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Dansyl-PEG-phenylboronic acid
- Soluble in 0.1N HCl(aq), DMSO and MeOH
- MF: C30H41BN4O9S
- MW: 644.54
Description
Dansyl-PEG-phenylboronic acid is a fluorescent dansylamide-functionalized PEG-phenylboronic acid reagent for bioorthogonal protein ligation. It enables palladium-catalyzed oxidative Heck labeling of protein-bound alkenes and Suzuki-Miyaura cross-coupling of protein-bound phenylhalides with high chemoselectivity.
Fluorescent bioconjugation reagents support visualization, tracking and analytical characterization of modified proteins. Dansyl-PEG-phenylboronic acid is useful for developing chemoselective protein-labeling methods and fluorescent derivatization workflows.
Key Features
- Fluorescent PEG-arylboronic acid labeling reagent
- Dansylamide tag for fluorescence-based detection
- Supports oxidative Heck and Suzuki-Miyaura protein coupling
- Designed for bioorthogonal protein ligation
Applications
- Fluorescent protein labeling
- Bioorthogonal chemistry research
- Protein derivatization and assay development
- Chemoselective coupling-method optimization
Note: *Sold in collaboration with the RUG (University of Groningen)
More Information
| Parent CAS No. | 1661014-49-8 |
|---|---|
| Chemical Name | 3-(1-(5-(dimethylamino)naphthalene-1-sulfonamido)-13-oxo-3,6,9-trioxa-12-azahexadecanamido)phenylboronic acid |
| extra_info | Sold in collaboration with RuG (University of Groningen) |
| SMILES | C1C(B(O)O)=CC(NC(CCC(=O)NCCOCCOCCOCCNS(=O)(=O)C2C3C=CC=C(N(C)C)C=3C=CC=2)=O)=CC=1 |
| MFCD | N.A. |
| InChi | InChI=1S/C30H41BN4O9S/c1-35(2)27-10-4-9-26-25(27)8-5-11-28(26)45(40,41)33-15-17-43-19-21-44-20-18-42-16-14-32-29(36)12-13-30(37)34-24-7-3-6-23(22-24)31(38)39/h3-11,22,33,38-39H,12-21H2,1-2H3,(H,32,36)(H,34,37) |
| InChiKey | SRSYXTRQAFUICV-UHFFFAOYSA-N |
| CID | 91826505 |
| Short Description | Protein labeling reagent |
References
- ME Ourailidou et al. Aqueous oxidative Heck reaction as a protein-labeling strategy. Chembiochem. 2014, 15, 209-212.
- F D'Hooge et al. Biotinylated boronic acid fluorophore conjugates: Quencher elimination strategy for imaging and saccharide detection. RSC Adv. 2012, 2, 3274-3280.
- Chalker et al. A Convenient Catalyst for Aqueous and Protein Suzuki-Miyaura Cross-Coupling J. Am. Chem. Soc. 2009, 131, 16346-16347
- C.D. Spicer et al. Palladium-mediated site-selective Suzuki-Miyaura protein modification at genetically encoded aryl halides. Chem. Commun. 2011, 47, 1698-700
- C.D. Spicer et al. Palladium-mediated cell-surface labeling. J. Am. Chem. Soc. 2012, 134(2), 800-3.
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