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TMSI (N-Tremethylsilyimidazole)

  TMSI (N-Tremethylsilyimidazole)



The strongest silylation reagent for hydroxyls…reacts quickly and smoothly with hydroxyl and carboxyl groups.

TMSI is a derivatization reagent for the silylation of hydroxyl groups. This reagent reacts quickly and smoothly with hydroxyls and carboxylic acids, but not with amines. Because TMSI derivatives are less stable than TMS esters or ethers, TMSI is especially useful in multi-derivatization schemes for compounds containing both hydroxyl and amine groups.

TMSI is used in the derivatization of alcohols, phenols, organic acids, steroids, hormones, glycerols, nucleotides and narcotics. It is the strongest hydroxyl silylation reagent available for carbohydrates and steroids. TMSI is also excellent for C1 through C15 fatty acids in serum and urine.


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Highlights

  • Strongest reagent for silylation of hydroxyl groups; reacts quickly and smoothly with hydroxyl and carboxyl groups
  • Does not react with amines or amides, making it possible to do multi-deratization for compounds containing both hydroxyl and amine groups
  • Used for the silylation of sugars in the presence of small amounts of water; ideal for derivatizing sugars when they must be analyzed as syrups
  • Derivatizes most steroid hydroxyls, including unhindered and highly hindered


References

 1. Yoo, Y., et al. (1995). Determination of nalbuphine in drug abuser’s urine. J. of Analytical Toxicology 19, 120.
 2. Seidel, V., et al. (1993). Analysis of trace levels of trichothecene mycotoxins in Austrian cereals by gas chromatography with electron capture detection. Chromatographia 37, 191.  
 3. Andrews, P.A., (1987). Silylated N,O-ketals fom the reaction of ketones with N-trimethylsilylimidazole. J. Chromatography, 419, 271.
 4. Masuda, S., et al. (1996). In Vitro Metabolism of the vitamin D Analog, 22-Oxacalcitriol, using cultured Osteosarcoma, Hepatoma, and Keratinocyte cell lines. J. Biol. Chem., 271 8700.
 5. Castagnetta, L., et al. (2002). Tissue content of hydroxyestrogens in relation to survival of breast cancer patients. Clinical Cancer Research, 8, 3146.
 6. Morineau, G., et al. (1997). Convenient chromatographic prepurification step before measurement of urinary cortisol by radioimmunoassay. Clinical Chemistry, 43, 786.
 7. Lu, H., et al. (1998). Effects of Phenobarbital on stereoselective metabolism of Ifosfamide in rats. Drug Metabolism and Disposition, 26, 476.

 TMSI (N-Tremethylsilyimidazole)
 Product# Price  Description  Pkg. Size  
         
 TS-88623      -    TMSI 10 x 1 ML   SELECT  
 TS-88625      -    TMSI 25 GM   SELECT  
 TS-88626      -    TMSI (N-Trimethylsilylimidazole) 4 x 25 gm   SELECT  
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