SDA alkyne
Ordering information
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Additional ordering information
Telephone | 1-800-990-8053 |
Fax | 1-800-609-2943 |
sales@aatbio.com | |
International | See distributors |
Bulk request | Inquire |
Custom size | Inquire |
Shipping | Standard overnight for United States, inquire for international |
Physical properties
Molecular weight | 165.20 |
Solvent | DMSO |
Storage, safety and handling
H-phrase | H303, H313, H333 |
Hazard symbol | XN |
Intended use | Research Use Only (RUO) |
R-phrase | R20, R21, R22 |
Storage | Freeze (< -15 °C); Minimize light exposure |
Alternative formats
SDA maleimide |
SDA azide |
Overview | SDSProtocol |
See also: Click Chemistry
Molecular weight 165.20 |
SDA alkyne contains both diazirine photoaffinity moiety and alkyne functional group. It is an excellent building block to introduce photoaffinity function into an azide-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 alkyne to given concentration. Note that volume is only for preparing stock solution. Refer to sample experimental protocol for appropriate experimental/physiological buffers.
0.1 mg | 0.5 mg | 1 mg | 5 mg | 10 mg | |
1 mM | 605.327 µL | 3.027 mL | 6.053 mL | 30.266 mL | 60.533 mL |
5 mM | 121.065 µL | 605.327 µL | 1.211 mL | 6.053 mL | 12.107 mL |
10 mM | 60.533 µL | 302.663 µL | 605.327 µL | 3.027 mL | 6.053 mL |
Molarity calculator
Enter any two values (mass, volume, concentration) to calculate the third.
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Product Family
Name | Excitation (nm) | Emission (nm) | Extinction coefficient (cm -1 M -1) | Correction Factor (280 nm) |
AMCA Alkyne | 346 | 434 | 19000 | 0.153 |
XFD488 alkyne *Same Structure to Alexa Fluor™ 488 alkyne* | 499 | 520 | 71000 | 0.11 |
ICG alkyne | 789 | 813 | 230000 | 0.076 |
Cy3B alkyne | 560 | 571 | 1200001 | 0.069 |
XFD647 Alkyne | 650 | 671 | 270000 | 0.03 |
Images
Figure 1. SDA maleimide 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).
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
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
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
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
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
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
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
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
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
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
Authors: Karaj, Endri and Sindi, Shaimaa H and Viranga Tillekeratne, L M
Journal: Bioorganic & medicinal chemistry (2022): 116721