Facile Access to Isotopically Labelled Valylleucyl Anilides as Biomarkers for the Quantification of Hemoglobin Adducts to Toxic Electrophiles | Zendy

Belov Vladimir N. | Zendy; Müller Michael | Zendy; Ignatenko Oleg | Zendy; Hallier Ernst | Zendy; de Meijere Armin | Zendy

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Facile Access to Isotopically Labelled Valylleucyl Anilides as Biomarkers for the Quantification of Hemoglobin Adducts to Toxic Electrophiles

Author(s) -

Belov Vladimir N.,

Müller Michael,

Ignatenko Oleg,

Hallier Ernst,

de Meijere Armin

Publication year - 2005

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200500429

Subject(s) - chemistry , derivatization , electrophile , hydrogenolysis , adduct , acrylonitrile , hemoglobin , epichlorohydrin , organic chemistry , chromatography , high performance liquid chromatography , catalysis , polymer , copolymer

An easy and efficient synthesis of valylleucyl anilide (HValLeuNHPh) and labelled HVal( 13 C 5 , 15 N)LeuNHPh has been developed. Derivatization of these substances with oxirane, acrylonitrile, epichlorohydrin, glyceraldehyde and other aldehydes gives a series of reference substances and internal standards for the quantitative evaluation of human exposure to toxic electrophiles by quantitative determination of their hemoglobin adducts. Coupling of N ‐Z‐ N ‐Me‐Val( 13 C 5 , 15 N)OH with HLeuNHPh followed by hydrogenolysis affords N –Me–Val( 13 C 5 , 15 N)LeuNHPh for quantification of the exposure to methylating agents. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

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