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Photo-Pentanoic acid
Chemischer Name: 3-(3-methyl-3H-diazirin-3-yl)propanoic acid
- Art-Nr.:RL-2890
- CAS Nr.:25055-86-1
- Formel:C5H8N2O2
- Molare Masse:128,13 g/mol
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description
Electrophilic photo cross-linker. The carboxylic acid function can conjugate to nucleophiles like amines with standard condensation reaction conditions. The diazirine ring will dismiss N2 under illumination of UV light and the remaining carbene will undergo insertion and addition reaction with any neighboring molecules and irreversibly form a covalent bond.
references
Cross-linking chemistry and biology: development of multifunctional photoaffinity probes. Takenori Tomohiro, Makoto Hashimoto, Yasumaru Hatanaka; Chem. Record 2005; 5(6): 385-395. DOI: 10.1002/tcr.20058
Recent Progress in Diazirine-Based Photoaffinity Labeling. Makoto Hashimoto, Yasumaru Hatanaka; Eur. J. Org. Chem. 2008; 2513-2523. DOI: 10.1002/ejoc.200701069
Endeavors to Make the Photophore, Diazirine Easy to Use. Yutaka Sadakane; Yakugaku Zasshi 2007; 127(10): 1693-1699. DOI: org/10.1248/yakushi.127.1693
Fishing for Drug Targets: A Focus on Diazirine Photoaffinity Probe Synthesis. James R. Hill, Avril A. B. Robertson; J. Med. Chem. 2018; 61: 6945−6963. DOI: 10.1021/acs.jmedchem.7b01561.
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