biochemical inquiries.

Drug Development: A cornerstone in drug synthesis, this compound acts as a versatile hub for creating potential pharmaceutical agents. By incorporating it into a drug's molecular framework, researchers venture into uncharted territories of drug functionality and stability. This strategy facilitates the discovery of novel compounds with enhanced therapeutic efficacy and diminished side effects, heralding a new era in pharmaceutical innovation.

Bioconjugation: Harnessing the power of bioconjugation techniques, N-α-(9-Fluorenylmethoxycarbonyl)-β-(5-bromo-2-thienyl)-D-alanine enables the attachment of biomolecules like proteins, antibodies, or nucleic acids to diverse surfaces or carriers. This intricate process gives rise to sophisticated biological tools for diagnostics, imaging, and targeted drug delivery. Its precise reactivity ensures stable and accurate conjugations, elevating the performance of bioconjugates to new heights of efficiency.

Structural Biology: Within the realm of structural biology, this compound integrates seamlessly into protein structures, aiding in the exploration of protein folding and interactions. By strategically introducing it at specific loci within a protein, researchers delve into its impact on structure and function, unveiling profound insights into molecular mechanisms. This foundational knowledge is instrumental in deciphering disease pathways and crafting cutting-edge therapeutics that target the root causes of various ailments.

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