Cambio - Excellence in Molecular Biology

Oligo Synthesis

Oligo Synthesis : Reagents, Labelling

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Azidobutyrate NHS Ester

Azidobutyrate NHS Ester

Glen Research

Catalogue No.DescriptionPack SizePriceQty
50-1904-23Azidobutyrate NHS Ester 2.3mg £55.00 Quantity Add to Order
50-1904-24Azidobutyrate NHS Ester 23mg £273.00 Quantity Add to Order

Description

Azidobutyrate NHS Ester

Structure

Catalog Number: 50-1904-xx

Description: Azidobutyrate NHS Ester

4-Azido-butan-1-oic acid N-Hydroxysuccinimide Ester
Formula: C8H10N4O4 M.W.: 226.19 F.W.: 113.12
Diluent: Anhydrous ACN, DMSO or DMF
Coupling: For labeling 0.2 umoles of an amino-modified oligonucleotide, dissolve 2.3 mg of Azidobutyrate NHS Ester in 60 uL of ACN (DMSO or DMF are also acceptable). Dissolve the amino-modified oligonucleotide in 500 uL of 0.1 M Carbonate/Bicarbonate buffer (pH 9). Add 12 uL of the Azidobutyrate NHS Ester solution to the dissolved oligonucleotide and let react for 2 hours at room temperature and desalt.
Deprotection: Not Applicable
Storage: Freezer storage, -10 to -30°C, dry
Stability in Solution: 2-3 days

Oligonucleotides prepared using 5’-Hexynyl Phosphoramidite are stable to standard deprotection conditions and exhibit a slightly increased retention time on RP HPLC. Azides are not compatible with oligonucleotide synthesis using phosphoramidites so a post-synthesis reaction is required. Azidobutyrate NHS Ester is used1 for azido-modification of amines at either the 3’-end or the 5’-end of an oligo and it can even be used for internal modification on an Amino-Modifier-C6 dX residue within the sequence. Specific to the 5’-terminus, 5’-Bromohexyl Phosphoramidite is added in the last cycle. This modifier can then be easily transformed into a 5’-azido group by displacement of bromide using sodium azide.2 Alkyne NHS ester allows the functionalization of an amino moiety in a variety of molecules, including DNA and RNA oligonucleotides as well as peptides or proteins. We also offer a synthesis support for labelling the 3’ terminus of oligonucleotides with an alkyne group for use in Click Chemistry. This builds upon our 1,3-diol product portfolio with the serinol backbone. A 5’-iodo-modified oligonucleotide (prepared using 5’-Iodo-dT) can be quantitatively converted to the corresponding 5’-azide.

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Protocols

MSDS

Glen Report 20.1: MORE CLICK CHEMISTRY
Glen Report 22.2: Technical Brief - Crosslinking with Click Chemistry

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References

All products of baseclick are patent protected and available in collaboration with baseclick.
Baseclick GmbH has filed the following patent applications:
1. WO2006/117161, New labelling strategies for the sensitive detection of analytes
2. WO2008/952775, Click Chemistry for the production of reporter molecules

Baseclick GmbH holds a worldwide license for the research market of the “Click Chemistry” patent from “The Scripps Research Institute”:
3. WO03/101972, Copper-catalysed ligation of azides and acetylenes

(1) R. Kumar, et al., Journal of the American Chemical Society, 2007, 129, 6859-6864.
(2) J. Lietard, A. Meyer, J.J. Vasseur, and F. Morvan, Tetrahedron Letters, 2007, 48, 8795-8798.

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Notes

Azidobutyrate NHS Ester

4-Azido-butan-1-oic acid N-Hydroxysuccinimide Ester
Formula: C8H10N4O4 M.W.: 226.19 F.W.: 113.12
Diluent: Anhydrous ACN, DMSO or DMF
Coupling: For labeling 0.2 umoles of an amino-modified oligonucleotide, dissolve 2.3 mg of Azidobutyrate NHS Ester in 60 uL of ACN (DMSO or DMF are also acceptable). Dissolve the amino-modified oligonucleotide in 500 uL of 0.1 M Carbonate/Bicarbonate buffer (pH 9). Add 12 uL of the Azidobutyrate NHS Ester solution to the dissolved oligonucleotide and let react for 2 hours at room temperature and desalt.
Deprotection: Not Applicable
Storage: Freezer storage, -10 to -30°C, dry
Stability in Solution: 2-3 days
Material Safety Data Sheet

Literature Highlights

Glen Report 20.1: MORE CLICK CHEMISTRY

If you cannot find the answer to your problem then please contact us or telephone +44 (0)1954 210 200

Related products

If you cannot find the answer to your problem then please contact us or telephone +44 (0)1954 210 200