Fmoc-Cycloheptyl-Ala-OH
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Fmoc-Cycloheptyl-Ala-OH

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Category
Fmoc-Amino Acids
Catalog number
BAT-001847
Molecular Formula
C25H29NO4
Molecular Weight
407.5
IUPAC Name
(2S)-3-cycloheptyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
Synonyms
Fmoc-Cycloheptyl-Ala-OH; 1993342-75-8; (2S)-3-cycloheptyl-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid; (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-cycloheptylpropanoic acid; starbld0041041; AKOS034813336; CS-0439284; EN300-623998; (2S)-3-cycloheptyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
InChI
InChI=1S/C25H29NO4/c27-24(28)23(15-17-9-3-1-2-4-10-17)26-25(29)30-16-22-20-13-7-5-11-18(20)19-12-6-8-14-21(19)22/h5-8,11-14,17,22-23H,1-4,9-10,15-16H2,(H,26,29)(H,27,28)/t23-/m0/s1
InChI Key
QLVAHIRRBVTTMP-QHCPKHFHSA-N
Canonical SMILES
C1CCCC(CC1)CC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Fmoc-Cycloheptyl-Ala-OH is a specialized amino acid derivative used primarily in peptide synthesis and research. Here are some key applications of Fmoc-Cycloheptyl-Ala-OH:

Peptide Synthesis: Fmoc-Cycloheptyl-Ala-OH is frequently used in solid-phase peptide synthesis to introduce cycloheptyl-alanine residues into peptides. This compound allows researchers to incorporate non-natural amino acids into peptide chains, which can help in studying protein structure and function. The unique side chain of cycloheptyl-alanine can provide peptides with enhanced stability and biological activity.

Drug Design: In pharmaceutical research, Fmoc-Cycloheptyl-Ala-OH is utilized to design and synthesize peptide-based drug candidates. By including this compound, researchers can create novel peptides with improved pharmacokinetic and pharmacodynamic properties. This can lead to the development of more effective and stable therapeutic agents for a variety of diseases.

Protein Engineering: Fmoc-Cycloheptyl-Ala-OH is employed in protein engineering to study the effects of non-natural amino acids on protein folding and function. By incorporating this modified amino acid into proteins, scientists can explore how structural modifications influence protein interactions and stability. This knowledge is crucial for designing proteins with enhanced performance for industrial or therapeutic use.

Structure-Activity Relationship (SAR) Studies: Researchers use Fmoc-Cycloheptyl-Ala-OH in SAR studies to understand the relationship between the chemical structure of a peptide and its biological activity. By systematically varying the amino acid sequence and incorporating cycloheptyl-alanine, scientists can identify key residues that are critical for activity. This information is essential for the rational design of peptides with optimized therapeutic potential.

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