2 2 3 3 3 pentafluoro 1 propanol

Manufactured by Merck Group

Sourced in United States

2,2,3,3,3-pentafluoro-1-propanol is a fluorinated alcohol compound. It serves as a specialty chemical with applications in various industries.

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2-propanol (566 citations) 1-propanol (111 citations)

5 protocols using 2 2 3 3 3 pentafluoro 1 propanol

Synthesis of Electrolyte Components

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Potassium hydroxide (≥85%), sodium
sulfate (anhydrous), sodium hydride (60%, in mineral oil), 2,2,3,3,3-pentafluoro-1-propanol
(97%), 2,2,2-trifluoroethanol (99%), 1 M LiPF₆ in EC/DMC
(50:50 v/v, battery grade), diethylene glycol (99%), triethylene glycol
(99%), tetraethylene glycol (99%), diglyme (anhydrous), α,α,α-trifluorotoluene
(99%), tetraglyme (anhydrous), and 4 Å molecular sieves were
purchased from Sigma-Aldrich. Acetone (99.5%), tetrahydrofuran (certified
grade, with 0.025% butylated hydroxytoluene as a preservative), dichloromethane
(99.5%), hexanes (98.5%), ethyl acetate (99.5%), and methanol (99.8%)
were purchased from Fisher. Lithium foil (750 μm thick), p-toluenesulfonyl chloride (98%), and triglyme (99%) were
purchased from Alfa Aesar. Lithium perchlorate (99%), lithum bis(fluorosulfonyl)
amide (99%), and pentaethylene glycol (95%) were purchased from Oakwood
Chemical. Deuterated acetonitrile (≥99.8 atom % D) and deuterated
chloroform (≥99.8 atom % D) were purchased from Cambridge Isotope
Laboratories. All solvents used for preparing electrolytes were dried
by 4 Å molecular sieves overnight inside an argon-filled glovebox
(VigorTech, O₂ and H₂O < 1 ppm). LiFSA salt
was vacuum-dried at 120 °C overnight in a heated glovebox antechamber
before use and was not exposed to air at any time. Other chemicals
were used as received.

Ma P., Mirmira P, & Amanchukwu C.V. (2021). Effect of Building Block Connectivity and Ion Solvation on Electrochemical Stability and Ionic Conductivity in Novel Fluoroether Electrolytes. ACS Central Science, 7(7), 1232-1244.

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Quantification of Kynurenine Pathway Metabolites

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L-Tryptophan (TRP), 3-hydroxy-DL-kynurenine (3-HK), kynurenic acid (KYNA), [²H₆]L-kynurenine, quinolinic acid (QUIN), pentafluoropropionic anhydride, 2,2,3,3,3-pentafluoro-1-propanol and the TDO inhibitor 680C91 were obtained from Sigma-Aldrich (St. Louis, MO, USA). L-Kynurenine sulfate (KYN; purity: 99.4%) was obtained from Sai Advantium (Hyderabad, India). [²H₃]quinolinic acid was purchased from Synfine Research (Richmond Hill, Ontario, Canada) and [²H₅]L-Tryptophan was obtained from CDN Isotopes (Pointe-Claire, Quebec, Canada). All other chemicals were obtained from various commercial suppliers and were of the highest available purity.

Notarangelo F.M, & Schwarcz R. (2017). Restraint stress during pregnancy rapidly raises kynurenic acid levels in mouse placenta and fetal brain. Developmental neuroscience, 38(6), 458-468.

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Quantification of Tryptophan Metabolites

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On ice, brain homogenates (50 µL) were spiked with 50 µL of a heavy standard solution containing 1 µM [²H₅] tryptophan (CDN Isotopes, Quebec, Canada), 5 µM [²H₆] kynurenine (custom synthesis from Sigma Aldrich Isotec), and 0.2 µM [²H₃] quinolinic acid (custom synthesis from Synfine, Ontario, Canada). Samples were spiked with 50 µL of −20°C acetone and centrifuged at 20,000 g for 5 min. The supernatants (120 µL) were transferred to microcentrifuge tubes, spiked with 50 µL of a 2:5 ratio methanol:chloroform, and centrifuged at 20,000 g for 10 min. The aqueous layers (80 µL) were transferred to glass vials and evaporated to dryness. Samples were derivatized with 120 µL of 2,2,3,3,3-pentafluoro-1-propanol (Sigma) and 135 µL of pentafluoropropionic anhydride (Sigma) by heating at 75°C for 30 min. Derivatized samples were evaporated to dryness and stored at −80°C.

Drewes J.L., Meulendyke K.A., Liao Z., Witwer K.W., Gama L., Ubaida-Mohien C., Li M., Notarangelo F.M., Tarwater P.M., Schwarcz R., Graham D.R, & Zink M.C. (2015). Quinolinic acid/tryptophan ratios predict neurological disease in SIV-infected macaques and remain elevated in the brain under cART. Journal of neurovirology, 21(4), 449-463.

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Quantifying Kynurenine Pathway Metabolites

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Kynurenic acid (KYNA), 3-hydroxy-DL-kynurenine (3-HK), quinolinic acid (QUIN), [²H₆]L-kynurenine, pentafluoropropionic anhydride and 2,2,3,3,3-pentafluoro-1-propanol were purchased from Sigma-Aldrich (St. Louis, MO, USA). L-Kynurenine sulfate (“kynurenine”; purity: 99.4%) was obtained from Sai Advantium (Hyderabad, India). [²H₃]Quinolinic acid was purchased from Synfine Research (Richmond Hill, Ontario, Canada). LPS from E. coli (L-3129, serotype 0127.B8) was obtained from Sigma-Aldrich (St. Louis, MO, USA).
All other chemicals were obtained from various commercial suppliers and were of the highest available purity.

Notarangelo F.M, & Schwarcz R. (2021). A single prenatal lipopolysaccharide injection has acute, but not long-lasting, effects on cerebral kynurenine pathway metabolism in mice. The European journal of neuroscience, 54(6), 5968-5981.

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Kynurenine Pathway Metabolite Analysis

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[²H₆]-L-kynurenine, pentafluoropropionic anhydride (PFPA) and 2,2,3,3,3-pentafluoro-1-propanol (PFP) were obtained from Sigma-Aldrich. Ro 61-8048 was a generous gift from Dr. W. Fröstl (Novartis, Basel, Switzerland). 4-Chloro-3-hydroxyanthranilic acid (4-Cl-3-HANA) was kindly provided by Drs. W.P. Todd and B.K. Carpenter (Department of Chemistry, Cornell University, Ithaca, NY). [²H₃]-QUIN was purchased from Synfine Research (Richmond Hill, Ontario, Canada), and [²H₅]-L-tryptophan was obtained from CDN Isotopes (Pointe-Claire, Quebec, Canada). [1-¹⁴C]-3-Hydroxyanthranilic acid (6 mCi/mmol) was obtained from Dupont/New England Nuclear (Boston, MA). All other fine biochemicals and chemicals were purchased from various commercial suppliers and were of the highest available purity

Larkin P.B., Sathyasaikumar K.V., Notarangelo F.M., Funakoshi H., Nakamura T., Schwarcz R, & Muchowski P.J. (2016). Tryptophan 2,3-Dioxygenfase and Indoleamine 2,3-Dioxygenase 1 Make Separate, Tissue-Specific Contributions to Basal and Inflammation-Induced Kynurenine Pathway Metabolism in Mice. Biochimica et biophysica acta, 1860(11 Pt A), 2345-2354.

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