Peptone from soybean

All air and moisture sensitive reactions were carried out using dry solvents and under a static atmosphere of nitrogen. All solvents and reagents were of commercial quality and were purchased from Sigma-Aldrich (St. Louis, MO, USA). p-Anisic acid (9), vanillic acid (10), veratric acid (11), 3,4,5-trimethoxybenzoic acid (13), p-anisaldehyde (2), vanillin (3), veratric aldehyde (4), piperonal (5), casein peptone, peptone from soybean, yeast extract, meat extract, malt extract, sucrose, maltose, glucose, Amberlite® XAD1180N (20–60 mesh) and Na₂SO₄ were purchased from Sigma-Aldrich.
Piperonylic acid (12) was obtained by oxidation of piperonal (5) using silver oxide as oxidant (Pearl 1950 (link)). p-Anisyl alcohol (14), vanillyl alcohol (15), veratryl alcohol (16) and piperonyl alcohol (17) were prepared by NaBH₄ reduction of the corresponding aldehydes. 3,4,5-Trimetoxybenzaldehyde (6) was obtained through MnO₂ oxidation of 3,4,5-trimethoxybenzyl alcohol (18), which in turn was obtained by LiAlH₄ reduction of 3,4,5-trimethoxybenzoic acid (13).

Chemicals including 100% acetic acid, 4-aminoantipyrine, Coomassie Blue G-250, ethanol, ferric chloride, hydrogen chloride, meat extract, meat peptone, n-butanol, 85% phosphoric acid, potassium dihydrogen phosphate, sodium chloride, sodium dihydrogen phosphate monohydrate, and sodium hydrogen phosphate were from Merck, Darmstadt, Germany. Acetonitrile, agar, amylose-remazol brilliant blue R, bovine serum albumin, casein, 3,5-dinitrosalicylic acid, 2,2-diphenyl-1-picrylhydrazyl, Folin-Ciocalteu’s phenol-reagent, gallic acid, hydrochloric acid, hydrogen peroxide, 99% hydroxylamine hydrochloride, L-glutamic acid γ-monohydroxamate, L- Glutathione reduced, maltose, methanol, yeast extract, peptone from soybean, phenol, p-nitrophenyl butyrate, potassium sodium tartrate tetrahydrate, sodium acetate, sodium carbonate, starch, trichloroacetic acid, and Trizma Base were obtained from Sigma-Aldrich, Taufkirchen, Germany. CBZ-Glutaminylglycine was purchased from Zedira GmbH, Darmstadt, Germany. Potato dextrose agar and Mueller-Hinton broth were purchased from Biolife, Milano, Italy. Calcium chloride, D-(+)-glucose anhydrous, and iron (II) sulfate heptahydrate were obtained at Kemika, Zagreb, Croatia, while malt extract, potato dextrose broth, Triton X-100, tryptic soy broth, and tryptone were purchased from Fluka, Buchs, Switzerland.

Peptone from soybean, yeast extract, and agar were obtained from Sigma-Aldrich, St. Luis, MO, USA. Sodium chloride, ethanol, meat extract, and meat peptone were obtained from Merck, Darmstadt, Germany. Triptic soy broth, tryptone, potato dextrose broth, and malt extract were obtained from Fluka, Buchs, Switzerland. Potato dextrose agar was from Biolife, Milano, Italy, while anhydrous D-(+)-glucose was obtained from Kemika, Zagreb, Croatia.