Fmoc-homocyclohexyl-L-alanine
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Fmoc-homocyclohexyl-L-alanine

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Category
Fmoc-Amino Acids
Catalog number
BAT-007432
CAS number
269078-73-1
Molecular Formula
C25H29NO4
Molecular Weight
407.50
Fmoc-homocyclohexyl-L-alanine
IUPAC Name
(2S)-4-cyclohexyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)butanoic acid
Synonyms
Fmoc-L-HomoCha-OH; Fmoc L HomoCha OH
Related CAS
269078-72-0 (D-isomer)
Appearance
White to off-white powder
Purity
≥ 99% (Chiral HPLC, HPLC)
Density
1.192±0.06 g/cm3
Boiling Point
618.1±38.0 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C25H29NO4/c27-24(28)23(15-14-17-8-2-1-3-9-17)26-25(29)30-16-22-20-12-6-4-10-18(20)19-11-5-7-13-21(19)22/h4-7,10-13,17,22-23H,1-3,8-9,14-16H2,(H,26,29)(H,27,28)/t23-/m0/s1
InChI Key
KYXCSTPOLMVGMS-QHCPKHFHSA-N
Canonical SMILES
C1CCC(CC1)CCC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Fmoc-homocyclohexyl-L-alanine, an amino acid derivative central to peptide synthesis and biochemistry, finds diverse applications in various fields. Here are the key applications presented with high perplexity and burstiness:

Peptide Synthesis: Serving as a fundamental component in solid-phase peptide synthesis, Fmoc-homocyclohexyl-L-alanine plays a crucial role in constructing intricate peptide structures. The use of the Fmoc protecting group aids in efficient deprotection, facilitating the systematic addition of amino acids to generate complex peptides with specific sequences and characteristics essential for both research and therapeutic advancements.

Protein Engineering: Researchers harness the potential of Fmoc-homocyclohexyl-L-alanine to introduce non-natural amino acids into proteins, enabling structural and functional modifications for investigating protein behaviors, stability, and activities. These tailored alterations are pivotal in designing proteins with augmented industrial and therapeutic utilities, propelling the realm of protein engineering into innovative territories.

Drug Discovery: In the realm of drug discovery, Fmoc-homocyclohexyl-L-alanine is instrumental in crafting peptide-based drug candidates with enhanced pharmacokinetic properties. By incorporating this amino acid derivative into peptides, scientists can refine the stability and bioavailability of potential drugs, thereby fostering the development of novel therapeutic agents with superior efficacy and safety profiles, redefining the landscape of pharmaceutical advancements.

Bioconjugation Studies: Deployed in bioconjugation methodologies, Fmoc-homocyclohexyl-L-alanine serves as a pivotal link between peptides and various molecules, such as fluorophores, drugs, or nanoparticles, revolutionizing diagnostics, imaging, and targeted drug delivery. The precision in attaching functional groups with this derivative empowers the creation of innovative bioconjugates with tailored functionalities, opening new avenues for sophisticated bioconjugation applications with specific purposes.

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