• 1. Copper(ii) and zinc(ii) ion binding properties of a MAP type branched ligand with histidines as surface functionalities
  András Kolozsi,Ilze Vosekalna,Tamás Martinek,Erik Larsen,Béla Gyurcsik Copper(ii) and zinc(ii) ion binding properties of a MAP type branched ligand with histidines as surface functionalities. András Kolozsi Ilze Vosekalna Tamás Martinek Erik Larsen Béla Gyurcsik Dalton Trans. 2009 5647
• 2. Systems chemistry of peptide-assemblies for biochemical transformations
  Ayan Chatterjee,Antara Reja,Sumit Pal,Dibyendu Das Chem. Soc. Rev. 2022 51 3047
• 3. A new class of radiopeptides for PET imaging of neuromedin-B receptor: 68Ga-ranatensin analogs
  C. Morgat,R. Varshney,D. Vimont,C. Savona-Baron,C. Riès,C. Chanseau,S. S. Bertrand,A. K. Mishra,E. Hindié,P. Fernandez,J. Schulz Med. Chem. Commun. 2016 7 1217

• Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Amino acids and derivatives

Comprehensive Guide to (((9H-Fluoren-9-yl)methoxy)carbonyl)-L-histidine (CAS 116611-64-4): Properties, Applications, and Market Insights

(((9H-Fluoren-9-yl)methoxy)carbonyl)-L-histidine, commonly referred to as Fmoc-L-histidine, is a crucial derivative of the amino acid histidine, widely utilized in peptide synthesis and pharmaceutical research. With the CAS number 116611-64-4, this compound plays a pivotal role in modern biochemistry and drug development. Its unique structure, featuring the Fmoc (9-fluorenylmethoxycarbonyl) protecting group, ensures stability during synthetic processes while allowing for selective deprotection under mild conditions.

The growing demand for peptide-based therapeutics has significantly increased interest in Fmoc-protected amino acids like Fmoc-L-histidine. Researchers frequently search for "Fmoc-L-histidine solubility", "Fmoc-L-histidine coupling efficiency", and "Fmoc-L-histidine storage conditions", reflecting practical concerns in laboratory applications. The compound's molecular weight of 368.37 g/mol and purity standards (>98% by HPLC) make it particularly valuable for solid-phase peptide synthesis (SPPS) methodologies.

In pharmaceutical applications, (((9H-Fluoren-9-yl)methoxy)carbonyl)-L-histidine serves as a building block for creating histidine-rich peptides, which demonstrate remarkable biological activities. Recent studies highlight its importance in developing metal-chelating peptides, enzyme mimetics, and drug delivery systems. The compound's imidazole side chain, protected by the Fmoc group, allows for precise incorporation into peptide sequences without unwanted side reactions.

The global market for Fmoc-protected amino acids continues to expand, driven by increasing research in bioconjugation techniques and therapeutic peptide development. Current trends show heightened interest in "Fmoc-L-histidine price", "bulk Fmoc-L-histidine suppliers", and "Fmoc-L-histidine MSDS", indicating both commercial and safety considerations. Analytical techniques such as HPLC, NMR, and mass spectrometry are routinely employed to verify the compound's purity and structural integrity.

Storage and handling of CAS 116611-64-4 require attention to moisture sensitivity, with recommended storage at -20°C under inert atmosphere. The compound's stability profile makes it suitable for long-term storage when properly packaged, addressing common researcher concerns about "Fmoc-L-histidine shelf life". Recent innovations in green chemistry approaches have also explored more sustainable synthesis routes for Fmoc-protected amino acids, aligning with environmental consciousness in chemical research.

Emerging applications of Fmoc-L-histidine include its use in nanomaterial functionalization and bioactive surface coatings, particularly in medical device development. The compound's ability to coordinate metal ions through its histidine moiety has sparked interest in creating catalytic biomaterials and sensing platforms. These cutting-edge applications demonstrate the versatility of this Fmoc-protected amino acid beyond traditional peptide synthesis.

Quality control remains paramount for (((9H-Fluoren-9-yl)methoxy)carbonyl)-L-histidine, with manufacturers implementing rigorous testing protocols to ensure batch-to-batch consistency. Analytical parameters such as optical rotation, melting point (typically 140-145°C), and chromatographic purity serve as critical quality indicators. The compound's chiral purity (>99% ee) makes it especially valuable for producing stereospecific peptides with defined biological activities.

Future perspectives for CAS 116611-64-4 include potential applications in personalized medicine and targeted drug delivery systems. The growing field of peptide therapeutics continues to drive innovation in Fmoc chemistry, with particular emphasis on improving coupling efficiencies and developing novel protecting group strategies. As research into histidine-containing peptides advances, the demand for high-quality Fmoc-L-histidine is expected to rise correspondingly.

For researchers working with Fmoc-L-histidine, understanding optimal deprotection conditions (typically using piperidine solutions) and coupling reagents is essential for successful peptide synthesis. Common search queries like "Fmoc-L-histidine TLC rf value" and "Fmoc-L-histidine solubility in DMF" reflect practical laboratory considerations. The compound's compatibility with various resin supports and linker chemistries further enhances its utility in diverse peptide synthesis applications.

In conclusion, (((9H-Fluoren-9-yl)methoxy)carbonyl)-L-histidine (CAS 116611-64-4) represents a fundamental tool in modern peptide chemistry, with expanding applications across therapeutic development and materials science. Its combination of synthetic versatility and biological relevance ensures its continued importance in scientific research, while market trends indicate growing commercial significance. As peptide-based technologies advance, Fmoc-L-histidine will undoubtedly remain a cornerstone compound for both academic and industrial researchers.

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