Disease relevance of EPICHLOROHYDRIN

• The recombinant epoxide hydrolase was expressed up to 40% of the total cellular protein content in Escherichia coli BL21(DE3) and the purified enzyme had a kcat of 21 s-1 with epichlorohydrin [1].
• The epoxide hydrolase gene from Agrobacterium radiobacter AD1, a bacterium that is able to grow on epichlorohydrin as the sole carbon source, was cloned by means of the polymerase chain reaction with two degenerate primers based on the N-terminal and C-terminal sequences of the enzyme [1].
• An evaluation of the genetic toxicity of epichlorohydrin. A report of an expert group of the International Commission for Protection against Environmental Mutagens and Carcinogens [2].
• Characterization of the epoxide hydrolase from an epichlorohydrin-degrading Pseudomonas sp [3].
• Mutagenic effect of epichlorohydrin. II. Analysis of chromosomal aberrations in lymphocytes of persons occupationally exposed to epichlorohydrin [4].

High impact information on EPICHLOROHYDRIN

• Inhalation carcinogenicity of epichlorohydrin in noninbred Sprague-Dawley rats [5].
• 32P-post-labelling of 7-(3-chloro-2-hydroxypropyl)guanine in white blood cells of workers occupationally exposed to epichlorohydrin [6].
• Two forms of biotinylated heparin were used in ELISA: heparin which had been directly biotinylated with a biotin-N-hydroxysuccinimide ester and heparin which had been activated using epichlorohydrin and 1,6-diaminohexane prior to biotinylation [7].
• The dependence of enzymatic catalysis on diffusion rates in solution was examined with regard to high specific activity carbonic anhydrase (CA II) by varying the viscosity of the reaction medium with added glycerol, sucrose, and ficoll (a copolymer of sucrose and epichlorohydrin) [8].
• Radioactive methylnitrosourea, epichlorohydrin, styrene oxide, and N-acetoxy-2-acetylaminofluorene were reacted with 14 different polyamino acids in vitro, to determine the relative reactivity of the functional groups in amino acids [9].

Chemical compound and disease context of EPICHLOROHYDRIN

• Previous epidemiologic research has associated potential epichlorohydrin exposure with lung cancer and, in conjunction with allyl chloride exposure, to heart disease mortality [10].
• Molinate (a herbicide), dibromochloropropane (a nematocide) and the halogenated contaminants ethylene dibromide and epichlorohydrin show an almost selective male reproductive toxicity, although they are likely to pose a risk mainly at occupational exposure conditions [11].

Biological context of EPICHLOROHYDRIN

• With the exception of 1b and 1g, the desired compounds were prepared by alkylation of the respective methoxy-1-naphthols with epichlorohydrin and reaction of the resulting epoxide with isopropylamine [12].
• Monitoring of occupational exposure to epichlorohydrin by genetic effects and hemoglobin adducts [13].
• A prospective cytogenetic study was conducted in 35 workers occupationally exposed to epichlorohydrin (ECHH) [4].
• The automated analysis of rat sperm motility following subchronic epichlorohydrin administration: methodologic and statistical considerations [14].
• Rejoining of DNA strand breaks induced by propylene oxide and epichlorohydrin in human diploid fibroblasts [15].

Anatomical context of EPICHLOROHYDRIN

• Cytogenetic analysis of peripheral lymphocytes in workers occupationally exposed to epichlorohydrin [16].
• Glucose oxidase was immobilized onto poly(2-hydroxyethyl methacrylate) membranes by covalent bonding through epichlorohydrin [17].
• Mass spectrometric identification of a candidate biomarker peptide from the in vitro interaction of epichlorohydrin with red blood cells [18].
• Macrophages from mice peritoneal exudate were isolated on basis of specific adherence on epichlorohydrin cross-linked amylose (CLA), a chromatographic gel presenting a high susceptibility to advanced amylolysis with alpha-amylase [19].
• Histologic examination of tissues from an interim and final termination of the exposed animals indicated that the most severely affected organ following inhalation exposure to 25 or 50 ppm of epichlorohydrin in both rats and rabbits was the nasal turbinates [20].

Associations of EPICHLOROHYDRIN with other chemical compounds

• Alkylation of 18 with 1-bromo-2-chloroethane and epichlorohydrin gave the N-(2-chloroethyl) and N-(1,2-epoxy-3-propyl) derivatives 19 and 20 [21].
• Immobilization of the enzymes was done by surface attachment via epichlorohydrin (Epi) and Cibacron Blue F3G-A (CB) activation [22].
• Proceedings: Analysis of chromosome aberrations induced by TEPA and epichlorohydrin in human lymphocytes in vitro and determination of the threshold value [23].
• Ion trap mass spectrometry in the structural analysis of haemoglobin peptides modified by epichlorohydrin and diepoxybutane [24].
• Determination of residual epichlorohydrin and 3-chloropropanediol in water by gas chromatography with electron-capture detection [25].

Gene context of EPICHLOROHYDRIN

• This study evaluated the relationship between central nervous system neoplasms (CNSN) and exposure to epichlorohydrin (ECH) among 11 CNSN cases and 44 controls who were members of a cohort of chemical workers [26].
• Lewis acids control regioselectivity in the alkylation of epi-chlorohydrin and the stereochemistry of an alkyne addition to set the C24/C23 anti relationship [27].
• Compared to a protamine hollow-fiber device produced using cyanogen bromide as an activator, the protamine hollow-fiber device using epichlorohydrin as an activator shows very high resistance to hydrolysis [28].
• Epichlorohydrin (ECH), a direct mutagen in vitro, did not induce chromosomal aberrations in bone-marrow cells of CD1 mice given single oral doses of 50 and 200 mg/kg in water [29].
• Likewise, an acidic 22 kDa sperm protein (SP22) was decreased quantitatively (P < 0.05) in silver-stained two-dimensional gels by the higher dose of each toxicant as well as by the lower dose of EPI and HFLUT [30].

Analytical, diagnostic and therapeutic context of EPICHLOROHYDRIN

• Affinity chromatography materials based on epichlorohydrin crosslinked amylose, agarose and dextran (Sephadex), were used [31].
• Enzymatic degradation of epichlorohydrin crosslinked starch microspheres by alpha-amylase [32].
• The polymer particles were advantaged through immobilization of Procion Bule MX-R, which was incubated by epichlorohydrin via the epoxide groups on the particles surface [33].
• Determination of epichlorohydrin in blood by gas chromatography and selected ion monitoring [34].
• Peripheral lymphocytes of 3 groups of adult subject (28 workers occupationally exposed for 4 years to epichlorohydrin [ECHH], 34 matching controls and 21 subjects of the general population (control group) were cytogenetically analysed [16].

References