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Oligo Synthesis

Oligo Synthesis : Supports, CPGs

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3'-Alkyne-Modifier Serinol CPG

3'-Alkyne-Modifier Serinol CPG

Glen Research

Catalogue No.DescriptionPack SizePriceQty
20-2992-013'-Alkyne-Modifier Serinol CPG 0.1g £95.00 Quantity Add to Order
20-2992-103'-Alkyne-Modifier Serinol CPG 1.0g £727.00 Quantity Add to Order
20-2992-133'-Alkyne-Modifier Serinol CPG 1x10µm £236.00 Quantity Add to Order
20-2992-143'-Alkyne-Modifier Serinol CPG 1x15µm £355.00 Quantity Add to Order
20-2992-413'-Alkyne-Modifier Serinol CPG 4x1.0µm £159.00 Quantity Add to Order
20-2992-423'-Alkyne-Modifier Serinol CPG 4x0.2µm £91.00 Quantity Add to Order

Description

3'-Alkyne-Modifier Serinol CPG

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 used 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. 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.

Structure

Catalog Number: 20-2992-xx

Description: 3'-Alkyne-Modifier Serinol CPG

3-Dimethoxytrityloxy-2-(3-(3-propargyloxypropanamido)propanamido)propyl-
1-O-succinoyl long chain alkylamino CPG


F.W.: 334.26

Diluent: n/a
Coupling: This support should be used in a manner identical to normal protected nucleoside support since it contains the DMT group.
Deprotection: Room temperature Ammonium Hydroxide as required by nucleobases.
Storage: Controlled room temperature or lower, dry
Stability in Solution: Not Applicable

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

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References

(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

3'-Alkyne-Modifier Serinol CPG

3-Dimethoxytrityloxy-2-(3-(3-propargyloxypropanamido)propanamido)propyl-
1-O-succinoyl long chain alkylamino CPG
    F.W.: 334.26

Diluent: n/a
Coupling: This support should be used in a manner identical to normal protected nucleoside support since it contains the DMT group.
Deprotection: Room temperature Ammonium Hydroxide as required by nucleobases.
Storage: Controlled room temperature or lower, dry
Stability in Solution: Not Applicable
  Material Safety Data Sheet

Literature Highlights

Glen Report 21.1: NEW PRODUCTS - CLICK CHEMISTRY, DMF-DG-5'-CE PHOSPHORAMIDITE

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Related products

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