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SDA azide

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Physical properties
Molecular weight196.21
SolventDMSO
Storage, safety and handling
H-phraseH303, H313, H333
Hazard symbolXN
Intended useResearch Use Only (RUO)
R-phraseR20, R21, R22
StorageFreeze (< -15 °C); Minimize light exposure
Alternative formats
SDA maleimide
SDA alkyne

OverviewpdfSDSpdfProtocol


See also: Click Chemistry
Molecular weight
196.21
SDA azide contains both diazirine photoaffinity moiety and azide functional group. It is an excellent building block to introduce photoaffinity function into an alkyne-modified biomolecule via the well-known click chemistry. Diazirines are known for their ability to undergo photochemical reactions when exposed to ultraviolet (UV) light, specifically by forming highly reactive carbene intermediates that react with nearby molecules, forming covalent bonds. This property makes diazirines useful for studying protein-protein, protein-nucleic acid interactions, ligand-receptor binding, and other biomolecular interactions. It's important to note that diazirines are highly reactive and can be challenging to handle due to their instability. They require careful storage and handling, typically in a controlled environment. Additionally, the choice of diazirine-containing compound and the conditions of the photolabeling experiment must be carefully optimized to achieve desired results while minimizing non-specific reactions.

Calculators


Common stock solution preparation

Table 1. Volume of DMSO needed to reconstitute specific mass of SDA azide to given concentration. Note that volume is only for preparing stock solution. Refer to sample experimental protocol for appropriate experimental/physiological buffers.

0.1 mg0.5 mg1 mg5 mg10 mg
1 mM509.658 µL2.548 mL5.097 mL25.483 mL50.966 mL
5 mM101.932 µL509.658 µL1.019 mL5.097 mL10.193 mL
10 mM50.966 µL254.829 µL509.658 µL2.548 mL5.097 mL

Molarity calculator

Enter any two values (mass, volume, concentration) to calculate the third.

Mass (Calculate)Molecular weightVolume (Calculate)Concentration (Calculate)Moles
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Product Family


NameExcitation (nm)Emission (nm)Extinction coefficient (cm -1 M -1)Correction Factor (280 nm)
AMCA Azide346434190000.153
XFD488 azide *Same Structure to Alexa Fluor™ 488 azide*499520710000.11
ICG azide7898132300000.076
Cy3B azide56057112000010.069
XFD647 Azide6506712700000.03

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References


View all 50 references: Citation Explorer
A tumor-targetable NIR probe with photoaffinity crosslinking characteristics for enhanced imaging-guided cancer phototherapy.
Authors: Sun, Rui and Zhang, Yuqi and Gao, Yinjia and Zhao, Meng and Wang, Anna and Zhu, Jinfeng and Cheng, Xiaju and Shi, Haibin
Journal: Chemical science (2023): 2369-2378
Photoaffinity labelling-based chemoproteomic strategy identifies PEBP1 as the target of ethyl gallate against macrophage activation.
Authors: Yu, Wei and Liao, Min and Chen, Yang and Xue, Rui and Shi, Xiao-Meng and Liu, Dan and Zhuo, Fang-Fang and Tang, Hui and Lu, Zhi-Yuan and Tu, Peng-Fei and Han, Bo and Jia, Xin and Zeng, Ke-Wu
Journal: Chemical communications (Cambridge, England) (2023): 1022-1025
Pepstatin-Based Probes for Photoaffinity Labeling of Aspartic Proteases and Application to Target Identification.
Authors: Chen, Suyuan and Liang, Chunguang and Li, Hongli and Yu, Weimeng and Prothiwa, Michaela and Kopczynski, Dominik and Loroch, Stefan and Fransen, Marc and Verhelst, Steven H L
Journal: ACS chemical biology (2023): 686-692
Exploring a chemical scaffold for rapid and selective photoaffinity labelling of non-ribosomal peptide synthetases in living bacterial cells.
Authors: Ishikawa, Fumihiro and Konno, Sho and Uchiyama, Yuko and Kakeya, Hideaki and Tanabe, Genzoh
Journal: Philosophical transactions of the Royal Society of London. Series B, Biological sciences (2023): 20220026
A photoaffinity glycan-labeling approach to investigate immunoglobulin glycan-binding partners.
Authors: Holborough-Kerkvliet, Miles D and Mucignato, Greta and Moons, Sam J and Psomiadou, Venetia and Konada, Rohit S R and Pedowitz, Nichole J and Pratt, Matthew R and Kissel, Theresa and Koeleman, Carolien A M and Tjokrodirijo, Rayman T N and van Veelen, Petrus A and Huizinga, Thomas and van Schie, Karin A J and Wuhrer, Manfred and Kohler, Jennifer J and Bonger, Kimberly M and Boltje, Thomas J and Toes, Reinaldus E M
Journal: Glycobiology (2023): 732-744
Photoaffinity Labeling-Based Chemoproteomic Strategy Reveals RBBP4 as a Cellular Target of Protopanaxadiol against Colorectal Cancer Cells.
Authors: Zhuo, Fang-Fang and Guo, Qiang and Zheng, Yong-Zhe and Liu, Ting-Ting and Yang, Zhuo and Xu, Qi-He and Jiang, Yong and Liu, Dan and Zeng, Ke-Wu and Tu, Peng-Fei
Journal: Chembiochem : a European journal of chemical biology (2022): e202200038
A clickable photoaffinity probe of betulinic acid identifies tropomyosin as a target.
Authors: Martín-Acosta, Pedro and Meng, Qianli and Klimek, John and Reddy, Ashok P and David, Larry and Petrie, Stefanie Kaech and Li, Bingbing X and Xiao, Xiangshu
Journal: Acta pharmaceutica Sinica. B (2022): 2406-2416
Effect of Alkynyl Group on Reactivity in Photoaffinity Labeling with 2-Thienyl-Substituted α-Ketoamide.
Authors: Moriyama, Takahiro and Mizukami, Daiki and Yoritate, Makoto and Usui, Kazuteru and Takahashi, Daisuke and Ota, Eisuke and Sodeoka, Mikiko and Ueda, Tadashi and Karasawa, Satoru and Hirai, Go
Journal: Chemistry (Weinheim an der Bergstrasse, Germany) (2022): e202103925
Selective Photoaffinity Probe for Monitoring Farnesoid X Receptor Expression in Cultured Cells.
Authors: Xu, Xiao-Wei and Zhu, Ya and Song, Jiang-Zhou and Zou, Gui-Qing and Zhao, Zhou and Zheng, Qiu-Ling and Cao, Li-Juan and Wang, Guang-Ji and Wang, Hong and Hao, Hai-Ping
Journal: Analytical chemistry (2022): 10722-10729
Photoaffinity labeling and bioorthogonal ligation: Two critical tools for designing "Fish Hooks" to scout for target proteins.
Authors: Karaj, Endri and Sindi, Shaimaa H and Viranga Tillekeratne, L M
Journal: Bioorganic & medicinal chemistry (2022): 116721