For research use only. Not for therapeutic Use.
Biotin functionalized arylboronic acid for the use of palladium-catalyzed oxidative Heck reaction to protein-bound alkenes and Suzuki-Miyaura cross-coupling for labeling of protein bound phenylhalides in high yields and with excellent chemoselectivity. Reagent for bio-orthogonal protein-ligation. Signal enhancement with streptavidin-HRP.*Sold in collaboration with RuG (University of Groningen)
KEYWORDS: Biotinyl-phenylboronic acid | supplier | Protein labeling reagent | CAS [1661014-48-7] | Non Selective (Proteins) | Proteins | Derivatisation Reagent | Biotinylation | Bio-orthogonal | Heck | Coupling | Biotin labeled boronic acid | Arylboronic | Biomarkers & Labeling reagents
| Catalog Number | I047603 |
| CAS Number | 1661014-48-7 |
| Molecular Formula | C16H22BN3O4S |
| Purity | ≥95% |
| IUPAC Name | [3-[5-(2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl)pentanoylamino]phenyl]boronic acid |
| InChI | InChI=1S/C16H22BN3O4S/c21-14(18-11-5-3-4-10(8-11)17(23)24)7-2-1-6-13-15-12(9-25-13)19-16(22)20-15/h3-5,8,12-13,15,23-24H,1-2,6-7,9H2,(H,18,21)(H2,19,20,22) |
| SMILES | B(C1=CC(=CC=C1)NC(=O)CCCCC2C3C(CS2)NC(=O)N3)(O)O |
| Reference | 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. |
