The following compounds, 2-methylpropanal, 2,3-butanedione, 3-methylbutanal, methional, 2-acetylfuran, 1-octen-3-one, 1-octen-3-ol, (E)-2-nonenal, (E,Z)-2,6-nonadienal, 2-acetylpyrazine, 2-acetyl-2-thiazoline, 2-ethyl-3,5(and 6)-dimethylpyrazine, (E,E)-2,4-decadienal, 1-hexanol, 2-phenylethanol, salicylaldehyde, p-vinylguaiacol, ethyl nonanoate, and ethyl octanoate were purchased from Sigma Aldrich (St. Louis, MO, USA). 2-Ethyl-3,5-dimethylpyrazine and 2-ethyl-3,6-dimethylpyrazine were separated using preparative GC and [2H3]-2-Acetyl-1-pyrroline and [2H4]-2-acetyl-2-thiazoline were synthesized as previously described [37 (link)]. 3-Methyl-1-butanol, guaiacol, and 2-methyl-3-heptanone were purchased from Tokyo Chemical Industry (TCI; Portland, OR, USA). 2,3-Diethyl-5-methylpyrazine, butylated hydroxytoluene (BHT), ethanol (200 proof) and dichloromethane were purchased from Fisher Scientific (Pittsburgh, PA, USA). Sodium bicarbonate and anhydrous sodium sulfate were purchased from Avantor (Center Valley, PA, USA).
Guaiacol
Manufactured by Tokyo Chemical Industry
Sourced in Japan
Guaiacol is a clear, oily liquid organic compound with a characteristic smoky, vanilla-like odor. It is a common material used in chemical research and synthesis applications.
Automatically generated - may contain errors
Lab products found in correlation
Eugenol, by Tokyo Chemical Industry (3 mentions)
Dichloromethane, by Thermo Fisher Scientific (1 mentions)
Sodium bicarbonate, by Avantor (1 mentions)
Ethyl octanoate, by Merck Group (1 mentions)
Salicylaldehyde, by Merck Group (1 mentions)
2 phenylethanol, by Merck Group (1 mentions)
2 3 butanedione, by Merck Group (1 mentions)
1 hexanol, by Merck Group (1 mentions)
Methional, by Merck Group (1 mentions)
1 octen 3 one, by Merck Group (1 mentions)
1 octen 3 ol, by Merck Group (1 mentions)
E 2 nonenal, by Merck Group (1 mentions)
3 methylbutanal, by Merck Group (1 mentions)
Ethyl nonanoate, by Merck Group (1 mentions)
2 methylpropanal, by Merck Group (1 mentions)
E z 2 6 nonadienal, by Merck Group (1 mentions)
2 acetyl 2 thiazoline, by Merck Group (1 mentions)
E e 2 4 decadienal, by Merck Group (1 mentions)
P vinylguaiacol, by Merck Group (1 mentions)
2 methyl 3 heptanone, by Tokyo Chemical Industry (1 mentions)
7 protocols using guaiacol
1
Flavor Compound Isolation and Synthesis
2
Aroma and Flavan-3-ols Standards Characterization
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Aroma standards including phenylethyl alcohol, linalool, rose oxide, β-damascenone, geraniol, nerol, α-terpineol, β-citronellol, ethyl butanoate, ethyl hexanoate, ethyl octanoate, ethyl decanoate, ethyl cinnamate, isoamyl acetate, ethyl 3-methylbutanoate, eugenol, whiskey lactone, 4-ethylphenol, guaiacol and 3-octanol with purity ≥97% were purchased from Tokyo Chemical Industry (Shanghai, China). Flavan-3-ols standards including (+)-catechin, (−)-epicatechin, (−)-epicatechin-3-O-gallate, (−)-epigallocatechin with purity higher than 98% were supplied by Sigma-Aldrich (St. Louis, MO, USA). Folin-Ciocalteau reagent, p-dimethylamino-cinnamaldehyde (DMACA), dimethylsulfoxide (DMSO‑d6 containing 0.03% tetramethylsilane) were supplied from Merck (Darmstadt, Germany). All reagents of analytical grade were provided by Kermel (Tianjin, China), and all solvents of chromatographic grade were from Oceanpak (Gothenburg, Sweden).
3
Antimicrobial Activity of Aromatic Compounds
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Thymol (1a ) (99% pure), carvacrol (2a ) (95% pure), guaiacol (99% pure), 2-allyl phenol (95% pure), and eugenol (3a ) (99% pure) were purchased from Tokyo Chemical Industry Co. (TCI). All other reagents for chemical synthesis were purchased from commercial sources and used as received without further purification. Solvents for filtrations, transfers, and chromatography were certified ACS grade. Thin layer chromatography was performed on Silicycle Glass Backed TLC plates, and visualization was accomplished with UV light (254 nm), and/or potassium permanganate. All 1H NMR spectra were recorded on a Bruker DRX300. All 13C NMR spectra were recorded on a Bruker DRX500, all NMR data was reported in ppm, employing the solvent resonance as the internal standard.
Pseudomonas aeruginosa (PA01 and PA015442) and S. epidermidis (35984) were obtained from American Type Culture Collection (ATCC). All bacteria were sub-cultured onto tryptic soy agar (TSA) plates and incubated at 37°C for 24 h. Single colonies were transferred from the plates and inoculated into 25 mL tryptic soy broth (TSB) in Erlenmeyer flasks. Culture were incubated 37°C for 24 h and 10 μL of culture was transferred into 25 mL of TSB and the absorbance was read at 600 nm using a spectrophotometer and standardized to 106-107 CFU/mL.
Pseudomonas aeruginosa (PA01 and PA015442) and S. epidermidis (35984) were obtained from American Type Culture Collection (ATCC). All bacteria were sub-cultured onto tryptic soy agar (TSA) plates and incubated at 37°C for 24 h. Single colonies were transferred from the plates and inoculated into 25 mL tryptic soy broth (TSB) in Erlenmeyer flasks. Culture were incubated 37°C for 24 h and 10 μL of culture was transferred into 25 mL of TSB and the absorbance was read at 600 nm using a spectrophotometer and standardized to 106-107 CFU/mL.
4
Guaiacol and Rapamycin Compound Evaluation
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Guaiacol and rapamycin were purchased from Tokyo Chemical Industry (Tokyo, Japan). Dimethyl sulfoxide was purchased from FUJIFILM WAKO Pure Chemical Industries (Osaka, Japan).
5
Enzymatic Synthesis of GS-HPV Isomers
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MPHPV and HPV were prepared as described previously17 (link),31 (link). In preparing (βR)-GS-HPV and (βS)-GS-HPV, purified LigF (40 µg protein/ml) and LigE (150 µg protein/ml) were incubated in 1 ml reaction mixtures containing 400 µM racemic MPHPV, 5 mM GSH, and buffer A, respectively, for 60 min at 30 °C14 (link). The resulting mixtures were used as preparations of 200 µM GS-HPV isomers, including 4.8 mM GSH. GGE and guaiacol were purchased from Tokyo Chemical Industry, Co., Ltd.
6
Profiling Volatile Compounds in Green Coffee
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Green coffee beans (Coffea arabica, from Brazil) were bought from a commercial market in Seoul, Korea. The origin of green coffee beans was verified by the importers and experts. 2-Methylpyrazine, 2,5-dimethylpyrazine, 2,6-dimethylpyrazine, 2-ethyl-3-methylpyrazine, 2-ethyl-5-methylpyrazine, 3-ethyl-2,5-dimethylpyrazine, furfural, furfuryl acetate, furfuryl propionate, furfuryl alcohol, 1-furfurylpyrrole, 4-ethylguaiacol, 2-methoxy-4-vinylphenol, 5-methylfurfural, quinoxaline, and C7–C30 alkane standard were obtained from Sigma–Aldrich Chemical Co. (St. Louis, MO, USA). 2-Ethylpyrazine, 2,3-dimethylpyrazine, 1-methylpyrrole, guaiacol, and 2-acetylfuran were bought from Tokyo Chemical Industry Co., Ltd. (Tokyo, Japan). Divinylbenzene/carboxen/polydimethylsiloxane (DVB/CAR/PDMS, 50-μm film thickness) solid-phase microextraction (SPME) fiber was purchased from Supelco, Inc. (Bellefonte, PA, USA).
7
Sausage Aroma Compound Analysis
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Three sausage types with different fat content (regular (32％) , half-added (16％) , no added fat) were prepared.
Aromatic compounds, including β-pinene, 3-carene, D-limonene, octanal, nonanal, caryophyllene, methyl eugenol, hexanoic acid, guaiacol, 4-ethyl-2-methoxyphenol, 1, 2, 4-trimethylbenzene m-cresol, and eugenol, and lecithin (from eggs) were sourced from Tokyo Chemical Industry Co. Ltd. (Tokyo, Japan) . Triolein and cholesterol (purity＞ 99％) were purchased from Merck KGaA (Darmstadt, Germany) .
Aromatic compounds, including β-pinene, 3-carene, D-limonene, octanal, nonanal, caryophyllene, methyl eugenol, hexanoic acid, guaiacol, 4-ethyl-2-methoxyphenol, 1, 2, 4-trimethylbenzene m-cresol, and eugenol, and lecithin (from eggs) were sourced from Tokyo Chemical Industry Co. Ltd. (Tokyo, Japan) . Triolein and cholesterol (purity＞ 99％) were purchased from Merck KGaA (Darmstadt, Germany) .
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