(4-(2-(2-Aminoethoxy)ethoxy)phenyl)(4-(prop-2-yn-1-yloxy)phenyl)methanone

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem CID
Reaxys RN
Amino (PEG)2 benzophenone alkyne
Non-Fluorochemicals, Probe Building Blocks
KUMI0F06
1632401-22-9
 
131801551

image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
Molecular Weight
Assay
Appearance
Melting Point
Packaging
Storage
(4-(2-(2-Aminoethoxy)ethoxy)phenyl)(4-(prop-2-yn-1-yloxy)phenyl)methanone
C20H21NO4
339.39
≥95.0%(HPLC)
Solid
>460ºC
250mg,500mg,1g,5g,10g and 50g
Store at -20°C Temperature
(4-(2-(2-Aminoethoxy)ethoxy)phenyl)(4-(prop-2-yn-1-yloxy)phenyl)methanone 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 benzophenone (photoreactive group), terminal alkyne tag (clickable handle), and amine synthetic handle (connectivity group). When appended to a ligand or pharmacophore through its PEGylated 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.
Tandem photoaffinity labeling–bioorthogonal conjugation in medicinal chemistry. [1]
Chemoproteomics Demonstrates Target Engagement and Exquisite Selectivity of the Clinical Phosphodiesterase 10A Inhibitor MP-10 in Its Native Environment. [2]
A library approach to rapidly discover photoaffinity probes of the mRNA decapping scavenger enzyme DcpS. [3]
References:
[1] D.J. Lapinsky, Bioorg. Med. Chem., 2012, 20(21), pp 6237-6247.
[2] J.P.Schulke, L.A. McAllister, K.F. Geoghegan, V. Parikh, T.A. Chappie, P.R. Verhoest, C. J. Schemidt, P.S. Johnson, N.J. Brandon, ACS Chem. Biol, 2014, 9(12), pp 2823-2832.
[3] H. Xu, E.C. Hett, A. Gopalsmy, M.D. Parikh, K.F. Geoghegan, R.E. Kyne, C.A. Menard, A. Narayanan, R.P. Robinson, D.S. Johnson, M.A. Tones, L.H. Jones, Mol. Biosyst., 2015, 11(10), pp 2709-2712.
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