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

Chemical Properties

White to off-white crystalline powder

Uses

The amino-protecting group Dde is orthogonal to both Fmoc and Boc protection and therefore useful to enable extension from lysine side chains by using Fmoc-tBu solid-phase methodologies.

Upstream product

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

Downstream Products

• 1414847-21-4 H-D(OBut)-f-K(Dde)-R(Pbf)-G-OH 
• 1283189-10-5 C₈₄H₁₃₈N₂₂O₂₄ 
• 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 

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.