A8895-10mg | p-Cresyl sulfate [3233-58-7] Clinisciences

The p-Cresol is a protein-bound uremic retention solute ¹.

Free p-Cresol was found to be a cardiovascular risk factor in non-diabetic hemodialysis patients. In patients with diabetes, the level of both free p-cresol and total p-cresol were markedly higher. In patients treated by hemodialysis, the levels of these two forms of p-cresol were also significantly higher than that of patients treated by hemodiafiltration. The univariate cox proportional hazard analysis showed that the concentration of free p-cresol was obviously associated with cardiovascular disease (CVD). Quite many patients with high free p-cresol concentrations had new fatal or non-fatal cardiovascular events. Besides that, p-cresol was also found to inhibit cell proliferation. It inhibited the proliferation of cultured endothelial cells by 26% without affecting cell viability. Moreover, p-cresol treatment reduced endothelial wound repair by 19%, 28% and 40% at concentrations of 10, 25 and 50 μg/ml, respectively ^1,2.

References:
1. Meijers B K I, Bammens B, De Moor B, et al. Free p-cresol is associated with cardiovascular disease in hemodialysis patients. Kidney international, 2008, 73(10): 1174-1180.
2. Dou L, Bertrand E, Cerini C, et al. The uremic solutes p-cresol and indoxyl sulfate inhibit endothelial proliferation and wound repair. Kidney international, 2004, 65(2): 442-451.

1. Yuqi Shen, Yue Shen, et al. "Polyethyleneimine‐anchored liposomes as scavengers for improving the efficiency of protein‐bound uremic toxin clearance during dialysis." J Biomed Mater Res A. 2021 Dec 15. PMID: 34908219
2. Jui-Ning Yeh, Ya Yue, et al. "Entresto protected the cardiomyocytes and preserved heart function in cardiorenal syndrome rat fed with high-protein diet through regulating the oxidative stress and Mfn2-mediated mitochondrial functional integrity." Biomed Pharmacother. 2021 Dec;144:112244. PMID: 34601193
3. Yuanyuan Shi, Huajun Tian, et al. "Improved Dialysis Removal of Protein-Bound Uraemic Toxins with a Combined Displacement and Adsorption Technique." Blood Purif. 2022;51(6):548-558. PMID:34515053
4. Chih-Yu Yang, Ting-Wen Chen, et al. "Synbiotics Alleviate the Gut Indole Load and Dysbiosis in Chronic Kidney Disease." Cells. 2021 Jan 9;10(1):114. PMID:33435396
5. Tien-Hung Huang, Hon-Kan Yip, et al. "P-cresyl sulfate causes mitochondrial hyperfusion in H9C2 cardiomyoblasts." J Cell Mol Med. 2020 Aug;24(15):8379-8390. PMID:32639656
6. Van Buren J, Prasse C, et al. "Ring-Cleavage Products Produced during the Initial Phase of Oxidative Treatment of Alkyl-Substituted Aromatic Compounds." Environ Sci Technol. 2020;54(13):8352-8361. PMID:32519538
7. Shi Y, Tian H, et al. "Removal of Protein-Bound Uremic Toxins by Liposome-Supported Peritoneal Dialysis." Perit Dial Int. 2019 Nov-Dec;39(6):509-518. PMID:31690700
8. Potts DM, Peterson DG. "Identification of small molecule flavor compounds that contribute to the somatosensory attributes of bovine milk products." Food Chem. 2019 Oct 1;294:27-34. PMID:31126463
9. Shi Y, Zhang Y, et al. "Improved dialytic removal of protein-bound uremic toxins by intravenous lipid emulsion in chronic kidney disease rats." Nephrol Dial Transplant. 2019 May 9. pii: gfz079. PMID:31071223
10. Shi Y, Tian H, et al. "Effect of Ionic Strength, pH and Chemical Displacers on the Percentage Protein Binding of Protein-Bound Uremic Toxins." Blood Purif. 2018 Dec 18:1-10. PMID:30562731
11. Shi Y, Wang Y, et al. "Increasing the removal of protein-bound uremic toxins by liposome-supported hemodialysis."Artif Organs. 2018 Oct 30. PMID:30375673

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Physical Appearance	A solid
Storage	Store at -20°C The product is not stable in solution, please dissolve it immediately before use.
M.Wt	188.20
Cas No.	3233-58-7
Formula	C₇H₈O₄S
Solubility	insoluble in EtOH; ≥30.1 mg/mL in DMSO; ≥50 mg/mL in H2O
Chemical Name	p-tolyl hydrogen sulfate
SDF	Download SDF
Canonical SMILES	CC1=CC=C(OS(O)(=O)=O)C=C1
Shipping Condition	Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips	We do not recommend long-term storage for the solution, please use it up soon.

Cell experiment [1]:
Cell lines	Human umbilical vein endothelial cells
Preparation method	Limited solubility. General tips for obtaining a higher concentration: Please warm the tube at 37 ℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months.
Reaction Conditions	24 h
Applications	Without and with HSA, 10 mug/mL, 25 mug/mL and 50 mug/mL p-cresol induce a decrease in endothelial cell proliferation by 21%, 38% and 54%, respectively. Without HSA, endothelial wound repair in monolayers treated with p-cresol is prominently lower than in cells treated with control medium. 10 mug/mL, 25 mug/mL and 50 mug/mL p-cresol reduce endothelial wound repair by 19%, 28% and 40%, respectively. With HSA, only 50 mug/mL p-cresol prominently blocks endothelial wound repair.
Animal experiment [2]:
Animal models	Rat
Dosage form	Intravenously injection of p-cresol (10 mg/kg) in rats with normal and decreased renal function
Preparation method	Dissolved in isotonic saline
Applications	P-cresol was injected in mice with normal and decreased renal function, and compared the results with those obtained for creatinine (60 mg/kg) under similar conditions. In rats with decreased renal function, p-cresol serum concentration displays a minimal decline, in contrast to rats with normal renal function. In rats with normal renal function, 21.0±10.0% of the injected p-cresol was excreted in urine. In rats with renal failure, the amount is 6.7±7.5%.
Other notes	Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal.
References: 1. Dou L, Bertrand E, Cerini C, et al. The uremic solutes p-cresol and indoxyl sulfate inhibit endothelial proliferation and wound repair. Kidney international, 2004, 65(2): 442-451. 2. Lesaffer G, De Smet R, D'Heuvaert T et al. Comparative kinetics of the uremic toxin p-cresol versus creatinine in rats with and without renal failure. Kidney Int. 2003 Oct; 64(4):1365-73.