SIMA phosphoramidite, 6-isomer (hydroxyprolinol)
| Cat. # | Quantity | Price | Lead time | Buy this product |
|---|---|---|---|---|
| 13360 | 100 mg | – | in stock | |
| 23360 | 250 mg | $340 | in stock | |
| 43360 | 1 g |
$990
|
in stock | |
| 63360 | 5 g |
$3900
|
in stock | |
| 83360 | 10 g | please inquire | 21 days |
SIMA phosphoramidite (hydroxyprolinol), 6-isomer contains xanthene dye dichloro-diphenyl-fluorescein (SIMA) with spectral characteristics similar to those of HEX but it is considered to be more resistant to deblocking under alkaline conditions, so deprotection can be run with aqueous ammonium hydroxide at higher temperatures or with AMA (1:1 mixture, concentrated aqueous ammonium hydroxide / 40% aqueous methylamine) at room temperature for 2 h or 65 °C for 10 min.
This modifying reagent with the core of hydroxyprolinol, also has a dimethoxythrityl protection group for cleaning reversed phase HPLC (RP-HPLC), C18 column.
Recommendations for using the reagent:
Coupling: 3 min.
Deprotection: Standard conditions with 25% ammonium hydroxide; deprotection time depends on the composition of nucleic acids and their protective groups. AMA (1:1 mixture of concentrated aqueous ammonium hydroxide / 40% aqueous methylamine) can be used for 2 hours at room temperature or 10 min at 65 °C.
Absorption and emission spectra of SIMA
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| Appearance: | white powder |
| Molecular weight: | 1480,52 |
| Molecular formula: | C84H89Cl2N4O14P |
| IUPAC name: | 6-((6-(2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-(((2-cyanoethoxy)(diisopropylamino)phosphaneyl)oxy)pyrrolidin-1-yl)-6-oxohexyl)carbamoyl)-4,7-dichloro-3-oxo-2',7'-diphenyl-3H-spiro[isobenzofuran-1,9'-xanthene]-3',6'-diyl bis(2,2-dimethylpropanoate) |
| Solubility: | good solubility in acetonitrile and DCM |
| Quality control: | NMR 1H and 31P, HPLC-MS (95%) |
| Storage conditions: | 12 months after receival at -20°C in the dark. Transportation: at room temperature for up to 3 weeks. Avoid prolonged exposure to light. Desiccate. |
| MSDS: | Download |
| Product specifications |
Spectral properties
| Excitation/absorption maximum, nm: | 531 |
| ε, L⋅mol−1⋅cm−1: | 92300 |
| Emission maximum, nm: | 555 |
| Fluorescence quantum yield: | 0.63 |
| CF260: | 0.57 |
| CF280: | 0.18 |
Oligo synthesis details
| Diluent: | Anhydrous Acetonitrile |
| Coupling conditions: | 3 minute coupling time recommended |
| Deprotection conditions: | identical to protected nucleobases |
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