Protein Information

Name hemoglobin (protein family or complex)
Synonyms Hemoglobin; Hemoglobins

Compound Information

Name acrylonitrile
CAS 2-propenenitrile

Reference List

PubMed Abstract RScore(About this table)
6668618 Farooqui MY, Ahmed AE: The effects of acrylonitrile on hemoglobin and red cell metabolism. . Regul Toxicol Pharmacol. 2007 Mar;47(2):171-83. Epub 2006 Oct 10.
64(0,2,2,4) Details
8406901 Ivanov V, Hashimoto K, Inomata K, Kawai T, Mizunuma K, Klimatskaya L: Biological monitoring of acrylonitrile exposure through a new analytical approach to hemoglobin and plasma protein adducts and urinary metabolites in rats and humans. Int Arch Occup Environ Health. 1993;65(1 Suppl):S103-6.
62(0,2,2,2) Details
9074806 Bergmark E: Hemoglobin adducts of acrylamide and acrylonitrile in laboratory workers, smokers and nonsmokers. Chem Res Toxicol. 1997 Jan;10(1):78-84.

Hemoglobin adducts of acrylamide, acrylonitrile, and ethylene oxide were determined using the modified Edman degradation procedure.
37(0,1,2,2) Details
15009539 Wong JL, Liu DZ, Zheng YT: Lysine conjugate of acrylonitrile as antigenic sites in hemoglobin adducts. J Pept Res. 2004 Feb;63(2):171-4.
32(0,1,1,2) Details
17034917 Scherer G, Engl J, Urban M, Gilch G, Janket D, Riedel K: Relationship between machine-derived smoke yields and biomarkers in cigarette smokers in Germany. Bioelectrochemistry. 2007 Nov;71(2):198-203. Epub 2007 May 21.

The following biomarkers were determined: In 24-h urine: Nicotine equivalents (molar sum of nicotine, cotinine, trans-3'-hydroxycotinine and their respective glucuronides), 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL, metabolite of the tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone, NNK), 3-hydroxypropylmercapturic acid (metabolite of acrolein), trans,trans-muconic acid, S-phenylmercapturic acid (metabolites of benzene), 1-hydroxypyrene (metabolite of pyrene); in saliva: Cotinine and trans-3'-hydroxycotinine; in exhaled air: Carbon monoxide; in blood: Methyl-, hydroxyethyl-, cyanoethyl- (biomarker of acrylonitrile) and carbamoylethylvaline (biomarker of acrylamide) hemoglobin adducts.
31(0,1,1,1) Details
17053297 Ogawa M, Oyama T, Isse T, Yamaguchi T, Murakami T, Endo Y, Kawamoto T: Hemoglobin adducts as a marker of exposure to chemical substances, especially PRTR class I designated chemical substances. J Occup Health. 2006 Sep;48(5):314-28.

Hemoglobin adduct levels were elevated after exposures to styrene, MDI, MDA, 1, 3-butadiene, ethylene oxide, acrylamide and acrylonitrile.
16(0,0,2,6) Details
17985202 Kutting B, Uter W, Drexler H: The association between self-reported acrylamide intake and hemoglobin adducts as biomarkers of exposure. Teratog Carcinog Mutagen. 1996;16(4):205-18.

METHODS: Objective parameters of previous exposure, such as hemoglobin-adduct levels of acrylamide and of the smoking-specific acrylonitrile, respectively, were related to self-reported data in 1,008 volunteers of the general population in bivariate analyses and a multiple linear regression analysis using the log-transformed biomarker levels as outcome.
8(0,0,1,3) Details
8209389 Calleman CJ, Wu Y, He F, Tian G, Bergmark E, Zhang S, Deng H, Wang Y, Crofton KM, Fennell T, et al.: Relationships between biomarkers of exposure and neurological effects in a group of workers exposed to acrylamide. Toxicol Appl Pharmacol. 1994 Jun;126(2):361-71.

The NIn was correlated also with hemoglobin adducts of acrylonitrile, which was explained primarily by a correlation between acrylamide and acrylonitrile exposure in this workshop.
8(0,0,1,3) Details
10919741 Fennell TR, MacNeela JP, Morris RW, Watson M, Thompson CL, Bell DA: Hemoglobin adducts from acrylonitrile and ethylene oxide in cigarette smokers: effects of glutathione S-transferase T1-null and M1-null genotypes. Cancer Epidemiol Biomarkers Prev. 2000 Jul;9(7):705-12.
8(0,0,1,3) Details
10525260 Perez HL, Segerback D, Osterman-Golkar S: Adducts of acrylonitrile with hemoglobin in nonsmokers and in participants in a smoking cessation program. Med Tr Prom Ekol. 2008;(10):12-5.
8(0,0,1,3) Details
8001224 Osterman-Golkar SM, MacNeela JP, Turner MJ, Walker VE, Swenberg JA, Sumner SJ, Youtsey N, Fennell TR: Monitoring exposure to acrylonitrile using adducts with N-terminal valine in hemoglobin. Toxicol Appl Pharmacol. 1993 May;120(1):45-54.
8(0,0,1,3) Details
8511782 Bergmark E, Calleman CJ, He F, Costa LG: Determination of hemoglobin adducts in humans occupationally exposed to acrylamide. Crit Rev Toxicol. 1989;19(3):227-49.

Hemoglobin (Hb) adduct determinations were used to monitor occupational exposure to acrylamide (AA) and acrylonitrile (AN).
7(0,0,1,2) Details
12191862 Schettgen T, Broding HC, Angerer J, Drexler H: Hemoglobin adducts of ethylene oxide, propylene oxide, acrylonitrile and acrylamide-biomarkers in occupational and environmental medicine. Toxicol Lett. 2002 Aug 5;134(1-3):65-70.
7(0,0,1,2) Details
16006786 Kutting B, Schettgen T, Beckmann MW, Angerer J, Drexler H: Influence of diet on exposure to acrylamide--reflections on the validity of a questionnaire. Toxicol Appl Pharmacol. 1995 Oct;134(2):185-94.

Finally, anamnestic data of the questionnaire were correlated to objective parameters such as blood levels of hemoglobin adducts of acrylamide and acrylonitrile.
7(0,0,1,2) Details
9381408 Borba H, Monteiro M, Proenca MJ, Chaveca T, Pereira V, Lynce N, Rueff J: Evaluation of some biomonitoring markers in occupationally exposed populations to acrylonitrile. Carcinogenesis. 1994 Dec;15(12):2701-7.

Three main compartments related to the dose or effect of the hazardous compound were evaluated using various assessment methods: 1) internal dose (genotoxicity in urine, indicators of oxidative stress, induction of cytochromes P450); 2) biological effective dose (hemoglobin adducts); and 3) early biological effects (chromosomal aberrations, sister chromatid exchanges).
4(0,0,0,4) Details
10840596 Shukla R, Balakrishnan M, Agarwal GP: Bovine serum albumin-hemoglobin fractionation: significance of ultrafiltration system and feed solution characteristics. Bioseparation. 2000;9(1):7-19.

Three different membranes, viz. regenerated cellulose, poly (sulfone) and surface modified poly (acrylonitrile), each with a nominal molecular cutoff rating of 100 kD, were examined.
3(0,0,0,3) Details
17569598 Shan D, Wang S, Zhu D, Xue H: Studies on direct electron transfer and biocatalytic properties of hemoglobin in polyacrylonitrile matrix. Toxicol Lett. 2002 Jun 24;132(3):197-219.

2(0,0,0,2) Details
2100852 Proca M, Cotrau M, Butnaru E: [Biotoxicological research on a segment of the population in an industrial environment. Rev Med Chir Soc Med Nat Iasi. 1990 Apr-Jun;94(2):363-7.

Total proteins, hemoglobin, methemoglobin and cholinesterase].
This paper presents the results of a complex biochemical and biotoxicological screening including about 300 employees working at the polyplants in the melanin section where the major chemical noxa is acrylonitrile.
2(0,0,0,2) Details
7570594 Gargas ML, Andersen ME, Teo SK, Batra R, Fennell TR, Kedderis GL: A physiologically based dosimetry description of acrylonitrile and cyanoethylene oxide in the rat. Int J Artif Organs. 2004 Aug;27(8):728-30.

The dosimetry description includes tissue partition coefficients and in vitro estimates of the rates of reaction of ACN and CEO with hemoglobin and blood macromolecules and the reaction of CEO with tissue GSH.
2(0,0,0,2) Details
2653733 Bond JA: Review of the toxicology of styrene. Kidney Blood Press Res. 2001;24(1):71-4.

Styrene is used in the production of plastics and resins, which include polystyrene resins, acrylonitrile-butadiene-styrene resins, styrene-acrylonitrile resins, styrene-butadiene copolymer resins, styrene-butadiene rubber, and unsaturated polyester resins.
Needed areas of future research on styrene include studies on the molecular dosimetry of styrene in terms of both hemoglobin and DNA adducts.
1(0,0,0,1) Details
2926097 Cavazos R Jr, Farooqui MY, Day WW, Villarreal MI, Massa E: Disposition of methacrylonitrile in rats and distribution in blood components. Cancer Causes Control. 2008 Apr;19(3):273-81. Epub 2007 Nov 6.

The interaction of 2 [14C] methyl-2,3 [14C] acrylonitrile (MeAN) with the components of blood and its disposition in male Sprague-Dawley rats has been investigated.
More than 50% of the radioactivity in erythrocytes was detected as covalently bound to cytoplasmic (hemoglobin) and membrane proteins.
1(0,0,0,1) Details
12044704 Johannsen FR, Levinskas GJ: Comparative chronic toxicity and carcinogenicity of acrylonitrile by drinking water and oral intubation to Spartan Sprague-Dawley rats. Patol Fiziol Eksp Ter. 2009 Apr-Jun;(2):27-30.

Small, sometimes statistically significant, reductions in hemoglobin, hematocrit and erythrocyte count were observed in male and female rats in both high dose (10 mg/kg per day intubation and 100 ppm drinking water) groups from both studies.
1(0,0,0,1) Details
11803706 Ghanayem BI: NTP technical report on the toxicity studies of methacrylonitrile (CAS No. 126-98-7). Toxic Rep Ser. 2000 May;(47):1-56

At the 32-day interim evaluation, a minimal dose-related anemia was evidenced by decreases in hematocrit values, hemoglobin concentrations, and erythrocyte counts in male and female rats.
This aliphatic nitrile is also used as a replacement for acrylonitrile in the manufacture of an acrylonitrile/butadiene/styrene-like polymer.
1(0,0,0,1) Details
9827881 Yaneva S, Zlatev Z, Totcheva T: Hematological changes in sailors from chemical cargo tankers. J Appl Toxicol. 1989 Feb;9(1):53-7.

The study comprised 18 voyages, transporting more than 50 chemical substances, mainly benzene, ethyl benzene, acrylonitrile, aniline, acetone, etc.
MATERIAL AND METHODS: Erythrocytes, hematokrit, hemoglobin, erythrocyte indices, erythrocyte morphology, leukocytes, leukocyte formula, platelets were determined in venous blood, collected at the end of each voyage.
1(0,0,0,1) Details
8933033 Osterman-Golkar S, Bond JA: Biomonitoring of 1,3-butadiene and related compounds. Environ Health Perspect. 1996 Oct;104 Suppl 5:907-15.

Excretion of 1,2-dihydroxy-4-(N-acetylcysteinyl-S) butane or the product of epoxybutene with N-7 in guanine in urine, epoxybutene-hemoglobin adducts, and HPRT mutation have been used as biomarkers in recent studies of occupational exposure to butadiene.
The 1990 Clean Air Act Amendments list several volatile organic chemicals as hazardous air pollutants, including ethylene oxide, butadiene, styrene, and acrylonitrile.
1(0,0,0,1) Details
16280213 Bader M, Wrbitzky R: Follow-up biomonitoring after accidental exposure to acrylonitrile:- implications for protein adducts as a dose monitor for short-term exposures. Toxicol Lett. 2006 Apr 10;162(2-3):125-31. Epub 2005 Nov 8.

N-2-Cyanoethylvaline (CEV) in hemoglobin was analyzed in blood samples of the workers and of seven rescue team and hospital members, approximately, 25 days after the accident.
1(0,0,0,1) Details
7055848 Farooqui MY, Ahmed AE: Molecular interaction of acrylonitrile and potassium cyanide with rat blood. Chem Biol Interact. 1982 Jan;38(2):145-59.

Up to a maximum of 94% of 14C from VCN in erythrocytes was detected covalently bound to cytoplasmic and membrane proteins, whereas 90% of the radioactivity from KCN in erythrocytes was found in the heme fraction of hemoglobin.
1(0,0,0,1) Details
11174010 Tepel M, van der Giet M, Zidek W: Efficacy and tolerability of angiotensin II type 1 receptor antagonists in dialysis patients using AN69 dialysis membranes. A1-E6.


The patients (6 male, 5 female; mean age +/- SD 61+/-11 years) were on regular bicarbonate hemodialysis three times weekly for more than 3 months using acrylonitrile and sodium methallyl sulfonate copolymer (AN69) dialysis membranes.
0(0,0,0,0) Details
1965727 Farooqui MY, Mumtaz MM, Ghanayem BI, Ahmed AE: Hemoglobin degradation, lipid peroxidation, and inhibition of Na+/K (+)-ATPase in rat erythrocytes exposed to acrylonitrile. J Biochem Toxicol. 1990 Winter;5(4):221-7.
164(2,2,2,4) Details
8571578 Ivanov VV, Hashimoto K, Inomata K, Kawai T, Mizunuma K, Klimatskaia LG: [Biological monitoring of exposure to alkylating xenobiotics by determining them in complexes with plasma proteins, hemoglobin, mercapturic acids from urine of rats and industrial workers. Vopr Med Khim. 1995 Jul-Aug;41(4):18-22.

A parent molecule of acrylonitrile (cyanoethylene, CE) may be isolated from its the model compound S-(2-cyanoethylene)-1-cysteine, as well as from its N-acetyl derivative and hemoglobin (Hb) and plasma proteins from the intoxicated animals and workers engaged in manufacturing synthetic rubber made from acrylonitrile.
82(1,1,1,2) Details
8983117 Lawrence RM, Sweetman GM, Tavares R, Farmer PB: Synthesis and characterization of peptide adducts for use in monitoring human exposure to acrylonitrile and ethylene oxide. J Toxicol Environ Health. 1983 Oct-Dec;12(4-6):695-707.

Human exposure to ethylene oxide and acrylonitrile may be monitored by determination of the products that these electrophilic compounds form with the amino terminal of hemoglobin.
81(1,1,1,1) Details
19537085 Tarskikh MM: [Experimental investigation of combined action and hematotoxicity of anti-tumor antibiotic doxorubicin and industrial monomer acrylonitrile]. Int Arch Occup Environ Health. 1998 Sep;71 Suppl:S50-4.

A combined action of acrylonitrile and doxorubicin reduced erythrocytes and hemoglobin in rats without tumor and with Pliss lymphosarcoma more considerably than in rats with lymphosarcoma treated with doxorubicin.
81(1,1,1,1) Details
19108508 Tarskikh MM, Klimatskaia LG: [Nervous system disorders in workers engaged into acrylonitrile production]. Teratog Carcinog Mutagen. 1996;16(3):139-48.

Severity of these disorders was connected with the poison concentration in workplace, with content of inclusion complex containing acrylonitrile and hemoglobin in RBC of the exposed individuals.
81(1,1,1,1) Details