Chlorinated Polyfluoroalkyl Ether Sulfonic Acids in Matched Maternal, Cord, and Placenta Samples: A Study of Transplacental Transfer

Environmental Science and Technology

Volumn 51, Issue 11, 2017, Pages 6387-6394

  Chen, Fangfang ^a   Yin, Shanshan ^a   Kelly, Barry C ^b   Liu, Weiping ^a  

^a ZHEJIANG UNIVERSITY   (China)

^b NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

Author keywords

[No Author keywords available]

Indexed keywords

BINDING ENERGY; BIOCHEMISTRY; BODY FLUIDS; ETHERS;

OCCURRENCE AND DISTRIBUTION; PERFLUOROOCTANE SULFONATES; PLACENTAL TRANSFER; PLASMA PROTEIN BINDING; PRENATAL EXPOSURE; QUANTITATIVE DETERMINATIONS; TRANSPLACENTAL TRANSFERS; TRANSPORT PATHWAYS;

CHLORINE COMPOUNDS;

ALBUMIN; CHLORINATED POLYFLUOROALKYL ETHER SULFONIC ACID; DRINKING WATER; SERUM ALBUMIN; SULFONIC ACID DERIVATIVE; UNCLASSIFIED DRUG; ETHER; ETHER DERIVATIVE;

ANATOMY; BLOOD; CONCENTRATION (COMPOSITION); ETHER; HYDROPHOBICITY; ORGANIC COMPOUND; PROTEIN; SERUM;

ACTIVE TRANSPORT; ADULT; ALBUMIN BLOOD LEVEL; ARTICLE; BODY MASS; CLINICAL ARTICLE; CONTROLLED STUDY; CORD SERUM; DRINKING BEHAVIOR; FEMALE; GESTATIONAL WEIGHT GAIN; HEAD CIRCUMFERENCE; HUMAN; HYDROPHOBICITY; MALE; MATERNAL SERUM; MOLECULAR WEIGHT; NEWBORN; PLACENTA; PLACENTAL TRANSFER; PLASMA PROTEIN BINDING; PREGNANT WOMAN; PRENATAL EXPOSURE; SMOKING HABIT; STRUCTURED QUESTIONNAIRE; WATER SUPPLY; CHEMISTRY; CHINA; FETOMATERNAL TRANSFUSION; FETUS BLOOD; PREGNANCY; YOUNG ADULT;

CHINA; HUBEI; WUHAN;

ADULT; CHINA; ETHER; ETHERS; FEMALE; FETAL BLOOD; HUMANS; MATERNAL-FETAL EXCHANGE; PLACENTA; PREGNANCY; SULFONIC ACIDS; YOUNG ADULT;

EID: 85020884665     PISSN: 0013936X     EISSN: 15205851     Source Type: Journal    
DOI: 10.1021/acs.est.6b06049     Document Type: Article

References (44)

1. Hoelzer, J.; Goeen, T.; Just, P.; Reupert, R.; Rauchfuss, K.; Kraft, M.; Mueller, J.; Wilhelm, M. Perfluorinated compounds in fish and blood of anglers at Lake Mohne, Sauerland Area, Germany Environ. Sci. Technol. 2011, 45 (19) 8046-8052 10.1021/es104391z
2. Gebbink, W. A.; Berger, U.; Cousins, I. T. Estimating human exposure to PFOS isomers and PFCA homologues: the relative importance of direct and indirect (precursor) exposure Environ. Int. 2015, 74, 160-169 10.1016/j.envint.2014.10.013
3. Pan, Y.; Zhu, Y.; Zheng, T.; Cui, Q.; Buka, S. L.; Zhang, B.; Guo, Y.; Xia, W.; Yeung, L. W.-Y.; Li, Y. et al. Novel chlorinated polyfluorinated ether sulfonates and legacy per-/polyfluoroalkyl substances: placental transfer and relationship with serum albumin and glomerular filtration rate Environ. Sci. Technol. 2017, 51 (1) 634-644 10.1021/acs.est.6b04590
4. Grandjean, P.; Andersen, E. W.; Budtz-Jørgensen, E.; Nielsen, F.; Mølbak, K.; Weihe, P.; Heilmann, C. Serum vaccine antibody concentrations in children exposed to perfluorinated compounds JAMA, J. Am. Med. Assoc. 2012, 307 (4) 391-397 10.1001/jama.2011.2034
5. Chen, F.; Gong, Z.; Kelly, B. C. Bioavailability and bioconcentration potential of perfluoroalkyl-phosphinic and-phosphonic acids in zebrafish (Danio rerio): Comparison to perfluorocarboxylates and perfluorosulfonates Sci. Total Environ. 2016, 568, 33-41 10.1016/j.scitotenv.2016.05.215
6. De Silva, A. O.; Allard, C. N.; Spencer, C.; Webster, G. M.; Shoeib, M. Phosphorus-containing fluorinated organics: polyfluoroalkyl phosphoric acid diesters (diPAPs), perfluorophosphonates (PFPAs), and perfluorophosphinates (PFPIAs) in residential indoor dust Environ. Sci. Technol. 2012, 46 (22) 12575-12582 10.1021/es303172p
7. Plumlee, M. H.; McNeill, K.; Reinhard, M. Indirect photolysis of perfluorochemicals: hydroxyl radical-initiated oxidation of N-ethyl perfluorooctane sulfonamido acetate (N-EtFOSAA) and other perfluoroalkanesulfonamides Environ. Sci. Technol. 2009, 43 (10) 3662-3668 10.1021/es803411w
8. Wang, Z.; Cousins, I. T.; Scheringer, M.; Hungerbuehler, K. Hazard assessment of fluorinated alternatives to long-chain perfluoroalkyl acids (PFAAs) and their precursors: status quo, ongoing challenges and possible solutions Environ. Int. 2015, 75, 172-179 10.1016/j.envint.2014.11.013
9. Ruan, T.; Lin, Y.; Wang, T.; Liu, R.; Jiang, G. Identification of novel polyfluorinated ether sulfonates as PFOS alternatives in municipal sewage sludge in China Environ. Sci. Technol. 2015, 49 (11) 6519-6527 10.1021/acs.est.5b01010
10. Wang, S.; Huang, J.; Yang, Y.; Hui, Y.; Ge, Y.; Larssen, T.; Yu, G.; Deng, S.; Wang, B.; Harman, C. First report of a Chinese PFOS alternative overlooked for 30 years: its toxicity, persistence, and presence in the environment Environ. Sci. Technol. 2013, 47 (18) 10163-10170 10.1021/es401525n
11. Shi, Y.; Vestergren, R.; Zhou, Z.; Song, X.; Xu, L.; Liang, Y.; Cai, Y. Tissue distribution and whole body burden of the chlorinated polyfluoroalkyl ether sulfonic acid F-53B in crucian carp (Carassius carassius): evidence for a highly bioaccumulative contaminant of emerging concern Environ. Sci. Technol. 2015, 49 (24) 14156-14165 10.1021/acs.est.5b04299
12. Shi, Y.; Vestergren, R.; Xu, L.; Zhou, Z.; Li, C.; Liang, Y.; Cai, Y. Human exposure and elimination kinetics of chlorinated polyfluoroalkyl ether sulfonic acids (Cl-PFESAs) Environ. Sci. Technol. 2016, 50 (5) 2396-2404 10.1021/acs.est.5b05849
13. Wilhelm-Benartzi, C. S.; Houseman, E. A.; Maccani, M. A.; Poage, G. M.; Koestler, D. C.; Langevin, S. M.; Gagne, L. A.; Banister, C. E.; Padbury, J. F.; Marsit, C. J. In utero exposures, infant growth, and DNA methylation of repetitive elements and developmentally related genes in human placenta Environ. Health Perspect. 2012, 120 (2) 296-302 10.1289/ehp.1103927
14. Roze, E.; Meijer, L.; Bakker, A.; Van Braeckel, K. N.; Sauer, P. J.; Bos, A. F. Prenatal exposure to organohalogens, including brominated flame retardants, influences motor, cognitive, and behavioral performance at school age Environ. Health Perspect. 2009, 117 (12) 1953-1958 10.1289/ehp.0901015
15. Ren, A.; Qiu, X.; Jin, L.; Ma, J.; Li, Z.; Zhang, L.; Zhu, H.; Finnell, R. H.; Zhu, T. Association of selected persistent organic pollutants in the placenta with the risk of neural tube defects Proc. Natl. Acad. Sci. U. S. A. 2011, 108 (31) 12770-12775 10.1073/pnas.1105209108
16. Whyatt, R. M.; Jedrychowski, W.; Hemminki, K.; Santella, R. M.; Tsai, W.-Y.; Yang, K.; Perera, F. P. Biomarkers of polycyclic aromatic hydrocarbon-DNA damage and cigarette smoke exposures in paired maternal and newborn blood samples as a measure of differential susceptibility Cancer Epidemiol., Biomarkers Prev. 2001, 10 (6) 581-588
17. Yin, S.; Tang, M.; Chen, F.; Li, T.; Liu, W. Environmental exposure to polycyclic aromatic hydrocarbons (PAHs): The correlation with and impact on reproductive hormones in umbilical cord serum Environ. Pollut. 2017, 220 (Part B) 1429-1437 10.1016/j.envpol.2016.10.090
18. Longnecker, M. P.; Klebanoff, M. A.; Zhou, H.; Brock, J. W. Association between maternal serum concentration of the DDT metabolite DDE and preterm and small-for-gestational-age babies at birth Lancet 2001, 358 (9276) 110-114 10.1016/S0140-6736(01)05329-6
19. Turyk, M. E.; Persky, V. W.; Imm, P.; Knobeloch, L.; Chatterton, R., Jr; Anderson, H. A. Hormone disruption by PBDEs in adult male sport fish consumers Environ. Health Perspect. 2008, 116 (12) 1635-1641 10.1289/ehp.11707
20. Vreugdenhil, H. J.; Slijper, F. M.; Mulder, P. G.; Weisglas-Kuperus, N. Effects of perinatal exposure to PCBs and dioxins on play behavior in Dutch children at school age Environ. Health Perspect. 2002, 110 (10) a593-a598 10.1289/ehp.021100593
21. Zhang, T.; Sun, H.; Lin, Y.; Qin, X.; Zhang, Y.; Geng, X.; Kannan, K. Distribution of poly-and perfluoroalkyl substances in matched samples from pregnant women and carbon chain length related maternal transfer Environ. Sci. Technol. 2013, 47 (14) 7974-7981 10.1021/es400937y
22. Morello-Frosch, R.; Cushing, L. J.; Jesdale, B. M.; Schwartz, J. M.; Guo, W.; Guo, T.; Wang, M.; Harwani, S.; Petropoulou, S.-S. E.; Duong, W. et al. Environmental chemicals in an urban population of pregnant women and their newborns from San Francisco Environ. Sci. Technol. 2016, 50 (22) 12464-12472 10.1021/acs.est.6b03492
23. Bytingsvik, J.; van Leeuwen, S. P.; Hamers, T.; Swart, K.; Aars, J.; Lie, E.; Nilsen, E. M. E.; Wiig, Ø.; Derocher, A. E.; Jenssen, B. M. Perfluoroalkyl substances in polar bear mother-cub pairs: a comparative study based on plasma levels from 1998 and 2008 Environ. Int. 2012, 49, 92-99 10.1016/j.envint.2012.08.004
24. Hanssen, L.; Röllin, H.; Odland, J. Ø.; Moe, M. K.; Sandanger, T. M. Perfluorinated compounds in maternal serum and cord blood from selected areas of South Africa: results of a pilot study J. Environ. Monit. 2010, 12 (6) 1355-1361 10.1039/b924420d
25. Fei, C.; McLaughlin, J. K.; Tarone, R. E.; Olsen, J. Perfluorinated chemicals and fetal growth: a study within the Danish National Birth Cohort Environ. Health Perspect. 2007, 115 (11) 1677-1682 10.1289/ehp.10506
26. Fromme, H.; Mosch, C.; Morovitz, M.; Alba-Alejandre, I.; Boehmer, S.; Kiranoglu, M.; Faber, F.; Hannibal, I.; Genzel-Boroviczény, O.; Koletzko, B.; Völkel, W. Pre-and postnatal exposure to perfluorinated compounds (PFCs) Environ. Sci. Technol. 2010, 44 (18) 7123-7129 10.1021/es101184f
27. Beesoon, S.; Webster, G. M.; Shoeib, M.; Harner, T.; Benskin, J. P.; Martin, J. W. Isomer profiles of perfluorochemicals in matched maternal, cord, and house dust samples: manufacturing sources and transplacental transfer Environ. Health Perspect. 2011, 119 (11) 1659 10.1289/ehp.1003265
28. Needham, L. L.; Grandjean, P.; Heinzow, B.; Jørgensen, P. J.; Nielsen, F.; Patterson, D. G., Jr; Sjödin, A.; Turner, W. E.; Weihe, P. Partition of environmental chemicals between maternal and fetal blood and tissues Environ. Sci. Technol. 2011, 45 (3) 1121-1126 10.1021/es1019614
29. Kuklenyik, Z.; Reich, J. A.; Tully, J. S.; Needham, L. L.; Calafat, A. M. Automated solid-phase extraction and measurement of perfluorinated organic acids and amides in human serum and milk Environ. Sci. Technol. 2004, 38 (13) 3698-704 10.1021/es040332u
30. Frederiksen, M.; Thomsen, C.; Frøshaug, M.; Vorkamp, K.; Thomsen, M.; Becher, G.; Knudsen, L. E. Polybrominated diphenyl ethers in paired samples of maternal and umbilical cord blood plasma and associations with house dust in a Danish cohort Int. J. Hyg. Environ. Health 2010, 213 (4) 233-242 10.1016/j.ijheh.2010.04.008
31. Shmukler, M. Density of blood. Physics Factbook; 2004.
32. Zhang, L.; Liu, J.; Hu, J.; Liu, C.; Guo, W.; Wang, Q.; Wang, H. The inventory of sources, environmental releases and risk assessment for perfluorooctane sulfonate in China Environ. Pollut. 2012, 165, 193-198 10.1016/j.envpol.2011.09.001
33. Huang, C.; Li, X.; Jin, G. Electro fluorination and its fine-fluorine production branches Huagong Shengchan Yu Jishu 2010, 17 (4) 1-7
34. Syme, M. R.; Paxton, J. W.; Keelan, J. A. Drug transfer and metabolism by the human placenta Clin. Pharmacokinet. 2004, 43 (8) 487-514 10.2165/00003088-200443080-00001
35. van der Aa, E. M.; Copius Peereboom-Stegeman, J. H. J.; Noordhoek, J.; Gribnau, F. W. J.; Russel, F. G. M. Mechanisms of drug transfer across the human placenta Pharm. World Sci. 1998, 20 (4) 139-148 10.1023/A:1008656928861
36. Ward, R. M. Drug therapy of the fetus J. Clin. Pharmacol. 1993, 33 (9) 780-789 10.1002/j.1552-4604.1993.tb01952.x
37. Hill, M. D.; Abramson, F. P. The significance of plasma protein binding on the fetal/maternal distribution of drugs at steady-state Clin. Pharmacokinet. 1988, 14 (3) 156-170 10.2165/00003088-198814030-00004
38. Bischel, H. N.; MacManus-Spencer, L. A.; Luthy, R. G. Noncovalent interactions of long-chain perfluoroalkyl acids with serum albumin Environ. Sci. Technol. 2010, 44 (13) 5263-5269 10.1021/es101334s
39. Vähäkangas, K.; Myllynen, P. Drug transporters in the human blood-placental barrier Br. J. Pharmacol. 2009, 158 (3) 665-678 10.1111/j.1476-5381.2009.00336.x
40. Iqbal, M.; Audette, M. C.; Petropoulos, S.; Gibb, W.; Matthews, S. G. Placental drug transporters and their role in fetal protection Placenta 2012, 33 (3) 137-142 10.1016/j.placenta.2012.01.008
41. Klaassen, C. D.; Lu, H. Xenobiotic transporters: ascribing function from gene knockout and mutation studies Toxicol. Sci. 2008, 101 (2) 186-196 10.1093/toxsci/kfm214
42. Kummu, M.; Sieppi, E.; Koponen, J.; Laatio, L.; Vähäkangas, K.; Kiviranta, H.; Rautio, A.; Myllynen, P. Organic anion transporter 4 (OAT 4) modifies placental transfer of perfluorinated alkyl acids PFOS and PFOA in human placental ex vivo perfusion system Placenta 2015, 36 (10) 1185-1191 10.1016/j.placenta.2015.07.119
43. Armitage, J. M.; Arnot, J. A.; Wania, F. Potential role of phospholipids in determining the internal tissue distribution of perfluoroalkyl acids in biota Environ. Sci. Technol. 2012, 46 (22) 12285-12286 10.1021/es304430r
44. Armitage, J. M.; Arnot, J. A.; Wania, F.; Mackay, D. Development and evaluation of a mechanistic bioconcentration model for ionogenic organic chemicals in fish Environ. Toxicol. Chem. 2013, 32 (1) 115-128 10.1002/etc.2020