103321-56-8

Basic information

• Product Name: FMOC-LYS(Z)-CL
• Synonyms: FMOC-N-EPSILON-Z-L-LYSYL CHLORIDE;FMOC-LYS(Z)-CL;N-ALPHA-FMOC-N-EPSILON-BENZYLOXYCARBONYL-L-LYSYL CHLORIDE;NEPSILON-Benzyloxycarbonyl-NALPHA-9-fluorenylmethoxycarbonyl-L-lysyl chlori;FMoc-ne-z-l-lysyl chloride
• CAS NO: 103321-56-8
• Molecular Formula: C₂₉H₂₉ClN₂O₅
• Molecular Weight: 521
• Product Categories: Amino Acid Derivatives;Amino Acids
• Mol File: 103321-56-8.mol

Chemical Properties

• Boiling Point: 715.9±60.0 °C(Predicted)
• Appearance: /
• Density: 1.264±0.06 g/cm3(Predicted)
• Storage Temp.: Store at 0°C
• PKA: 10.31±0.46(Predicted)
• CAS DataBase Reference: FMOC-LYS(Z)-CL(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-LYS(Z)-CL(103321-56-8)
• EPA Substance Registry System: FMOC-LYS(Z)-CL(103321-56-8)

Safety Data

• Hazardous Substances Data: 103321-56-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
FMOC-LYS(Z)-CL is used as a protected amino acid in the synthesis of custom peptides for pharmaceutical research and development. Its role in preventing unwanted reactions ensures the accurate and efficient production of peptides with specific sequences, which are crucial for the study of their biological activities and potential therapeutic applications.
Used in Peptide Synthesis Education:
In educational settings, FMOC-LYS(Z)-CL is used as a teaching tool in peptide synthesis courses. It helps students understand the principles of solid-phase peptide synthesis and the importance of protecting groups and linkers in the stepwise assembly of peptides.
Used in Biochemical Research:
FMOC-LYS(Z)-CL is employed as a component in the synthesis of peptides for biochemical research. The ability to create custom peptides with specific sequences allows researchers to investigate the structure-function relationships of peptides and their interactions with other biomolecules, such as proteins, enzymes, and receptors.
Used in Diagnostics and Therapeutics Development:
FMOC-LYS(Z)-CL is utilized in the development of diagnostic and therapeutic agents. Custom peptides synthesized using FMOC-LYS(Z)-CL can be designed to target specific biological pathways or receptors, making them valuable tools in the development of new diagnostic markers and therapeutic agents for various diseases.
Used in Peptide Drug Design:
In the pharmaceutical industry, FMOC-LYS(Z)-CL is used as a building block in the design of peptide-based drugs. The controlled synthesis of peptides with specific sequences and functionalities allows for the development of drugs with improved pharmacokinetic properties, selectivity, and efficacy.
Used in Cosmetics and Personal Care Products:
FMOC-LYS(Z)-CL is employed in the synthesis of bioactive peptides for use in cosmetics and personal care products. These peptides can have various functions, such as promoting skin regeneration, reducing the appearance of wrinkles, or providing antimicrobial properties, enhancing the effectiveness and appeal of these products.

Upstream product

• 86060-82-4 Fmoc-Lys(Z)-OH 

Downstream Products

• 862473-40-3 Fmoc-L-Lys(Cbz)-Pro-OBu^t 
• 1402730-28-2 C₃₈H₄₄N₆O₇ 
• 123622-30-0 H-Lys(Z)-Phe-Phe-Gly-Leu-Met-NH₂*2HCl 
• 123622-45-7 H-Lys(Z)-Pro-Lys(Z)-Pro-NHC₁₂H₂₅₄*HCl 
• 123622-41-3 H-Lys(Z)-Phe-Phe-Gly-Leu-Met-OBn 
• 123639-60-1 Z-Arg(NO₂)-Pro-Lys(Z)-Pro-OtBu 
• 42001-58-1 Z-Arg(NO₂)-Pro-Lys(Z)-Pro-OH 
• 1027659-77-3 H-Pro-Lys(Z)-Pro-NHC₁₂H₂₅₄ 
• 123622-46-8 H-Pro-Lys(Z)-Pro-OtBu 
• 1027141-64-5 H-Lys(Z)-Pro-NHC₁₂H₂₅ 
• 88555-03-7 (2S,2'S)-1-(2'-amino-6'-benzyloxycarbonylamino-hexanoyl)-pyrrolidine-2-carboxylic acid tert-butyl ester 

Relevant articles and documents

Bioinspired Design and Oriented Synthesis of Immunogenic Site-Specifically Penicilloylated Peptides

β-Lactam antibiotics allergy is recognized as a public health concern. By covalently binding to serum proteins, penicillins are known to form immunogenic complexes. The latter are recognized and digested by antigen-presenting cells into drug-hapten peptides leading to the immunization of treated persons and IgE-mediated hypersensitivity reactions encompassing anaphylaxis. If type I allergic reactions to drugs are often unpredictable, they are known to be dependent on CD4+ T-cells. This fundamental study revisits the chemical basis of the benzylpenicillin (BP) allergy with the aim of identifying immunologically relevant biomimetic benzylpenicilloylated peptides through the analysis of BP-conjugated human serum albumin (BP-HSA) profile and the evaluation of the nalve CD4+ T-cell responses to candidate BP-HSA-derived peptides. The chemical structures of BP-HSA bioconjugates synthesized in vitro at both physiological and basic pH were investigated by mass spectrometry. From the ten most representative lysine residues grafted by BP-hapten, HSA-bioinspired 15-mer peptide sequences were designed and the potential T-cell epitope profile of each peptide was predicted using two complementary in silico approaches, i.e., HLA class II binding prediction tools from the Immune Epitope Database and Analysis Resource (IEDB) and computational alanine scanning mutagenesis. Twelve structurally diversified benzylpenicilloylated peptides (BP-Ps) were selected and synthesized with the aid of a flexible synthesis pathway using an original benzylpenicilloylated lysine monomer as common precursor. In order to corroborate their predicted "epitope" profile, the nalve CD4+ T-cell response specific to BP was evaluated through a coculture approach. To our knowledge, this study showed for the first time the ability of bioinspired peptides structurally stemming from BP-HSA to be recognized by nalve CD4+ T-cells thus identifying a pre-existing T-cell repertoire for penicillin molecules bound to proteins. It also established a promising model approach expandable to other most frequently used penicillin classes of antibiotics to reveal biomimetic drug-modified antigenic peptides relevant for qualitative and quantitative drug allergy studies.

Rapid Continous Peptide Synthesis via FMOC Amino Acid Chloride Coupling and 4-(Aminomethyl)piperidine Deblocking

The recently described FMOC/4-AMP technique for rapid continous solution synthesis of peptides involving coupling by crystalline FMOC amino acid chlorides and deblocking via 4-(aminomethyl)piperidine (4-AMP) has been extended to the synthesis of a varied