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Synthesis of isothiocyanate-derived mercapturic acids


, : Synthesis of isothiocyanate-derived mercapturic acids. European Journal of Medicinal Chemistry 38(7-8): 729-737

Twelve mercapturic acids derived from saturated and unsaturated aliphatic and aromatic isothiocyanates were synthesised, by adding isothiocyanate to a solution of N-acetyl-L-cysteine and sodium bicarbonate, in a typical yield of 77%. Isothiocyanates were synthesised first by adding the corresponding alkyl bromide to phthalimide potassium salt. The obtained N-alkyl-phthalimide was hydrazinolysed yielding the alkyl amine, which subsequently was reacted with thiophosgene yielding the isothiocyanate with an overall yield of 16%. Mercapturic acids in urine can serve as a biomarker of intake to determine the health promoting potential of isothiocyanates present in cruciferous vegetables.

US$19.90

PMID: 12932904

DOI: 10.1016/s0223-5234(03)00141-7


Other references

Coats D.W., 1988: Duboscquella cachoni new species a parasitic dinoflagellate lethal to its tintinnine host eutintinnus pectinis. The parasitic dinoflagellate Duboscquella cachoni n. sp. is described from infestations of the tintinnine ciliate Eutintinnus pectinis collected from the Chesapeake Bay, a major North American estuary located on the east coast of the United States...

Lambah, A.; Dixon, J., 2000: Breast cancer: detection and management. Practitioner 244(1615): 884-6, 888-92, 894-5, 897-8

Czarnocki, J.Z.ecik, A., 1973: The activity of bone marrow distribution in suckling piglets. Medycyna weterynaryjna: 29 (11) 694-695

Van Hise, J.R.; Schuchman, S.M., 1984: Lead-impregnated acrylic shielding for a diagnostic x-ray unit. Journal of the American Veterinary Medical Association 184(1): 95-96

Lewandowicz, A.; Rudzinski, J.; Luo, L.; Dunaway-Mariano, D.; Paneth, P., 2002: Determination of the chlorine kinetic isotope effect on the 4-chlorobenzoyl-CoA dehalogenase-catalyzed nucleophilic aromatic substitution. The chlorine kinetic isotope effect (KIE) on the dehalogenation of 4-chlorobenzoyl-CoA catalyzed by 4-chlorobenzoyl-CoA dehalogenase has been measured at room temperature and optimal pH. The measured value of (37)k = 1.0090 +/- 0.0006 is larger th...

Emmanuele, V.; Silvers, D.S.; Sotiriou, E.; Tanji, K.; DiMauro, S.; Hirano, M., 2012: MERRF and Kearns-Sayre overlap syndrome due to the mitochondrial DNA m.3291T>C mutation. A 48-year-old man presented with a complex phenotype of myoclonus epilepsy with ragged-red fibers (MERRF) syndrome and Kearns-Sayre syndrome (KSS), which included progressive myoclonus epilepsy, cerebellar ataxia, hearing loss, myopathic weakness,...

Cassirame, J.; Stuckey, M.I.; Sheppard, F.; Tordi, N., 2013: Accuracy of the Minicardio system for heart rate variability analysis compared to ECG. The purpose of this investigation was twofold: firstly, to assess the accuracy of heart rate (HR) measurements from Minicardio compared to a standard electrocardiogram (ECG) and secondly, to compare the heart rate variability analysis carried out...

Kang, D-Young.; Park, J-In.; Cho, W-Soon.; Jeong, M-Ho.; Cho, G-Woo.; Park, H-Tae.; Bae, H-Rahn., 2004: Identification of vasopressin-induced genes in AQP2-transfected MDCK cells by suppression subtractive hybridization. Arginine vasopressin (AVP) plays a major role in the modulation of water reabsorption in mammalian kidney. In addition to short-term regulation of aquaporin 2 (AQP2) trafficking, AVP also has long-term effects to regulate the expression of AQP2 in...

Tissot, F.; Blanc, D.S.; Basset, P.; Zanetti, G.; Berger, M.M.; Que, Y-A.; Eggimann, P.; Senn, L., 2016: New genotyping method discovers sustained nosocomial Pseudomonas aeruginosa outbreak in an intensive care burn unit. Pseudomonas aeruginosa is a leading cause of healthcare-associated infections in the intensive care unit (ICU). To investigate an unexplained increase in the incidence of P. aeruginosa recovered from clinical samples in the ICU over a two-year pe...

Wagner, W.H.; Darling, T., 1957: Synthetic and wild Asplenium gravesii. A rare spleen wort, Asplenium" gravesii, was re-collected at the type locality and synthesized in culture by hybridizing A. bradleyi and A. pinnatifidum. The synthetic and wild forms possess several differences in leaf form and sorus position...