p-Cresol sulfate (BioDeep_00000018635)
Secondary id: BioDeep_00000229602, BioDeep_00000416065, BioDeep_00000605311
human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Toxin
代谢物信息卡片
化学式: C7H8O4S (188.0143288)
中文名称: 对甲酚硫酸, 硫酸对甲酚
谱图信息:
最多检出来源 Homo sapiens(feces) 0.52%
Last reviewed on 2024-07-01.
Cite this Page
p-Cresol sulfate. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China.
https://query.biodeep.cn/s/p-cresol_sulfate (retrieved
2024-11-23) (BioDeep RN: BioDeep_00000018635). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
分子结构信息
SMILES: CC1=CC=C(C=C1)OS(=O)(=O)O
InChI: InChI=1S/C7H8O3S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H,8,9,10)
描述信息
p-Cresol sulfate is a microbial metabolite that is found in urine and likely derives from secondary metabolism of p-cresol. It appears to be elevated in the urine of individuals with progressive multiple sclerosis (PMID:10775436). p-Cresol sulfate is the major component of urinary MBPLM (myelin basic protein-like material). p-Cresol sulfate is a small protein-bound molecule that is poorly cleared with dialysis. It has been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID:22626821). Uremic toxins include other low-molecular-weight compounds such as indoxyl sulfate, 3-carboxy-4-methyl-5-propyl-2-furanpropionic acid, and asymmetric dimethylarginine (PMID:18941347). It has also been linked to cardiovascular disease and oxidative injury. Higher levels are associated with overgrowth of intestinal bacteria from Clostridia species, including C. difficile. p-Cresol is generated by the partial breakdown of tyrosine and phenylalanine by a wide range of intestinal obligate or facultative anaerobes, including the genera Bacteroides, Lactobacillus, Enterobacter, Bifidobacterium, and especially Clostridium (PMID:2394806).
p-Cresol sulfate is a microbial metabolite that is found in urine and likely derives from secondary metabolism of p-cresol. It appears to be elevated in the urine of individuals with progressive multiple sclerosis (PMID: 10775436). p-Cresol sulfate is the major component of urinary MBPLM (myelin basic protein-like material). p-Cresol sulfate is a small protein-bound molecule that is poorly cleared with dialysis and is often considered to be a uremic toxin. Uremic toxins include low-molecular-weight compounds such as indoxyl sulfate, p-cresol sulfate, 3-carboxy-4-methyl-5-propyl-2-furanpropionic acid and asymmetric dimethylarginine (PMID: 18941347). It has been linked to cardiovascular disease and oxidative injury. [HMDB]
p-Cresol sulfate. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=3233-58-7 (retrieved 2024-07-01) (CAS RN: 3233-58-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
p-Cresyl Sulfate, a major uremic toxin derived from the metabolites of tyrosine and phenylalanine through liver, existed in the blood of patients with chronic kidney disease (CKD).
同义名列表
28 个代谢物同义名
Sulfuric acid, mono(4-methylphenyl) ester; Sulfuric acid mono(p-tolyl) ester (8ci); (4-methylphenyl)oxidanesulfonic acid; Sulphuric acid mono-p-tolyl ester; Sulfuric acid mono-p-tolyl ester; mono(4-Methylphenyl) sulfate; Sulphate mono-p-tolyl ester; Sulfate mono-p-tolyl ester; p-Tolyl sulphate (6ci,7ci); p-Tolyl sulfate (6ci,7ci); 4-Cresol sulphuric acid; p-Cresol sulphuric acid; p-Cresol sulfuric acid; 4-Cresol sulfuric acid; Para-cresol sulphate; Para-cresol sulfate; 4-Cresol sulphate; p-Cresol sulphate; p-Cresyl-sulphate; p-Cresyl sulphate; p-Cresyl sulfate; p-Cresyl-sulfate; p-Cresylsulphate; 4-Cresol sulfate; p-Cresol sulfate; p-Cresylsulfate; p-Cresyl sulfate; p-Tolyl sulfate
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:82914
- PubChem: 4615423
- HMDB: HMDB0011635
- ChEMBL: CHEMBL4551850
- KNApSAcK: C00052378
- foodb: FDB028333
- chemspider: 3806481
- CAS: 3233-58-7
- PMhub: MS000009808
- RefMet: p-Cresol sulfate
- medchemexpress: HY-111431
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- Cheng Chen, Caidie Xie, Yiqing Xiong, Hanzhang Wu, Lin Wu, Jingfeng Zhu, Changying Xing, Huijuan Mao. Damage of uremic myocardium by p-cresyl sulfate and the ameliorative effect of Klotho by regulating SIRT6 ubiquitination.
Toxicology letters.
2022 Aug; 367(?):19-31. doi:
10.1016/j.toxlet.2022.06.006
. [PMID: 35839976] - Yan Rong, Penny Colbourne, Sita Gourishankar, Tony K L Kiang. Significant Correlations between p-Cresol Sulfate and Mycophenolic Acid Plasma Concentrations in Adult Kidney Transplant Recipients.
Clinical drug investigation.
2022 Mar; 42(3):207-219. doi:
10.1007/s40261-022-01121-1
. [PMID: 35182318] - Xiao Tan, Jianzhou Zou, Fangfang Xiang, Pan Zhang, Bo Shen, Yaqiong Wang, Xiaoqiang Ding, Xuesen Cao. p-Cresyl Sulfate Predicts Ischemic Stroke among Patients on Hemodialysis: A Prospective Cohort Study.
Disease markers.
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10.1155/2022/1358419
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Toxins.
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Biochimie.
2021 Oct; 189(?):137-143. doi:
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Toxins.
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Toxicology and applied pharmacology.
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Toxins.
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Scientific reports.
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Toxins.
2021 02; 13(2):. doi:
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Biological & pharmaceutical bulletin.
2021; 44(3):437-441. doi:
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PloS one.
2021; 16(10):e0258145. doi:
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Methods in molecular biology (Clifton, N.J.).
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International journal of molecular sciences.
2020 Sep; 21(18):. doi:
10.3390/ijms21186687
. [PMID: 32932690] - Kiana Ashley West, Chidimma Kanu, Tanya Maric, Julie Anne Kathryn McDonald, Jeremy K Nicholson, Jia V Li, Mark R Johnson, Elaine Holmes, Makrina D Savvidou. Longitudinal metabolic and gut bacterial profiling of pregnant women with previous bariatric surgery.
Gut.
2020 08; 69(8):1452-1459. doi:
10.1136/gutjnl-2019-319620
. [PMID: 31964751] - Akira Iguchi, Suguru Yamamoto, Akira Oda, Kenichi Tanaka, Junichiro James Kazama, Takako Saeki, Hajime Yamazaki, Ken Ishioka, Tatsuo Suzutani, Ichiei Narita. Effect of sucroferric oxyhydroxide on gastrointestinal microbiome and uremic toxins in patients with chronic kidney disease undergoing hemodialysis.
Clinical and experimental nephrology.
2020 Aug; 24(8):725-733. doi:
10.1007/s10157-020-01892-x
. [PMID: 32285213] - Tien-Hung Huang, Hon-Kan Yip, Cheuk-Kwan Sun, Yi-Ling Chen, Chih-Chao Yang, Fan-Yen Lee. P-cresyl sulfate causes mitochondrial hyperfusion in H9C2 cardiomyoblasts.
Journal of cellular and molecular medicine.
2020 08; 24(15):8379-8390. doi:
10.1111/jcmm.15303
. [PMID: 32639656] - Yu-Sen Peng, Jhih-Pu Syu, Sheng-De Wang, Pie-Chun Pan, Hsiu-Ni Kung. BSA-bounded p-cresyl sulfate potentiates the malignancy of bladder carcinoma by triggering cell migration and EMT through the ROS/Src/FAK signaling pathway.
Cell biology and toxicology.
2020 08; 36(4):287-300. doi:
10.1007/s10565-019-09509-0
. [PMID: 31873818] - Jia-Feng Chang, Chih-Yu Hsieh, Jian-Chiun Liou, Shih-Hao Liu, Chi-Feng Hung, Kuo-Cheng Lu, Chih-Cheng Lin, Chang-Chin Wu, Shuk-Man Ka, Li-Li Wen, Mai-Szu Wu, Cai-Mei Zheng, Wen-Chin Ko. Scavenging Intracellular ROS Attenuates p-Cresyl Sulfate-Triggered Osteogenesis through MAPK Signaling Pathway and NF-κB Activation in Human Arterial Smooth Muscle Cells.
Toxins.
2020 07; 12(8):. doi:
10.3390/toxins12080472
. [PMID: 32722241] - Isabelle Six, Nadia Flissi, Gaëlle Lenglet, Loïc Louvet, Said Kamel, Marlène Gallet, Ziad A Massy, Sophie Liabeuf. Uremic Toxins and Vascular Dysfunction.
Toxins.
2020 06; 12(6):. doi:
10.3390/toxins12060404
. [PMID: 32570781] - Jia-Feng Chang, Chih-Yu Hsieh, Kuo-Cheng Lu, Yue-Wen Chen, Shih-Shin Liang, Chih-Cheng Lin, Chi-Feng Hung, Jian-Chiun Liou, Mai-Szu Wu. Therapeutic Targeting of Aristolochic Acid Induced Uremic Toxin Retention, SMAD 2/3 and JNK/ERK Pathways in Tubulointerstitial Fibrosis: Nephroprotective Role of Propolis in Chronic Kidney Disease.
Toxins.
2020 06; 12(6):. doi:
10.3390/toxins12060364
. [PMID: 32498221] - Wendy J Dahl, Wei-Lun Hung, Amanda L Ford, Joon Hyuk Suh, Jerémié Auger, Varuni Nagulesapillai, Yu Wang. In older women, a high-protein diet including animal-sourced foods did not impact serum levels and urinary excretion of trimethylamine-N-oxide.
Nutrition research (New York, N.Y.).
2020 06; 78(?):72-81. doi:
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. [PMID: 32544852] - Maxime Espi, Laetitia Koppe, Denis Fouque, Olivier Thaunat. Chronic Kidney Disease-Associated Immune Dysfunctions: Impact of Protein-Bound Uremic Retention Solutes on Immune Cells.
Toxins.
2020 05; 12(5):. doi:
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International journal of molecular medicine.
2020 Apr; 45(4):1130-1140. doi:
10.3892/ijmm.2020.4495
. [PMID: 32124946] - Tessa Gryp, Geert R B Huys, Marie Joossens, Wim Van Biesen, Griet Glorieux, Mario Vaneechoutte. Isolation and Quantification of Uremic Toxin Precursor-Generating Gut Bacteria in Chronic Kidney Disease Patients.
International journal of molecular sciences.
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. [PMID: 32183306] - Maria Teresa Rocchetti, Carmela Cosola, Ighli di Bari, Stefania Magnani, Vanessa Galleggiante, Letizia Scandiffio, Giuseppe Dalfino, Giuseppe Stefano Netti, Mauro Atti, Roberto Corciulo, Loreto Gesualdo. Efficacy of Divinylbenzenic Resin in Removing Indoxyl Sulfate and P-Cresol Sulfate in Hemodialysis Patients: Results From an In Vitro Study and An In Vivo Pilot Trial (xuanro4-Nature 3.2).
Toxins.
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International journal of molecular sciences.
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Toxicological sciences : an official journal of the Society of Toxicology.
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Clinica chimica acta; international journal of clinical chemistry.
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Toxins.
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Toxins.
2020 01; 12(1):. doi:
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Journal of renal nutrition : the official journal of the Council on Renal Nutrition of the National Kidney Foundation.
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International journal of biological sciences.
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PloS one.
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PloS one.
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Journal of veterinary internal medicine.
2020 Jan; 34(1):206-215. doi:
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. [PMID: 31693251] - Yu-Hsien Lai, Chih-Hsien Wang, Chiu-Huang Kuo, Yu-Li Lin, Jen-Pi Tsai, Bang-Gee Hsu. Serum P-Cresyl Sulfate Is a Predictor of Central Arterial Stiffness in Patients on Maintenance Hemodialysis.
Toxins.
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Pediatric nephrology (Berlin, Germany).
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Molecules (Basel, Switzerland).
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Journal of pharmaceutical and biomedical analysis.
2019 Sep; 174(?):618-624. doi:
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Critical care medicine.
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Toxins.
2019 07; 11(7):. doi:
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Toxins.
2019 07; 11(7):. doi:
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Toxins.
2019 05; 11(5):. doi:
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Artificial organs.
2019 May; 43(5):490-503. doi:
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Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
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Toxicology in vitro : an international journal published in association with BIBRA.
2019 Apr; 56(?):52-61. doi:
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Journal of food and drug analysis.
2019 04; 27(2):502-509. doi:
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Phytomedicine : international journal of phytotherapy and phytopharmacology.
2019 Apr; 57(?):166-173. doi:
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Clinical journal of the American Society of Nephrology : CJASN.
2019 03; 14(3):394-402. doi:
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Journal of veterinary internal medicine.
2019 Mar; 33(2):662-669. doi:
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Scientific reports.
2019 03; 9(1):3207. doi:
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Journal of the American Chemical Society.
2019 02; 141(6):2568-2576. doi:
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Food research international (Ottawa, Ont.).
2019 02; 116(?):241-248. doi:
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International urology and nephrology.
2019 Feb; 51(2):293-302. doi:
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Toxins.
2019 01; 11(1):. doi:
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Journal of renal nutrition : the official journal of the Council on Renal Nutrition of the National Kidney Foundation.
2019 01; 29(1):55-64. doi:
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Jornal brasileiro de nefrologia : 'orgao oficial de Sociedades Brasileira e Latino-Americana de Nefrologia.
2019 Jan; 41(1):103-111. doi:
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Food & function.
2018 Dec; 9(12):6508-6516. doi:
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Toxins.
2018 12; 10(12):. doi:
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European review for medical and pharmacological sciences.
2018 11; 22(21):7533-7542. doi:
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Bioscience reports.
2018 10; 38(5):. doi:
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Toxins.
2018 10; 10(10):. doi:
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Toxins.
2018 09; 10(10):. doi:
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Toxins.
2018 09; 10(9):. doi:
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European review for medical and pharmacological sciences.
2018 09; 22(18):6149-6155. doi:
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Biochimie.
2018 Sep; 152(?):14-30. doi:
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Journal of the American Society of Nephrology : JASN.
2018 07; 29(7):1992-1999. doi:
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Histochemistry and cell biology.
2018 Jun; 149(6):607-617. doi:
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Critical care (London, England).
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Journal of renal nutrition : the official journal of the Council on Renal Nutrition of the National Kidney Foundation.
2018 05; 28(3):208-214. doi:
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Clinical journal of the American Society of Nephrology : CJASN.
2018 03; 13(3):436-444. doi:
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Journal of proteome research.
2018 03; 17(3):1120-1128. doi:
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Toxicology and applied pharmacology.
2018 03; 342(?):50-59. doi:
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Seminars in nephrology.
2018 03; 38(2):193-205. doi:
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Journal of renal nutrition : the official journal of the Council on Renal Nutrition of the National Kidney Foundation.
2018 01; 28(1):28-36. doi:
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PloS one.
2018; 13(2):e0193342. doi:
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Kidney & blood pressure research.
2018; 43(5):1623-1635. doi:
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Expert review of clinical pharmacology.
2018 Jan; 11(1):71-82. doi:
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Toxins.
2017 12; 10(1):. doi:
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Kidney international.
2017 12; 92(6):1484-1492. doi:
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Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association.
2017 Dec; 32(12):2000-2009. doi:
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Kidney international.
2017 12; 92(6):1323-1324. doi:
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Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association.
2017 Nov; 32(11):1809-1817. doi:
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Journal of nephrology.
2017 Aug; 30(4):583-591. doi:
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Biochimie.
2017 Aug; 139(?):20-26. doi:
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Geriatrics & gerontology international.
2017 Jun; 17(6):1022-1026. doi:
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Kidney international.
2017 05; 91(5):1186-1192. doi:
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Clinical chemistry.
2017 04; 63(4):915-923. doi:
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Toxins.
2017 01; 9(2):. doi:
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Journal of vascular research.
2017; 54(3):170-179. doi:
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PloS one.
2017; 12(11):e0187459. doi:
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PloS one.
2017; 12(1):e0169635. doi:
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