Derivatizes hydroxyl, carboxyl, thiol and primary and secondary amines
Typical yields are >96%
Provides TBDMCS ethers that are 104 times more stable to hydrolysis than TMS ethers
Reaction byproducts are neutral and volatile
Derivatives have a high molecular concentration at M-57
Silylating potential increased by adding 1% TBDMCS
MBTSTFA and MBTSTFA + 1% TBDMCS convert hydroxyls, carboxyls, thiols and primary and secondary amines to TBDMS (tert-butyldimethylsilyl) derivatives, which are 10,000 times more stable than TMS ethers1. The reaction requires only 5 to 20 minutes to complete, and the by-products are neutral and volatile, preventing clogging of chromatography instruments. The addition of 1% TBDMCS acts as a catalyst, improving performance compared to MBTSTFA alone.
References
1.Aponte, J.L., et al. (2001). Point mutations in the murine fumarylacetoacetate hydrolase gene: Animal models for the human genetic disorder hereditary tyrosinemia type 1. PNAS 98(2):641-645. 2.Gloerich, J., et al. (2007). Metabolism of phytol to phytanic acid in the mouse, and the role of PPARa in it regulation. J. Lipid Res. 48:77-85. 3.Janssen, D.J.M.T., et al. (2002). Surfactant phosphatidylcholine half-life and pool size measurements in premature baboons developing bronchopulmonary dysplasia.Pediat. Res. 52(5):724-9. 4.Jenner, A.M., et al. (2002). Vitamin C protects against hypochlorous acid-induced glutathione depletion and DNA base and protein damage in human vascular smooth muscle cells. Arterioscler. Thromb. Vasc. Biol. 22(57):574-80. 5.Kim, I., et al. (2002). Plasma and oral fluid pharmacokinetics and pharmacodynamics after oral codeine administration. Clin. Chem. 48(9):1486-96. 6.Lehrmann, E., et al. (2003). Transcriptional profiling in the human prefontal cortex: Evidence for two activational states associated with cocaine abuse. Pharmacogenomics. 3(1):27-40. 7.Oyler, J.M., et al. (2002). Duration of detectable methamphetamine and amphetamine excretion in urine after controlled oral administration of methamphetamine to humans. Clin. Chem. 48(10):1703-14. 8.Rawlingson, A., et al. (2003). Functional significance of inducible nitric oxide synthase induction and protein nitration in the thermally injured cutaneous microvasculature. Am. Soc. Inv. Path. 162(4):1373-1380. 9.Schepers, R.J.F., et al. (2003). Methamphetamine and amphetamine pharmacokinetics in oral fluid and plasma after controlled oral methamphetamine administration to human volunteers. Clin. Chem. 49(1):121-32. 10.Sewell, W.F., et al. (2005). Extracts of retina and brain that excite afferent fibers innervating hair cells contain a compound related to Hydroxyphenylglycine-N-carbamoyl. Synapse 58(2):129-140. 11.West, R.E., et al. (1993). GC/MS Analysis of five common benzodiazepine metabolites in urine as tert-butyl-dimethylsilyl derivatives. J. Anal. Tox. 17, 114.
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