386213-32-7

Basic information

• Product Name: FMOC-LYS(MCA)-OH
• Synonyms: N-α-Fmoc-N-ω-7-methoxycoumarin-4-acetyl-L-Lys-OH;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-EPSILON-(7-METHOXYCOUMARIN-4-YL) ACETYL-L-LYSINE;N-ALPHA-FMOC-N-EPSILON-7-METHOXYCOUMARIN-4-ACETYL-L-LYSINE;FMOC-LYS(MCA)-OH;FMOC-LYSINE(MCA)-OH;(S)-2-(N-(((9H-fluoren-9-yl)methyl9H-fluoren-9-yl)methoxy)carbonyl)acetamido)-6-(7-methoxy-2-oxo-2H-chromen-4-ylamino)hexanoic acid;(S)-2-((((9H-Fluoren-9-yl)Methoxy)carbonyl)aMino)-6-(2-(7-Methoxy-2-oxo-2H-chroMen-4-yl)acetaMido)hexanoic acid;N-α-Fmoc-N-ω-7-methoxycoumarin-4-acetyl-L-lysine
• CAS NO: 386213-32-7
• Molecular Formula: C33H32N2O8
• Molecular Weight: 584.62
• Product Categories: amino acids
• Mol File: 386213-32-7.mol

Chemical Properties

• Boiling Point: 885.2±65.0 °C(Predicted)
• Appearance: /
• Density: 1.309±0.06 g/cm3(Predicted)
• Storage Temp.: -15°C
• PKA: 3.87±0.21(Predicted)
• CAS DataBase Reference: FMOC-LYS(MCA)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-LYS(MCA)-OH(386213-32-7)
• EPA Substance Registry System: FMOC-LYS(MCA)-OH(386213-32-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 386213-32-7(Hazardous Substances Data)

Usage

Uses

Used in Peptide Synthesis:
FMOC-LYS(MCA)-OH is used as a building block for the synthesis of peptides, where the FMOC group protects the terminal amino group from unwanted reactions during the assembly process. This protection is crucial for the controlled stepwise addition of amino acids to form the desired peptide sequence.
Used in Biochemical Assays:
FMOC-LYS(MCA)-OH is used as a fluorescent label for peptides in biochemical assays. The MCA moiety attached to the lysine allows for the detection and quantification of the peptide through fluorescence-based techniques, which are highly sensitive and specific for analyzing peptide presence and concentration in various samples.
Used in Molecular Biology Research:
In molecular biology, FMOC-LYS(MCA)-OH is used as a tool for studying protein-protein interactions, enzyme substrate specificity, and other biological processes that involve peptides. The fluorescent tag enables researchers to track and visualize the behavior of peptides within complex biological systems.
Used in Drug Development:
FMOC-LYS(MCA)-OH can be employed in the development of peptide-based drugs, where its incorporation into a therapeutic peptide allows for the monitoring of drug delivery, distribution, and interaction with target molecules within the body. This can aid in optimizing the pharmacokinetics and pharmacodynamics of peptide drugs.
Used in Diagnostics:
FMOC-LYS(MCA)-OH is used in the creation of diagnostic tools, such as immunoassays, where the fluorescently labeled peptide can serve as a tracer or a detection molecule. This allows for the sensitive and specific measurement of biological markers, contributing to the early diagnosis and monitoring of diseases.

Upstream product

• 1101836-32-1 4-(benzotriazole-1-ylacetyl)-7-methoxycoumarin 
• 105047-45-8 Fmoc-Lys-OH 
• 940941-43-5 Nα-fluorenylmethyloxycarbonyl-L-lysine-tert-butyl ester 
• 62935-72-2 2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetic acid 

Downstream Products

• 1217351-13-7 C₈₆H₁₂₆N₁₆O₃₈ 
• 1006709-29-0 C₇₉H₁₀₈BrN₁₁O₁₈S 

Relevant articles and documents

Preparation method of N alpha- fluorenylmethoxycarbonyl-N Epsilon-7-methoxycoumarin-4-acetyl-lysine/ornithine

The invention relates to a preparation method of N alpha-fluorenylmethoxycarbonyl-N-Epsilon-7-methoxycoumarin-4-acetyl-lysine/ornithine and mainly aims to solve the problems that a current method is complicated in treatment, lower in yield and not environment-friendly. According to the technical scheme, the preparation method of N alpha-fluorenylmethoxycarbonyl-N-Epsilon-7-methoxycoumarin-4-acetyl-lysine/ornithine comprises steps as follows: N alpha-fluorenylmethoxycarbonyl-N Epsilon-7-methoxycoumarin-4-acetyl-lysine/ornithine tert-butyl ester is produced from N alpha-fluorenylmethoxycarbonyl-lysine/ornithine tert-butyl ester and 7-methoxycoumarin-4-acetic acid through condensation under catalysis of a condensing agent, tert-butyl ester is removed from N alpha-fluorenylmethoxycarbonyl-N Epsilon-7-methoxycoumarin-4-acetyl-lysine/ornithine tert-butyl ester by use of trifluoroacetic acid, and a product, namely, N alpha-fluorenylmethoxycarbonyl-N-Epsilon-7-methoxycoumarin-4-acetyl-lysine/ornithine is obtained. The product is mainly used as a fluorescent probe or a marker.

Fluorescent labeling of peptides on solid phase

N α-Fmoc-Nε-[(7-methoxycoumarin-4-yl) acetyl]-l-lysine (Nα-Fmoc-l-Lys(Mca)-OH) 3 is conveniently prepared by benzotriazole methodology (52% over two steps). N-Acylbenzotriazoles Mca-Bt 2, Nα-Fmoc-l-Lys(Mca)-Bt 4