Epibromohydrin

Manufactured by Merck Group

Sourced in Canada

Epibromohydrin is a chemical compound used as a laboratory reagent. It is a colorless liquid with a pungent odor. Epibromohydrin is primarily used as a precursor in organic synthesis reactions.

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Lab products found in correlation

Silver oxide, by Merck Group (1 mentions) Dichloromethane dcm, by Merck Group (1 mentions)

3 protocols using epibromohydrin

Radioactivity, Adrenochrome, and Fluorogenic Assays

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The radioactivity assay, adrenochrome, and fluorogenic assays were performed as described previously,^{[9 (link),13 (link),25 (link)]} using tritium labeled cis-stilbene oxide, epibromohydrin (Sigma), and CMNGC (3) as substrates, respectively. For assays with CMNGC, measurements were taken using a fluorescent plate reader with λ_ex = 330 nm and λ_em = 465 nm.

Bahl C.D., Hvorecny K.L., Bomberger J.M., Stanton B.A., Hammock B.D., Morisseau C, & Madden D.R. (2015). Inhibiting an epoxide hydrolase virulence strategy protects CFTR. Angewandte Chemie (International ed. in English), 54(34), 9881-9885.

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Epoxide Hydrolase Activity Assay

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Epoxide hydrolase enzyme activity was determined for the reporter substrate epibromohydrin (Sigma) using an adrenochrome reporter assay as described previously (25 (link), 31 (link), 32 (link)). Lipoprotein lipase from Pseudomonas spp. (Sigma) was used as a negative protein control, and a standard curve was generated using 3-bromo-1,2-propanediol (Sigma). The enzyme reaction was carried out using 20 μM protein incubated with 10 mM substrate at 37 °C for 30 min. We define 1 U as 1 μmol of substrate hydrolyzed per minute.

Bahl C.D., Hvorecny K.L., Morisseau C., Gerber S.A, & Madden D.R. (2016). Visualizing the mechanism of epoxide hydrolysis by the bacterial virulence enzyme Cif. Biochemistry, 55(5), 788-797.

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Synthesis of Oligo(PFPAE) Derivatives

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Oligo(PFPAE) diacyl fluoride was synthesized via the anionic ring-opening polymerization of hexafluoropropoxide (HFPO, generously supplied by Chemours™, USA), following the procedure described elsewhere [39 –42 (link)]. Different batches of the synthesized oligo(PFPAE) diacyl fluoride were mixed to be used for the syntheses of vinyl ether derivatives. Oligo(PFPAE) dicarboxylic acid, obtained by hydrolysis of the acyl fluoride, was used for the synthesis of the epoxy derivatives.
The chemicals employed for the functionalization of the oligo(PFPAE) are the following: 1,1,1,3,3-pentafluorobutane (PFB) was purchased from Alfa Aesar (Ward Hill, Massachusetts, USA). Epibromohydrin, ethylene glycol vinyl ether (EGVE), 1,4-Butylene glycol divinyl ether (BGVE), di(ethylene glycol) vinyl ether (DEGVE), silver oxide, 4-dimethylaminopyridine (DMAP), diethyl ether (Et₂O), ethyl acetate (EtOAc), Triethylamine (Et₃N), acetonitrile (MeCN), and dichloromethane (DCM), and all other chemicals were purchased from Sigma Aldrich (Canada). PFB, Et₃N, MeCN, and DCM were dried for 48 h over preconditioned 3 Å molecular sieves (20% w v⁻¹).

Trusiano G., Vitale A., Pulfer J., Newton J., Joly-Duhamel C., Friesen C.M, & Bongiovanni R. (2021). Novel perfluoropolyalkylethers monomers: synthesis and photo-induced cationic polymerization. Colloid and Polymer Science, 299(7), 1173-1188.

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