2-[2-(prop-2-ynyloxy)ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoic acid

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem CID
Reaxys RN
Carboxyl diazirine alkyne
Trifluoromethyl Building Blocks, Probe Building Blocks
KUMI0F17
956515-39-2

23651027
11236357
image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
Molecular Weight
Assay
Appearance
Melting Point
Packaging
Storage
2-[2-(prop-2-ynyloxy)ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoic acid
C14H11F3N2O
325.25
≥95.0%(HPLC)
Solid
70°C
250mg,500mg,1g,5g,10g and 50g
Store at -20°C Temperature (recommended)
2-[2-(prop-2-ynyloxy)ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoic acid is a trifunctional building block for chemical probe synthesis, typically employed for photoaffinity labeling in chemcial biology and medicinal chemistry. It contains a light-activated diazirine (photoreactive group), terminal alkyne tag (clickable handle), and carboxylic acid synthetic handle (connectivity group). When appended to a ligand or pharmacophore through its amine linker, this probe building block allows for UV light-induced covalent modification of a biological target with potential for downstream applications via the alkyne tag.
Cross-linking chemistry and biology: development of multifunctional photoaffinity probes. [1]
Simple and Versatile Method for Tagging Phenyldiazirine Photophores. [2]
Design and Synthesis of a Tag-Free Chemical Probe for Photoaffinity Labeling. [3]
Recent Progress in Diazirine-Based Photoaffinity Labeling. [4]
Diazirine based photoaffinity labeling. [5]
Tandem photoaffinity labeling–bioorthogonal conjugation in medicinal chemistry. [6]
References:
[1] T.Tomohiro, M.Hashimoto, Y.Hatanaka, Chem. Rec., 2005, 5(6), pp 385-395.
[2] H. Nakashima, M. Hashimoto, Y. Sadakane, T. Tomohiro, Y. hatanaka, J. Am. Chem. Soc., 2006, 128(47), pp 15092-15093.
[3] T.Mayer, M.E.Maier, Eur. J. Org. Chem., 2007, 28, pp 4711-4720.
[4] M. Hashimoto,Y.Hatanaka, Eur. J. Org. Chem., 2008, 15, pp 2513-2523.
[5] L. Dubinsky, B. P. Krom, M. M. Meijler, Bioorg. Med. Chem., 2012, 20(2), pp 554-570.
[6] D.J. Lapinsky, Bioorg. Med. Chem., 2012, 20(21), pp 6237-6247.
Signal Word
Hazard Statements
Precautionary Statements
HS Code
RIDADR
Legal Information
Not a hazardous substance or mixture



NONH for all modes of transport

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