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Here we report that exposure of differentiating primary human endometrial stromal cells (HESCs) to an environmentally relevant concentration of DEHP or its primary metabolite, mono(2-ethylhexyl) phthalate, markedly reduces the expression of the estrogen-regulated transcription factor hypoxia-inducible factor 2-\u03b1 (HIF2\u03b1). We also noticed a simultaneous decrease in RAB27B expression, which is crucial for the trafficking and secretion of extracellular vesicles (EVs). EVs enhance communication among various cell types within the pregnant uterus, thereby ensuring reproductive success. We found that estrogen receptor \u03b1 (ER\u03b1) could no longer bind to the HIF2\u03b1 regulatory region following phthalate treatment, and epigenetic analysis suggested that this may be due to hypermethylation of nearby CpG islands. Further investigation revealed a potential interaction between ER\u03b1 and the transcription factor specificity protein 1 (Sp1) within the HIF2\u03b1 regulatory region, which is affected by the inhibition of Sp1 binding to the phthalate-induced hypermethylated DNA. Additionally, our results suggest that the abnormal DNA methylation is likely due to increased expression of the DNA methyltransferase 1 (DNMT1) gene in response to phthalate exposure. Overall, this study provides valuable mechanistic insights into how phthalate-induced differential DNA methylation disrupts estrogenic regulation of the HIF2\u03b1 gene and, consequently, EV secretion during HESC differentiation. This knowledge is essential for understanding how phthalates may lead to adverse reproductive outcomes by disrupting hormonal regulation of cell-to-cell communication in the uterus.<\/jats:p>","DOI":"10.1210\/endocr\/bqaf087","type":"journal-article","created":{"date-parts":[[2025,5,2]],"date-time":"2025-05-02T09:04:44Z","timestamp":1746176684000},"source":"Crossref","is-referenced-by-count":5,"title":["Phthalates Impair Estrogenic Regulation of HIF2\u03b1 and Extracellular Vesicle Secretion by Human Endometrial Stromal Cells"],"prefix":"10.1210","volume":"166","author":[{"given":"Jacob R","family":"Beal","sequence":"first","affiliation":[{"name":"Department of Molecular and Integrative Physiology, University of Illinois Urbana-Champaign , Urbana, IL 61801 ,","place":["USA"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Arpita","family":"Bhurke","sequence":"additional","affiliation":[{"name":"Department of Comparative Biosciences, University of Illinois Urbana-Champaign , Urbana, IL 61801 ,","place":["USA"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kathryn E","family":"Carlson","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of Illinois Urbana-Champaign , Urbana, IL 61801 ,","place":["USA"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"John A","family":"Katzenellenbogen","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of Illinois Urbana-Champaign , Urbana, IL 61801 ,","place":["USA"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jie","family":"Yu","sequence":"additional","affiliation":[{"name":"Department of Obstetrics and Gynecology, University at Buffalo , Buffalo, NY 14203 ,","place":["USA"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jodi A","family":"Flaws","sequence":"additional","affiliation":[{"name":"Department of Comparative Biosciences, University of Illinois Urbana-Champaign , Urbana, IL 61801 ,","place":["USA"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Indrani C","family":"Bagchi","sequence":"additional","affiliation":[{"name":"Department of Comparative Biosciences, University of Illinois Urbana-Champaign , Urbana, IL 61801 ,","place":["USA"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0371-2463","authenticated-orcid":false,"given":"Milan K","family":"Bagchi","sequence":"additional","affiliation":[{"name":"Department of Molecular and Integrative Physiology, University of Illinois Urbana-Champaign , Urbana, IL 61801 ,","place":["USA"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"80","published-online":{"date-parts":[[2025,5,5]]},"reference":[{"issue":"7","key":"2025052711321311000_bqaf087-B1","doi-asserted-by":"crossref","first-page":"845","DOI":"10.1289\/ehp.10846","article-title":"The role of exposure to phthalates from polyvinyl chloride products in the 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