2-(3-(But-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-amine

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem CID
Reaxys RN
3-(but-3-ynyl)-3-(2-aminoethyl)-3H-diazirine, Amino diazirine alkyne
Non-Fluorochemicals, Probe Building Blocks
KUMI0F17
1450752-97-2
MFCD29918288
118987358
23901063
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Chemical Name
Molecular Formula
Molecular Weight
Assay
Appearance
Boiling Point
Packaging
Storage
2-(3-(But-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-amine
C7H11N3
137.18
≥97.0%(NMR)
Colorless to Pale Yellow Liquid
192.5°C
100mg,200mg,500mg,1g,5g,10g and 50g
Store at -20°C Temperature
2-(3-(But-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-amine 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 benzophenone (photoreactive group), terminal alkyne tag (clickable handle), and amine 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.
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]
“Minimalist” Cyclopropene-Containing Photo-Cross-Linkers Suitable for Live-Cell Imaging and Affinity-Based Protein Labeling. [3]
Competitive affinity-based proteome profiling and imaging to reveal potential cellular targets of betulinic acid. [4]
A Chemical Disruptor of the ClpX Chaperone Complex Attenuates the Virulence of Multidrug-Resistant Staphylococcus aureus. [5]
References:
[1] D.J. Lapinsky, Bioorg. Med. Chem., 2012, 20(21), pp 6237-6247.
[2] Z.Li, et al, Angew. Chem. Int. Ed. Engl., 2013, 52(33), pp 8551-8556.
[3] Z.Li, et al, J. Am. Chem. Soc., 2014, 136(28), pp 9990-9998.
[4] H.Guo, et al, Chem. Commun.(Camb.), 2017, 53(69), pp 9620-9623.
[5] C.Fetzer, et al, Angew. Chem. Int. Ed. Engl., 2017, 56(49), pp 15746-15750.
Signal Word
Hazard Statements
Precautionary Statements
HS Code
RIDADR
Legal Information
Not a hazardous substance or mixture


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