3-(3-(but-3-ynyl)-3H-diazirin-3-yl)propanoic acid

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem CID
Reaxys RN
3-(3-but-3-ynyldiazirin-3-yl)propanoic acid, Carboxyl diazirine alkyne
Non-Fluorochemicals, Probe Building Blocks
KUMI0F55
1450754-37-6

124707366
23901065
image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
Molecular Weight
Assay
Appearance
Boiling Point
Packaging
Storage
3-(3-(but-3-ynyl)-3H-diazirin-3-yl)propanoic acid
C8H10N2O2
166.18
≥97.0%(NMR)
Colorless to Light Yellow Liquid
287.2°C
100mg,200mg,500mg,1g,5g and 10g
Store at -20°C Temperature
3-(3-(but-3-ynyl)-3H-diazirin-3-yl)propanoic acid 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 carboxylic acid synthetic handle (connectivity group). When appended to a ligand or pharmacophore through its acid 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]
Fluorescein Derivatives as Bifunctional Molecules for the Simultaneous Inhibiting and Labeling of FTO Protein. [3]
Fluorescent Probes for Single-Step Detection and Proteomic Profiling of Histone Deacetylases. [4]
Exploring the Binding Proteins of Glycolipids with Bifunctional Chemical Probes. [5]
Ligand and Target Discovery by Fragment-Based Screening in Human Cells. [6]
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] T.Wang, et al, J. Am. Chem. Soc., 2015, J. Am. Chem. Soc., 2015, 137(43), pp 13736-13739.
[4] Y.Xie, et al, J. Am. Chem. Soc., 2016, 138, pp 15596-15604.
[5] X.Liu, et al, Angew. Chem. Int. Ed. Engl., 2016, 55(46), pp 14330-14334.
[6] C.G.Parker, et al, Cell, 2017, 68(3), pp 527-541.
Signal Word
Hazard Statements
Precautionary Statements
HS Code
RIDADR
Legal Information
Not a hazardous substance or mixture


2933.99.8090
NONH for all modes of transport

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