Biomarkers for isocyanate exposure: Synthesis of isocyanate DNA adducts

被引：16
作者：
Beyerbach, Armin
Farmer, Peter B.
Sabbioni, Gabriele
机构：
[1] Inst Environm & Occupat Toxicol, CH-6780 Airolo, Switzerland
[2] Univ Munich, Walther Straub Inst Pharmakol & Toxikol, D-80336 Munich, Germany
[3] Univ Leicester, Canc Biomarkers & Prevent Grp, Bioctr, Leicester LE1 7RH, Leics, England
来源：
CHEMICAL RESEARCH IN TOXICOLOGY | 2006年 / 19卷 / 12期
基金：
英国医学研究理事会;
关键词：
D O I：
10.1021/tx0600853
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Isocyanates are important intermediates in industrial manufacturing. DNA adducts and protein adducts are important tools to biomonitor people exposed to xenobiotics. In the present work, the formation of DNA adducts deriving from 4-chlorophenyl isocyanate (4CPI) and 4-methylphenyl isocyanate (4MPI) were explored. The adducts of 4CPI and/or 4MPI with 2'-deoxyadenosine, 2'-deoxyguanosine, and 2'-deoxycytidine were synthesized and characterized by NMR and MS. For low level detection, an LC-MS/MS method was developed. The formation of DNA adducts was confirmed in in vitro reactions with DNA.
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页码：1611 / 1618
页数：8
相关论文
共 37 条
[1]   RESPIRATORY AND OTHER HAZARDS OF ISOCYANATES [J].
BAUR, X ;
MAREK, W ;
AMMON, J ;
CZUPPON, AB ;
MARCZYNSKI, B ;
RAULFHEIMSOTH, M ;
ROEMMELT, H ;
FRUHMANN, G .
INTERNATIONAL ARCHIVES OF OCCUPATIONAL AND ENVIRONMENTAL HEALTH, 1994, 66 (03) :141-152
[2]  
Beland F. A., 1990, CHEM CARCINOGENESIS, P267, DOI DOI 10.1007/978-3-642-74775-5_8
[3]  
*BER CHEM IND, 1997, TOX BEW 4 CHLORPH, P1
[4]   Synthesis and analysis of DNA adducts of arylamines [J].
Beyerbach, A ;
Farmer, PB ;
Sabbioni, G .
BIOMARKERS, 1996, 1 (01) :9-20
[5]   Carcinogenic risk of toluene diisocyanate and 4,4′-methylenediphenyl diisocyanate:: Epidemiological and experimental evidence [J].
Bolognesi, C ;
Baur, X ;
Marczynski, B ;
Norppa, H ;
Sepai, O ;
Sabbioni, G .
CRITICAL REVIEWS IN TOXICOLOGY, 2001, 31 (06) :737-772
[6]  
Breitmaier E., 1987, Carbon-13 NMR spectroscopy
[7]  
Brochhagen F, 1991, HDB ENV CHEM G, V3, P1
[8]   CHEMICAL MODIFICATION OF DEOXYRIBONUCLEIC ACIDS - A DIRECT STUDY BY C-13 NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY [J].
CHANG, CJ ;
GOMES, JD ;
BYRN, SR .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (26) :5151-5160
[9]   Formation, solvolysis, and transcarbamoylation reactions of bis(S-glutathionyl) adducts of 2,4- and 2,6-diisocyanatotoluene [J].
Day, BW ;
Jin, R ;
Basalyga, DM ;
Kramarik, JA ;
Karol, MH .
CHEMICAL RESEARCH IN TOXICOLOGY, 1997, 10 (04) :424-431
[10]  
DUTTA SP, 1980, J CARB-NUCLEOS-NUCL, V7, P217
1234