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CF® Dye Aminooxy

CF® dyes with an aminooxy reactive group are useful for fluorescently labeling aldehyde or ketone groups on target molecules such as polysaccharides, glycoproteins or antibodies.

Product Attributes

Chemical reactivity (reacts with)

Aldehydes/ketones

Functional group

Aminooxy (hydroxylamine)

Storage Conditions

Store at -10 to -35 °C, Protect from light

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Product Description

CF® Dye aminooxy (aka hydroxylamine or aminooxyacetamide) derivatives are reactive molecules that readily react with aldehyde or ketone groups to form a stable oxime linkage, without the use of reducing agents.

  • Stable labeling of aldehyde or ketone groups on polysaccharides, glycoproteins or antibodies.
  • Bright, photostable and water-soluble CF® Dyes, excellent options for fluorescent labeling.
  • Available in a range of dye colors, from UV to near-infrared (NIR).

We also offer Aminooxy-biotin for covalent attachment of biotin to molecules with aldehyde or ketone groups, as well as CF®DI Aminooxy derivatives which are designed to be size- and charge-matched to each other so as not to alter the molecular weight or pI of the labeled protein.

CF® Dyes are Biotium’s line of next-generation fluorescent dyes that have improved brightness, photostability and water solubility compared to other commercially available fluorescent dyes. Learn more about CF® Dyes. For more information download the CF® Dye Brochure.

Advantages of Aminooxy Labeling

Aminooxy reagents offer a convenient and rapid way to label glycoproteins with a detectable tag, such as a fluorescent dye or biotin, under mild conditions. Aminooxy groups react with molecules containing aldehyde or ketone groups to form a stable oxime linkage in aqueous solutions, at neutral/acidic pH. The reaction is rapid, but can be further accelerated using a catalyst like aniline. Aminooxy reagents are therefore superior to hydrazides, which also react with aldehydes or ketones but form unstable hydrazone linkages. Aminooxy labeling involves two steps, the introduction of aldehyde groups into the glycoproteins by mild periodate oxidation, followed by treatment of the functionalized proteins with an aminooxy reagent. Aminooxy labeling of antibody glycosylation sites can be used as an alternative to succinimidyl ester labeling of amines for antibodies where amine labeling affects the antibody binding affinity. Aminooxy biotin has also been used to efficiently label cell-surface sialic acid-containing glycans on living animal cells.

CF® Dye Aminooxy

CF® Dye AminooxyEx/EmSizeCatalog No.Dye Features
CF®350347/448 nm1 mg92050CF®350 Features
CF®405S404/431 nm1 mg92055CF®405S Features
CF®405M408/452 nm1 mg92056CF®405M Features
CF®488A490/515 nm1 mg92051CF®488A Features
CF®568562/583 nm1 mg92057CF®568 Features
CF®594593/614 nm1 mg92052CF®594 Features
CF®633630/650 nm1 mg92053CF®633 Features
CF®640R642/662 nm1 mg92058CF®640R Features
CF®660R663/682 nm1 mg92059CF®660R Features
CF®680R680/701 nm1 mg92054CF®680R Features

 

References

1. Organic Letters (2017), 19, 3179-3182. DOI:10.1021/acs.orglett.7b01198

Download a list of CF® dye references.

 

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