Biotin-dPEG®₁₁-oxyamine. HCl

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Biotin-dPEG®11-oxyamine·HCl, product number 11102, is a biotinylation reagent from Quanta BioDesign that forms a stable oxime bond when conjugated to a ketone or aldehyde. The use of Biotin-dPEG®11-oxyamine·HCl permits the biotinylation of the carbohydrate coats of glycoproteins. The single molecular weight polyethylene glycol spacer has a discrete chain length of 38 atoms (44.9 Å).

Conventional Biotinylation Reagents Compared to Biotin-dPEG®11-oxyamine·HCl

For a general discussion of biotinylation with dPEG® products, please visit our page “Biotinylation with dPEG® Products.” To learn more about Quanta BioDesign’s dPEG® technology, please click here. To find answers to the questions that we are most frequently asked, please click this link.

Biotinylation is the process of covalently attaching biotin to biomolecules or surfaces such as glass and gold. Biotin finds extensive use in bioconjugation research and product development and medical diagnostics. Although biotin is poorly water-soluble, the amphiphilic dPEG® linker imparts excellent solubility in aqueous media and organic solvents.

Traditional biotinylation reagents either modify biotin directly or couple biotin to aminocaproic acid (abbreviated LC, for “long chain”) and then add the appropriate reactive group. LC-biotin constructs are hydrophobic. Therefore, dissolution in an organic solvent (typically DMSO) is required to use them. Their hydrophobic nature can trigger rapid aggregation of biotinylated molecules.

Aldehydes and ketones occur relatively rarely in nature. However, sodium periodate forms aldehydes in glycoproteins whose carbohydrate coats contain reducing sugars. Moreover, literature examples demonstrate the introduction of ketones into bacterial cell walls through liposomal fusion1,2.

Biotin-LC-hydrazide is frequently used to modify glycoproteins’ carbohydrate coats. The hydrazone linkage formed is unstable at low pH. Thus, reduction of the hydrazone to a second amine is necessary for stability. The LC linker’s hydrophobicity requires caution to avoid over conjugating the target molecules. Moreover, even if aggregation and precipitation do not occur, the hydrophobic spacer can contribute to non-specific binding.

Aminooxy groups consist of a primary terminal amine next to oxygen (—ONH2). This group reacts with aldehydes to form aldoxime bonds and with ketones to form ketoximes. An oxime bond is more stable than a hydrazone bond. Stabilization of the oxime bond through reduction to a secondary amine is unnecessary.

Using Biotin-dPEG®11-oxyamine·HCl

Because it is amphiphilic, Biotin-dPEG®11-oxyamine·HCl can be dissolved in water or aqueous buffer and used directly in a conjugation reaction. PN11102 will not cause aggregation or precipitation of the biotinylated molecule. Moreover, the hydrophilicity of the dPEG® linker reduces or eliminates non-specific binding.

Biotin-dPEG®3-oxyamine·HCl is sold as the hydrochloride salt. A shorter version of this product, PN11100, Biotin-dPEG®3-oxyamine·HCl, is also available.

Commercial Scale Production Is Available for Biotin-dPEG®3-MAL

If you need bulk product in a larger package size than our standard sizes, please contact us for a quote. Our commercial capabilities permit us to manufacture this product at any scale that you need.

Act Now

Stop using inferior biotinylation reagents! Sure, many other people use LC-biotin products, but you can do better. Our biotinylation reagents offer water solubility, improved hydrodynamic volume, no background noise (which means better signal), and no protein precipitation caused by aggregation. Why would you not use something better?

For better biotinylation, click the “Add to Cart” button now. You will not regret it.

Application References:

  1. Elahipanah, S.; Radmanesh, P.; Luo, W.; O’Brien, P. J.; Rogozhnikov, D.; Yousaf, M. N. Rewiring Gram-Negative Bacteria Cell Surfaces with Bio-Orthogonal Chemistry via Liposome Fusion. Bioconjugate Chem. 2016, 27(4), 1082–1089. https://doi.org/10.1021/acs.bioconjchem.6b00073.
  2. Elahipanah, S. Development of a New General Click Chemistry and Applications in Bioconjugation: Part I: Rewiring Bacteria Cell Surfaces with Bio-Orthogonal Chemistry Part II: A Novel General Dialdehyde Click Chemistry for Primary Amine Conjugation. 2017. Ph.D. Dissertation, York University, Toronto, Ontario, Canada. https://yorkspace.library.yorku.ca/xmlui/handle/10315/34274
  3. Hermanson, G. T. Chapter 11, (Strept)avidin-Biotin Systems. Bioconjugate Techniques, 3rd edition. Academic Press: New York, 2013, 465-505. Click here for a review of Greg’s book and a link to purchase it.
  4. Hermanson, G. T. Chapter 18, PEGylation and Synthetic Polymer Modification. Bioconjugate Techniques, 3rd edition. Academic Press: New York, 2013, 787-838.

Additional information

Weight.5 oz
Dimensions.75 × .75 × 2 in