Amino acids containing Diazirine for Photoaffinity Labeling [M03465, J00971, M02824]_Watanabe Chemical Industries - 코아사이언스

Amino acids containing Diazirine for Photoaffinity Labeling

 

Functional proteins such as receptors and enzymes in vivo recognize and bind with specific ligands and exert biological function via various transmission mechanisms. However, how those molecular mechanisms are composed is not known in most cases. Yet it is known that drugs and bioactive molecules have pharmacological and physiological activities or cause side effects. Finding out how molecules recognize proteins and where to bind within the protein helps research of biochemical function in vivo molecules and to identify new drug discovery targets.

 

Photoaffinity Labeling 

Interaction of ligands and functional proteins which have physiological activities is reversible by non-covalent bond such as electrostatic interaction and often provides strong physiological activities despite its low affinity. It is difficult to identify such weak interaction directly and specifically where there are many nontarget proteins and H2O molecules. Photoaffinity labeling is one of the chemical modification methods which generates high reactivity chemical species and non-reversible covalent bonds, and label. The only proteins which interact with ligands in miscellaneous mixes containing various proteins can be identified and detected, and their binding site at the amino acid level can be identified in principal. Photoaffinity labeling has been extensively applied as a necessary tool for chemical biology research to identify drug receptors and their binding site in protein molecules.

Photoreactive group Diazirine 

Diazirine absorbs ultraviolet light around 350nm and generates carbene. This carbene is inserted to the close C-H, N-H bond and generates stable covalent bond. This covalent bond is generated only at a close site and a non-specific covalent bond is not generated. Diazirine containing amino acid Tdf can be bonded with other molecules such as peptides and low molecule compounds through the carboxyl group or amino group. As the structure of diazirine is chemically stable, Fmoc-Tdf-OH (M03645) for instance can be used for solid-phase peptide synthesis using an automatic synthesizer. Prepare Tdf which is combined with ligand such as peptide and low molecule compound and it is irradiated by ultra-violet light around 350nm when it consists with target proteins, the ligand and the protein are interacted to generate covalent bond when they are close, and they form one molecule. Ligand-target protein conjugate can be detected by mass analysis or SDS-PAGE. The interaction between ligand and target protein becomes stronger, labeling efficiency becomes higher accordingly however weak interaction can also be detected. And the carbene generated from Tdf is also useful for biomolecule research because it doesn’t need to use short length of ultra-violet light which can cause degradation of protein.

Ordering Information 

 

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