N-β-(9-Fluorenylmethoxycarbonyl)-γ-(2-thienyl)-D-β-homoalanine
Need Assistance?
  • US & Canada:
    +
  • UK: +

N-β-(9-Fluorenylmethoxycarbonyl)-γ-(2-thienyl)-D-β-homoalanine

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Category
Fmoc-Amino Acids
Catalog number
BAT-004693
CAS number
270262-98-1
Molecular Formula
C23H21NO4S
Molecular Weight
407.48
N-β-(9-Fluorenylmethoxycarbonyl)-γ-(2-thienyl)-D-β-homoalanine
IUPAC Name
(3S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-thiophen-2-ylbutanoic acid
Synonyms
Fmoc-D-Ala(2-Thienyl)-(C#CH2)OH; (S)-3-[(9-Fluorenylmethoxycarbonyl)amino]-4-(2-thienyl)butanoic acid; Fmoc-L-β-HomoAla(2-thienyl)-OH; Fmoc-(S)-3-amino-4-(2-thienyl)butyric acid
Appearance
Brownish powder
Purity
≥ 99% (HPLC)
Melting Point
120-124 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C23H21NO4S/c25-22(26)13-15(12-16-6-5-11-29-16)24-23(27)28-14-21-19-9-3-1-7-17(19)18-8-2-4-10-20(18)21/h1-11,15,21H,12-14H2,(H,24,27)(H,25,26)/t15-/m1/s1
InChI Key
BESSJJJDKGERSD-OAHLLOKOSA-N
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CC=CS4)CC(=O)O

N-β-(9-Fluorenylmethoxycarbonyl)-γ-(2-thienyl)-D-β-homoalanine, a synthetic amino acid derivative boasting unique chemical properties, finds diverse applications. Here are the key applications presented with high perplexity and burstiness:

Peptide Synthesis: Embraced in solid-phase peptide synthesis (SPPS), this compound plays a pivotal role owing to its protective Fmoc group. It facilitates the sequential addition of amino acids, circumventing unwanted side reactions and ensuring the high yield and purity of synthesized peptides. Scientists harness its power to craft bespoke peptides for delving into protein interactions and advancing peptide-based therapeutics.

Bioconjugation: Delving into bioconjugation techniques, N-β-(9-Fluorenylmethoxycarbonyl)-γ-(2-thienyl)-D-β-homoalanine serves as a linchpin for attaching bioactive molecules to proteins, peptides, or other biomolecules. This process is essential for fabricating bioconjugates, crucial for targeted drug delivery, diagnostic imaging, and biomarker detection. The stable and specific linkages it guarantees are indispensable for the efficacy of the resulting conjugates.

Structure-Activity Relationship (SAR) Studies: Leveraging its distinct structural attributes, this compound emerges as a cornerstone in SAR investigations to probe the intricate connection between molecular structures and their biological effects. By incorporating it into peptide libraries, researchers methodically scrutinize the impact of specific modifications on biological functions, facilitating the optimization of lead compounds in drug discovery and design endeavors.

Fluorescence Quenching Studies: With its fluorenylmethoxycarbonyl (Fmoc) group, this compound proves invaluable in conducting fluorescence quenching experiments in biochemical scrutiny. It empowers scientists to explore protein folding, conformational changes, and protein-peptide interactions by monitoring alterations in fluorescence signals. This application stands as a linchpin in unraveling the dynamics of protein folding and in designing fluorescence-based assays.

Online Inquiry
Verification code
Inquiry Basket