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SDA maleimide

SDA maleimide is an excellent heterobifunctional crosslinker that effectively combines two established chemical modalities, thiol-selective maleimide chemistry and diazirine-based photoaffinity labeling. Its maleimide group forms covalent thioether bond with thiol groups on one protein, while the diazirine moiety exhibit efficient photoreactivity towards amino acid side chains or peptide backbones on another protein within the prescribed spacer arm distance, once activated by long-wave UV light (330-370 nm). SDA's two-step chemical crosslinking process can be easily activated using conventional laboratory UV lamps, streamlining experimental protocols. Furthermore, SDA crosslinkers demonstrate excellent photostability even under standard laboratory lighting conditions, eliminating the need for a light-restricted environment. Given that diazirine maleimide is membrane-permeable, it might be suited for in vivo intracellular and intramembrane conjugations and investigating protein-protein interactions.

References

View all 28 references: Citation Explorer
Rearrangements of Nitrile Imines: Ring Expansion of Benzonitrile Imines to Cycloheptatetraenes and Ring Closure to 3-Phenyl-3 H-diazirines.
Authors: Bégué, Didier and Dargelos, Alain and Wentrup, Curt
Journal: The Journal of organic chemistry (2019): 8668-8673
Thioether-Polyglycidol as Multivalent and Multifunctional Coating System for Gold Nanoparticles.
Authors: Feineis, Susanne and Lutz, Johanna and Heffele, Lora and Endl, Elmar and Albrecht, Krystyna and Groll, Jürgen
Journal: Advanced materials (Deerfield Beach, Fla.) (2018)
Rapid Mapping of Protein Interactions Using Tag-Transfer Photocrosslinkers.
Authors: Horne, Jim E and Walko, Martin and Calabrese, Antonio N and Levenstein, Mark A and Brockwell, David J and Kapur, Nikil and Wilson, Andrew J and Radford, Sheena E
Journal: Angewandte Chemie (International ed. in English) (2018): 16688-16692
Problems and Solutions in Click Chemistry Applied to Drug Probes.
Authors: Zhong, Weilong and Sun, Bo and Lu, Cheng and Yu, Hengheng and Wang, Changhua and He, Lingfei and Gu, Ju and Chen, Shuang and Liu, Yanrong and Jing, Xiangyan and Bi, Zhun and Yang, Guang and Zhou, Honggang and Sun, Tao and Yang, Cheng
Journal: Scientific reports (2016): 35579
Modulation of endogenous Cysteine Protease Inhibitor (ICP) 1 expression in Entamoeba histolytica affects amoebic adhesion to Extracellular Matrix proteins.
Authors: Lee, Young Ah and Saito-Nakano, Yumiko and Kim, Kyeong Ah and Min, Arim and Nozaki, Tomoyoshi and Shin, Myeong Heon
Journal: Experimental parasitology (2015): 7-15
Page updated on November 16, 2024

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Physical properties

Molecular weight

250.26

Solvent

DMSO

Storage, safety and handling

H-phraseH303, H313, H333
Hazard symbolXN
Intended useResearch Use Only (RUO)
R-phraseR20, R21, R22

Storage

Freeze (< -15 °C); Minimize light exposure