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Product Number Product Name Molecular Formula Cas. No. Description Notes Alt. Name Alt. Name 2
FL 1610 3'-Fluorous modifier CPG N/A  N/A  While many of Berry & Associates' fluorous products focus on the purification of oligonucleotides,1 fluorous tags have other potential applications in nucleic acid chemistry. 3'-Fluorous modifier CPG (FL 1610) is useful for placing a permanent fluorous tag at the 3'-terminus of an oligonucleotide. In addition to providing a purification handle, fluorous modifications enable applications where fluorophilicity or high hydrophobicity are desired. For example, the presence of a fluorous tag in an oligonucleotide may allow its immobilization onto fluorous-coated glass slides.2,3 Alternatively, placing fluorous monomers at strategic sites in an oligonucleotide may allow intra- or intermolecular fluorous-fluorous interactions, enhancing the attraction between various regions of an oligonucleotide.

For more detail on the use of this product (coupling, cleavage, deprotection, HPLC analysis, and Fluoro-Pak purification), download a Product Information Sheet here.

1. Pearson, W. H.; Berry, D. A.; Stoy, P.; Jung, K.-Y.; Sercel, A. D. J. Org. Chem. 2005, 70, 7114-7122.

2. Fluorous Technologies, Inc., offers Fluorous Modified Glass Slides for the immobilization of fluorous-tagged molecules for microarray formation. The slides feature excellent spot morphology, high signal-to-noise ratios, low and uniform background fluorescence levels, and low non-specific binding, since the fluorous surface around the spot does not interact well with non-fluorous molecules. The ability to use the fluorous tag as both a purification handle and an immobilization handle is also an advantage. Further, the fluorous immobilization is potentially reversible.

3. (a) Pohl and co-workers detected carbohydrate-lectin interactions using fluorous modified slides bearing fluorous-tagged carbohydrates; see: Ko, K.-S.; Jaipuri, F. A.; Pohl, N. L. J. Am. Chem. Soc. 2005, 127, 13162-13163. (b) Spring and co-workers showed that fluorous-tagged small molecules could be immobilized on fluorous modified a glass surface and used to facilitate detection of protein-ligand binding interactions; see: Nicholson, R. L.; Ladlow, M. L.; Spring, D. R. Chem. Commun. 2007, 3906-3908. © Schreiber and co-workers employed fluorous-immobilized small-molecule arrays to screen for histone deacylase inhibitors; see: Vegas, A. J.; Bradner, J. E.; Tang, W.; McPherson, O. M.; Greenberg, E. F.; Koehler, A. N.; Schreiber, S. L. Angew. Chem. Int. Ed. 2007, 46, 7960-7964.

 
3'-Fluorous Modifier CPG (FL 1610) is useful for placing a permanent fluorous tag at the 3'-terminus of an oligonucleotide.      
FL 1620 Fluorous propanol CEP C20H24F17N2O2P  1036029-24-9  The simple fluorous phosphoramidite Fluorous propanol CEP does not have a DMT group and is installed permanently at the 5'-terminus of an oligonucleotide. This reagent serves two purposes: (1) it is a simple way to install a permanent fluorous tag, which may be useful for many purposes including immobilization of the oligonucleotide onto a fluorous glass slide, increasing the hydrophobicity of an oligonucleotide, and or as a mass tag; and (2) this phosphoramidite may be used in the capping steps of oligonucleotide synthesis. When used in the capping steps of oligonucleotide synthesis, the full-length oligonucleotide does not have a fluorous tag incorporated. The failure sequences, however, are capped with a fluorous handle and can easily be removed by capture on fluorous or RP media since fluorous-tagged oligonucleotides are retained strongly on fluorous or RP-HPLC adsorbents, more so than molecules that bear dyes or normal DMT groups.

For more information, download a Product Information sheet.

Learn about fluorous affinity purification of oligonucleotides here. Download a brief overview here.
 
A fluorous phosphoramidite that is installed permanently at the 5'-terminus of an oligonucleotide.     
FL 1700 FDMT-5'-Fluorescein CEP C77H79F17N3O14P  1159976-41-6  The highly hydrophobic FDMT group dominates the adsorptive properties of the molecules, allowing separation from non-FDMT-bearing materials using HPLC (fluorous or RP) or cartridge-based methods (FluoroPak or RP columns). The FDMT group can be removed using the same methods that are used with DMT groups, and on-column detritylation may be employed.

For more information, download a Product Information sheet.

Learn about fluorous affinity purification of oligonucleotides here.

Download a brief overview here.

FDMT-5’-Fluorescein CEP (FL 1700) is from our Experimental Grab Bag. The compounds in this unique collection have met all Berry and Associates' purity standards, but have not been validated for any particular purpose. We hope that you may find them interesting for your research. 
Useful for the installation of fluorescein as well as a fluorous tag for greater affinity for a hydrophobic adsorbent improving purification.     
FL 1710 Fluorous 5'-fluorescein CEP C53H55F17N3O10P  1026807-03-3  Dyes such as fluorescein are often introduced into oligonucleotides using a non-DMT-bearing phosphoramidite such as 5'-Fluorescein CEP ("6-FAM", BA 0054), which places a 6-carboxyfluorescein residue at the 5'-terminus and does not allow further extension. We now offer Fluorous 5'-fluorescein CEP ("Fluorous 6-FAM", FL 1710), where a permanently-attached fluorous tail is present, allowing the isolation of all oligonucleotides that bear a fluorescein moiety using fluorous or reversed-phase adsorbents. The fluorous tail may also enhance contact quenching with hydrophobic quenchers, especially those that have fluorous tails.

For more information, download a Product Information sheet.

Learn about fluorous affinity purification of oligonucleotides here. Download a brief overview here.

 
Useful for the introduction of fluorescein and a permanently-attached fluorous tail which allows the isolation of all oligonucleotides that bear the fluorescein moiety.     
FL 1800 Fluorous 3'-dabcyl CPG N/A  None  Quenchers of fluorescence are often installed into an oligonucleotide probe using 3'-Dabcyl CPG. We now offer Fluorous 3'-dabcyl CPG, which bears a permanent fluorous tail, rendering all quencher-labeled oligonucleotides highly hydrophobic. The fluorous group dominates the adsorption characteristics of the oligonucleotide, causing it to be highly retained on RP and fluorous adsorbents. Whereas a probe bearing a normal 3'-dabcyl and a DMT-bearing 5'-(6-FAM) (from Fluorescein II CEP, BA 0253) was not well separated from dabcyl-only and FAM-only materials, the same probe bearing a fluorous 3'-dabcyl (from Fluorous 3'-dabcyl CPG, FL 1800) and a DMT-bearing 5'-(6-FAM) was well separated from non-fluorous materials. Oligos bearing only a fluorous dabcyl (but no fluorescein) were also strongly retained. Thus, with a 3'-fluorous dabcyl-labeled oligonucleotide, all highly-retained oligos bear dabcyls and are thus dark; i.e., oligos bearing only a fluorophore are easily separated.

Learn about fluorous affinity purification of oligonucleotides here. Download a brief overview here.

 
Fluorous 3'-Dabcyl CPG, which bears a permanent fluorous tail, renders all quencher-labeled oligonucleotides highly hydrophobic.     
FL 1810 Fluorous dabcyl N-
hydroxysuccinimide ester
C28H19F17N4O4  1159976-42-7  We have also studied dabcyls that bear a fluorous tail tethered to the aniline nitrogen atom. Dabcyl NHS ester is useful for the installation of dabcyl residues into amine-modified oligonucleotides or amine-bearing peptides. Fluorous dabcyl NHS ester has a fluorous tail attached to the aniline nitrogen via a two-methylene insulator. This insulation assures that the absorption maximum of dabcyl is not greatly affected. The corresponding fluorous dabcyl carboxylic acid has an absorption maximum at 414 nm in methanol, which compares to a value of 420-425 for dabcyl itself.

Learn about fluorous affinity purification of oligonucleotides here. Download a brief overview here.

 
Allows researchers to study the benefits of fluorous effects on purification and probe performance at various positions of oligonucleotides and peptides.     
FP 7210 Fluoro-Pak™ Columns N/A  None  For more information on fluorous purification, see this link. Download a brief overview (pdf) of fluorous affinity purification here. See product FP 7210-A if a free Luer adaptor is needed. Please note: Fluoro-Pak™ columns are designed to be used with fluorous-tagged oligonucleotides but are also useful for normal DMT-on purifications.
 
Used for the fluorous affinity purification of oligonucleotides.     
FP 7210-A Fluoro-Pak™ Columns, with Luer
Adaptor
N/A  None  Learn more about fluorous affinity purification of oligonucleotides here. Download a brief overview (pdf) here. See product FP 7210 if no Luer adaptor is needed. Please note: Fluoro-Pak™ columns are designed to be used with fluorous-tagged oligonucleotides but are also useful for normal DMT-on purifications.
 
Used for the fluorous affinity purification of oligonucleotides.     
FP 7220 Fluoro-Pak™ II Columns N/A  None  Learn more about fluorous affinity purification of oligonucleotides here. Download a brief overview (pdf) here. See product FP 7220-A if a free Luer adaptor is needed. Please note: Fluoro-Pak™ columns are designed to be used with fluorous-tagged oligonucleotides but are also useful for normal DMT-on purifications.
 
Used for the fluorous affinity purification of oligonucleotides.     
FP 7220-A Fluoro-Pak™ II Columns, with Luer
Adaptor
N/A  None  Learn more about fluorous affinity purification of oligonucleotides here. Download a brief overview (pdf) here. See product FP 7220 if no Luer adaptor is needed. Please note: Fluoro-Pak™ columns are designed to be used with fluorous-tagged oligonucleotides but are also useful for normal DMT-on purifications.
 
Used for the fluorous affinity purification of oligonucleotides.     
FT 6200 5-Carboxytetramethylrhodamine C25H22N2O5  91809-66-4 or 150322-05-7         
FT 6210 6-Carboxytetramethylrhodamine C25H22N2O5  91809-67-5 or 150322-06-8         
FT 6220 5-Carboxytetramethylrhodamine N-
Hydroxysuccinimide Ester
C29H25N3O7  150810-68-7 or 321862-17-3         
FT 6230 6-Carboxytetramethylrhodamine N-
Hydroxysuccinimide Ester
C29H25N3O7  150810-69-8         
HC 9000 N2-Acetyl-O6-
(diphenylcarbamoyl)guanine
C20H16N6O3  112233-74-6  Vorbruggen glycosylation of this heterocycle with an appropriate carbohydrate yields predominately the N-9 nucleoside. The diphenylcarbamoyl group directs N-9 glycosylation, and is readily removed with ammonia in MeOH.  This heterocycle can be used for formation of the N-9 nucleoside.     
HC 9010 2-Amino-4-chloropyrrolo[2,3-d]
pyrimidine
C6H5ClN4  84955-31-7         
HC 9012 6-Amino-4-methoxy-1H-
pyrazolo[3,4-d]pyrimidine
C6H7N5O  100644-67-5         
HC 9015 4-Aminopyrrolo[2,3-d]
pyrimidine
C6H6N4  1500-85-2      7-Deazaadenine   
HC 9020 4-Chloropyrrolo[2,3-d]
pyrimidine
C6H4ClN3  3680-69-1      6-Chloro-7-deazapurine   
HC 9030 7-Deazaguanine C6H6N4O  7355-55-7         
HC 9040 7-Deazahypoxanthine C6H5N3O  3680-71-5         
HC 9042 2,6-Dichloropurine C5H2N4Cl2  5451-40-1         
HC 9045 7,9-Dimethylguanine C7H9N5O  524-35-6         
HC 9050 5-(2-Hydroxyethyl)uracil C6H8N2O3  23956-12-9         
HC 9060 6-Methyl-3,7-dihydro-2H-
pyrrolo[2,3-d]pyrimidin-2-
one
C7H7N3O  663597-69-1  This heterocycle is a fluorescent analog of cytosine. It is encountered in several of our other products, Pyrrolo-dC (PYA 11090), Pyrrolo-C (PYA 11092), and the phosphoramidites Pyrrolo-dC CEP (BA 0170) and 2'-O-TBS-Pyrrolo-C CEP (BA 0245).

For a leading reference, please see Berry, et. Al, Tetrahedron Lett. 2004, 45 (11), 2457-2461. The phosphoramidites are also available through Glen Research, our development partners in this project. For photophysical studies on these fluorescent pyrrolopyrimidines, see: Thompson, K. C.; Miyake, N., J. Phys. Chem. B, 2005, 109, 6012-6019.


 
HC 9060 is a fluorescent analog of cytosine useful in the formation of nucleobases for probing structure and dynamics of nucleic acids.     
HC 9070 7-O-Amino-4-
methylumbelliferone
C10H9NO3  99908-11-9  Coumarin derivatives such as 7-O-Amino-4-methylumbelliferone have been shown to be useful in a simple spectroscopic assay for aldehydes in biologically relevant media.1 Condensation of this compound with aldehydes (e.g., formaldehyde) forms aldimines that are susceptible to elimination with Lewis bases such as bovine serum albumin (BSA), forming blue-fluorescent 4-methylumbelliferone (4-MU). The excitation and emission maxima for 4-MU are the same at pH 7.0 (water) and pH 10.3 (0.15 M glycine buffer).2 Maximum fluorescence was observed at 445 nm when excited at 365 nm, and the fluorescence intensity is 100 times as intense at pH 10.3 than at pH 7.0.

5 mg = 26.2 micromoles; 25 mg = 131 micromoles.

Download a Product Information Sheet for HC 9070 here.

1. Salahuddin, S.; Renaudet, O.; Reymond, J.-L. Org. Biomol. Chem. 2004, 2, 1471-1475.

2. Strachan, R.; Wood, J.; Hirschmann, R. J. Org. Chem. 1962, 27, 1074-1075.

 
Useful in a simple spectroscopic assay for aldehydes in biologically relevant media.  7-(Aminooxy)-4-methyl-2H-chromen-2-one