150629-67-7

Basic information

• Product Name: Fmoc-L-Lys(Dde)-OH
• Synonyms: FMOC-L-LYS(DDE);FMOC-L-LYS(DDE)-OH;FMOC-LYSINE(DDE)-OH;FMOC-LYS(DDE)-OH;FMOC-N-EPSILON-1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)ETHYL-D-LYSINE;(S)-2-((((9H-fluoren-9-yl)Methoxy)carbonyl)aMino)-6-((1-(4,4-diMethyl-2,6-dioxocyclohexylidene)ethyl)aMino)hexanoic acid;N-Fmoc-N'-[1-(4,4-Dimethyl-2,6-dioxocyclohexylidene)ethyl]-L-lysine;Nα-Fmoc-Nω-Dde-L-lysine
• CAS NO: 150629-67-7
• Molecular Formula: C₃₁H₃₆N₂O₆
• Molecular Weight: 532.63
• Product Categories: Amino Acids;Fmoc-Amino Acids and Derivatives;amino acid
• Mol File: 150629-67-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: ~80 °C (dec.)
• Boiling Point: 750.1±60.0 °C(Predicted)
• Appearance: /
• Density: 1.222±0.06 g/cm3(Predicted)
• Storage Temp.: −20°C
• Solubility: soluble in Methanol
• PKA: 3.88±0.21(Predicted)
• CAS DataBase Reference: Fmoc-L-Lys(Dde)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Fmoc-L-Lys(Dde)-OH(150629-67-7)
• EPA Substance Registry System: Fmoc-L-Lys(Dde)-OH(150629-67-7)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 150629-67-7(Hazardous Substances Data)

Usage

Description

Fmoc-L-Lys(Dde)-OH is a synthetic compound used in the field of peptide synthesis. It is a derivative of the amino acid L-lysine, with the Fmoc (9-fluorenylmethoxycarbonyl) protecting group attached to the amino group and the Dde (1,1-dimethyl-2,2,2-trichloroethyl) protecting group attached to the side chain. Fmoc-L-Lys(Dde)-OH is characterized by its white to off-white crystalline powder appearance.

Uses

Used in Peptide Synthesis:
Fmoc-L-Lys(Dde)-OH is used as an amino acid building block for the synthesis of peptides and proteins. The application reason is that it allows for the orthogonal protection of the amino group and the side chain, enabling the extension from lysine side chains using Fmoc-tBu solid-phase methodologies. This orthogonal protection is crucial for the stepwise assembly of complex peptide structures without interference from other functional groups.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Fmoc-L-Lys(Dde)-OH is used as a key component in the development of novel drug candidates. The application reason is its ability to facilitate the synthesis of specific peptide-based drugs with potential therapeutic applications, such as antibiotics, antivirals, and anticancer agents.
Used in Research and Development:
Fmoc-L-Lys(Dde)-OH is also utilized in research and development for the study of protein structure, function, and interactions. The application reason is its role in the synthesis of custom peptides and protein analogs, which can be used to investigate various biological processes and develop new therapeutic strategies.

Upstream product

• 1755-15-3 2-acetyldimedone 
• 105047-45-8 Fmoc-Lys-OH 
• 94142-97-9 2-(1-hydroxyethylidene)-5,5-dimethylcyclohexane-1,3-dione 
• 126-81-8 dimedone 
• 139262-23-0 α-Fmoc-L-lysine hydrochloride 
• 71989-26-9 Fmoc-Lys(tert-butoxycarbonyl) 

Downstream Products

• 680622-83-7 {1-{2-[2-(2-{2-[4-(2-amino-9H-purin-6-yloxymethyl)-benzyloxy]-ethoxy}-ethoxy)-ethoxy]-ethylcarbamoyl}-5-[1-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-ethylamino]-pentyl}-carbamic acid 9H-fluoren-9-ylmethyl ester 
• 1224373-41-4 N-((S)-6-amino-1-((S)-1-amino-3-(3-chlorophenyl)-1-oxopropan-2-ylamino)-1-oxohexan-2-yl)-3-hydroxy-4-methyl-2-nitrobenzamide 
• 1414847-21-4 H-D(OBut)-f-K(Dde)-R(Pbf)-G-OH 

Relevant articles and documents

A Novel Lysine-protecting Procedure for Continuous Flow Solid Phase Synthesis of Branched Peptides

A new amine protecting group which can be used orthogonally with both Fmoc and Boc protection is reported; by employing lysine protected appropriately as the branching motif, a 34 residue di-epitopic peptide has been constructed by continuous flow solid phase peptide synthesis.

One-Bead-Two-Compound Thioether Bridged Macrocyclic γ-AApeptide Screening Library against EphA2

Identification of molecular ligands that recognize peptides or proteins is significant but poses a fundamental challenge in chemical biology and biomedical sciences. Development of cyclic peptidomimetic library is scarce, and thus discovery of cyclic peptidomimetic ligands for protein targets is rare. Herein we report the unprecedented one-bead-two-compound (OBTC) combinatorial library based on a novel class of the macrocyclic peptidomimetics γ-AApeptides. In the library, we utilized the coding peptide tags synthesized with Dde-protected α-amino acids, which were orthogonal to solid phase synthesis of γ-AApeptides. Employing the thioether linkage, the desired macrocyclic γ-AApeptides were found to be effective for ligand identification. Screening the library against the receptor tyrosine kinase EphA2 led to the discovery of one lead compound that tightly bound to EphA2 (Kd = 81 nM) and potently antagonized EphA2-mediated signaling. This new approach of macrocyclic peptidomimetic library may lead to a novel platform for biomacromolecular surface recognition and function modulation.

OPTICAL IMAGING PROBES

The present invention relates to methods of visualising cells especially although not exclusively in vivo using a dye, such as a dendrimer-dye molecule or polybranched-dye molecule which is internalised by the cells and thus permits subsequent visualisation by confocal fluorescence endomicroscopy or other optical detectors. There is also provided internally quenched probes for use in visualising cells especially although not exclusively in vivo by confocal fluorescence endomicroscopy and the use of internally quenched probes in combination with confocal fluorescence endomicroscopy, for visualising cells by virtue of internalisation and dequenching of a probe by the cells. In a particular embodiment the cells are activated neutrophils, such as within the lung of a subject.