SIMA phosphoramidite, 6-isomer (hydroxyprolinol)

Cat. # Quantity Price Lead time
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
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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

Absorption and emission spectra of SIMA

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General properties

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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