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Home Products Modification and Labeling Label Phosphoramidites and Supports Biotin Labeling of Oligonucleotides Biotin Phosphoramidites BiotinTEG Phosphoramidite

BiotinTEG Phosphoramidite - (10-1955)

1-Dimethoxytrityloxy-3-O-(N-biotinyl-3-aminopropyl)-triethyleneglycolyl-glyceryl-2-O-(2-cyanoethyl)-(N,N-diisopropyl)-phosphoramidite
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10-1955
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Product Specifications

Formula:
C52H76N5O11PS
M.W.:
1010.24
F.W.:
569.61
CAS Number:
198080-44-3
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1-Dimethoxytrityloxy-3-O-(N-biotinyl-3-aminopropyl)-triethyleneglycolyl-glyceryl-2-O-(2-cyanoethyl)-(N,N-diisopropyl)-phosphoramidite

Description

Glen Research biotin phosphoramidites for direct labelling of synthetic oligonucleotides exhibit the following features:

  1. All are soluble in acetonitrile at concentrations useful for DNA synthesis.
  2. All include a DMT group for cartridge purifications which is essential for the preparation of biotinylated PCR primers because of the potential for cross contamination in HPLC purifications.
  3. For the development of diagnostic probes, biotin phosphoramidite is capable of branching to allow multiple biotins to be introduced at the 3’- or 5’-terminus. BiotinTEG Phosphoramidite contains a 15 atom mixed polarity spacer arm based on a triethylene glycol.
Details

Usage

  • Coupling: 12-15 minute coupling time. To maintain label yield, carry out the synthesis DMT-on.
  • Deprotection: To maintain label yield as a 5' modifier, cleave and deprotect as required by nucleobases and then remove the DMT group.  Alternatively, treat column with 10% diethylamine in acetonitrile for 2 minutes at room temperature (2x) to remove cyanoethyl protecting groups and rinse with ACN. At this point, the DMT group may be safely removed without loss of label during deprotection.
Specifications
Diluent Anhydrous Acetonitrile
Recommended Storage Refrigerated storage, maximum of 2-8°C, dry
Stability In Solution 2-3 days
Dilution/Coupling Data

The table below show pack size data and, for solutions, dilution and approximate coupling based on normal priming procedures.

ABI 392/394

Catalog # Pack Size Grams/Pack 0.1M Dil. (mL) Approximate Number of Additions
LV40 LV200 40nm 0.2μm 1μm 10μm
10-1955-02 0.25 g .25grams 2.47 69 41.4 25.88 18.82 13.8 3.45
10-1955-90 100 µmol .101grams 1 20 12 7.5 5.45 4 1
10-1955-95 50 µmol .051grams 0.5 3.33 2 1.25 0.91 0.67 0.17

Expedite

Catalog # Pack Size Grams/Pack Dilution (mL) Approximate Number of Additions
Molarity 50nm 0.2μm 1μm 15μm
10-1955-02 0.25 g .25grams 3.69 0.07 67.4 42.13 30.64 4.21
10-1955-90 100 µmol .101grams 1.5 0.07 23.6 14.75 10.73 1.48
10-1955-95 50 µmol .051grams 0.75 0.07 8.6 5.38 3.91 0.54
Technical documents
Safety Data Sheet (North America)
View Safety Data Sheet
Safety Data Sheet (EU)
View Safety Data Sheet
Safety Data Sheet (Other)
View Safety Data Sheet
Glen Report 6.23: Research Review - Antisense RNA
View Report
Glen Report 5-13: BioTEG - The Ultimate Biotin Phosphoramidite
View Report
Certificate of analysis

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Products FAQS
Biotin is transparent at 260nm. The UV detector in the HPLC trace of biotin phosphoramidites is monitoring the absorption of the DMT group on the spacer arm.||
No. However, this can be produced on the synthesizer by adding to the 5'- terminus first 5'-thiol-modifier C6 S-S (10-1936) followed by BioTEG phosphoramidite (10-1955). This should generate a biotinylated primer with a long spacer arm containing the disulfide linkage which can be cleaved later with DTT.||
A colorimetric assay for biotin can be quite effective. The color results from the reaction of biotin with p-dimethylaminocinnamaldehyde in the presence of sulfuric acid.1. Spot 0.2 A260 units of biotinylated oligonucleotide on a silica gel TLC plate.2. Dry the plate.]3. Spray with a solution of 2% p-dimethylaminocinnamaldehyde (Sigma), 2% conc. sulfuric acid in ethanol.4. Heat the plate and the presence of biotin will be indicated by the formation of a pink spot.Since the intensity of the biotin spot is quite low, it is prudent to compare with an unlabelled oligonucleotide similarly treated.
Modification reagents based on a 1,2-diol, e.g., BioTEG, DNP phosphoramidites, or a 1,3-diol, e.g., fluorescein, biotin phosphoramidites, can be added several times at the 5'-terminus since they contain an alcohol group capable of further addition with phosphoramidites. Can this alcohol also be a substrate for T4 polynucleotide kinase for 32P labelling of these modified oligonucleotides? Surprisingly, the answer is yes. Teoule and coworkers have shown(1) that oligos labelled at the 5'-terminus are substrates for kinase. Interestingly, the oligos modified with reagents based on 1,2-diols are labelled to 50%, indicating that only one diastereomer is labelled, while those modified with 1,3-diol reagents are labelled to 100%.||REFERENCE(S): (1) M.L. Fontanel, H. Bazin, and R. Teoule, Analytical Biochemistry, 1993, 214, 338-340. ||