2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem CID
Reaxys RN
3-(3-Butyn-1-yl)-3H-diazirine-3-ethanol, Hydroxyl diazirine alkyne
Non-Fluorochemicals, Probe Building Blocks
KUMI0F41
1450754-41-2
MFCD29918290
118987360
23901054
image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
Molecular Weight
Assay
Appearance
Boiling Point
Packaging
Storage
2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol
C7H10N2O
138.17
≥97.0%(NMR)
Yellow Liquid
204.1°C
100mg,200mg,500mg,1g,5g,10g and 50g
Store at -20°C Temperature
2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol is a trifunctional building block for chemical probe synthesis, typically employed for photoaffinity labeling in chemical biology and medicinal chemistry. It contains a light-activated diazirine (photoreactive group), terminal alkyne tag (clickable handle), and hydroxyl synthetic handle (connectivity group). When appended to a ligand or pharmacophore through its hydroxyl 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]
Design and synthesis of minimalist terminal alkyne-containing diazirine photo-crosslinkers and their incorporation into kinase inhibitors for cell- and tissue-based proteome profiling. [2]
Reversible Inhibitors Arrest ClpP in a Defined Conformational State that Can Be Revoked by ClpX Association. [3]
Fluorescent Probes for Single-Step Detection and Proteomic Profiling of Histone Deacetylases. [4]
In Situ Proteome Profiling and Bioimaging Applications of Small-Molecule Affinity-Based Probes Derived From DOT1L Inhibitors. [5]
References:
[1] D.J. Lapinsky, Bioorg. Med. Chem., 2012, 20(21), pp 6237-6247.
[2] Z.Li, P.Hao, L.Li, C.Y.J.Tan, X. Cheng, G.Y.J.Chen, S.K.Sze, H.M.Shen, S.Q.Yao, Angew. Chem. Int. Ed. Engl., 2013, 52(33), pp 8551-8556.
[3] A.Pahl, M.Lakemeyer, M.Vielberg, M.W.Hackl, J.Vomacka, V.S.Korotov, M.L.Stein, C.Fetzer, K.Lorenz-Baath, K.Richter, H. Waldmann, M.Groll, S.A.Sieber, Angew. Chem. Int. Ed., 2015, 54(52), pp 15892-15896.
[4] Y.Xie,J.Ge,H.Lei,B.Pang,H.Zhang,D.Wang,S.Pan,G.Chen,L.Chen,Y.Wang,Q.Hao,S.Q.Yao,H.Sun, J. Am. Chem. Soc., 2016, 138, pp 15596-15604.
[5] B.Zhu, H.Zhang, S.Pan, C.Wang, J.Ge, J.S.Lee, S.Q.Yao, Chem. Eur. J., 2016, 22(23), pp 7824-7836.
Signal Word
Hazard Statements
Precautionary Statements
HS Code
RIDADR
Legal Information
Not a hazardous substance or mixture


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