Isovanillic acid

Manufactured by Merck Group

Sourced in United States

Isovanillic acid is a chemical compound that is used as a laboratory reagent. It is a white crystalline solid that is soluble in organic solvents. Isovanillic acid has a molecular formula of C8H8O3 and a molar mass of 152.15 g/mol.

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Lab products found in correlation

6 protocols using isovanillic acid

Evaluation of Botanical Compound Effects

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Quercetin, rosmarinic acid, coumaric acid, cinnamic acid, taxifolin, ferulic acid, p-coumaric acid, rutin, isovanillic acid, chlorogenic acid, protocatechuic acid, gallic acid, p-hydroxybenzoic acid, caffeic acid, gastrodin, p-hydroxybenzyl alcohol, ethylenediaminetetraacetic acid (EDTA), dimethyl sulfoxide (DMSO), hematoxylin and eosin, and parishin A, B, C, and E were purchased from Sigma-Aldrich (St. Louis, MO, USA). Streptomycin, penicillin, fetal bovine serum (FBS), and Dulbecco’s modified Eagle’s medium (DMEM) were purchased from Invitrogen (Carlsbad, CA, USA). Primary antibodies against iNOS was purchased from Santa Cruz Biotechnology, Inc. (Santa Cruz, CA, USA). Prestained protein ladder (PageRuler TM Plus) was purchased from Thermo Scientific (Rockford, IL, USA). Other reagents were commercially available and of special grade.

Choi J.H., Park S.E., Yeo S.H, & Kim S. (2020). Anti-Inflammatory and Cytotoxicity Effects of Cudrania tricuspidata Fruits Vinegar in a Co-Culture System with RAW264.7 Macrophages and 3T3-L1 Adipocytes. Foods, 9(9), 1232.

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Quantification of Polyphenol Standards

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Commercial standards of cyanidin-3-O-glucoside chloride, delphindin-3-O-glucoside chloride, malvidin-3-O-glucoside chloride, gallic acid, caffeic acid, ferulic acid, ethyl gallate, taxi Folin, chlorogenic acid, hippuric acid, 3-hydroxyhippuric acid, 4-hydroxybenzaldehyde, isovanillin, p-anisic acid, 4-hydroxyphenylacetic acid, 3-hydroxyphenylpropionic acid, 3-methoxyphenylacetic acid, isovanillic acid, homovanillic acid, 3-hydroxy-4-methoxyphenylpropionic acid, syringic acid, quercetin, myricetin, chlorogenic acid, quercetin-3-O-glucuronide, protocatechuic acid, p-coumaric acid, catechin, epicatechin, 4-methoxyquercetin, and quercetin-3-O-glucoside as well as sodium carbonate and Folin and Ciocalteu’s reagent (2N) were purchased from Sigma-Aldrich (St. Louis, MO, USA). caffeic acid glucuronide was supplied by Synthose (Concord, Ontario, Canada). LC-MS grade solvents, including methanol, water, ACN, and formic acid as well as trace metal grade concentrated nitric acid were purchased from Thermo Fisher Scientific (Waltham, MA, USA). ⁴⁵Ca was purchased from PerkinElmer (Waltham, MA, USA). EcoLite (+) scintillation cocktail was purchased from MP Biomedicals (Santa Ana, CA, USA).

Cladis D.P., Debelo H., Lachcik P.J., Ferruzzi M.G, & Weaver C.M. (2020). INCREASING DOSES OF BLUEBERRY POLYPHENOLS ALTERS COLONIC METABOLISM AND CALCIUM ABSORPTION IN OVARIECTOMIZED RATS. Molecular nutrition & food research, 64(12), e2000031.

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Quantification of Phenolic Compounds

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Avenanthramide 2c, avenanthramide 2f, avenanthramide 2p, 2,4‐dihydroxy benzoic acid, p‐coumaric acid, caffeic acid, iso ferulic acid, syringic acid, salicylic acid, o‐coumaric acid, vanillic acid, syringaldehyde, ferulic acid, sinapic acid, 4‐hydroxybenzaldehyde, 4‐hydroxybenzoic acid, vanillin, protocatechuic acid, isovanillic acid, gallic acid, homovanillic acid, hippuric acid, dihydroferulic acid, dihydrocaffeic acid, 4‐hydroxyphenylacetic acid, and 2‐hydroxyhippuric acid were obtained from Sigma–Aldrich (see Supporting Information Table S1 for IUPAC names). Dihydroferulic acid‐4‐O‐glucuronide, iso ferulic acid‐3‐O‐sulfate, ferulic acid‐4‐O‐glucuronide, dihydroxybenzoic acid‐3‐O‐glucuronide, and 5‐hydroxyanthranilic acid were obtained from Toronto Research Chemicals Inc. 4‐Hydroxyhippuric acid and 3‐hydroxyhippuric acid were purchased from Enamine (see Supporting Information Table S1 for IUPAC names). All solvents were HPLC grade and were obtained from Sigma–Aldrich or Fisher Scientific. While we acknowledge that avenanthramides are phenolic alkaloids, the terms phenolics is used throughout the paper to include both avenanthramides and phenolic acids.

Schär M.Y., Corona G., Soycan G., Dine C., Kristek A., Alsharif S.N., Behrends V., Lovegrove A., Shewry P.R, & Spencer J.P. (2017). Excretion of Avenanthramides, Phenolic Acids and their Major Metabolites Following Intake of Oat Bran. Molecular Nutrition & Food Research, 62(2), 1700499.

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Quantification of Phenolic Compounds

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Vanillic acid, isoVanillic acid, syringic acid, homoVanillic acid, caffeic acid, hippuric acid, p-coumaric acid, 3,4-dihydroxybenzoic acid, 2,5-dihydroxybenzoic acid, 2,4-dihydroxy benzoic acid, Vanillin, 4-hydroxybenzoic acid, 4-hydroxybenzaldehyde, sinapic acid, 3,5-dihydroxy benzoic acid, hydroferulic acid, ferulic acid, isoferulic acid, syringaldehyde, salicylic acid, 3,5-dichloro-4-hydroxybenzoic acid, 3-(3,4-dihydroxyphenyl)propanoic acid, 3,4-dihydroxyhydrocinnamic acid, o-coumaric acid, 2-hydroxyphenylacetic acid, 3-hydroxybenzaldehyde, 3-hydroxyphenylacetic acid, gallic acid, 3-hydroxybenzoic acid and 3,5-dichloro-4-hydroxybenzoic acid were obtained from Sigma–Aldrich (Gillingham, UK). Methanol, water, acetonitrile, and formic acid were all LC-MS grade and were obtained from Fisher Scientific (Loughborough, UK).

Costabile A., Corona G., Sarnsamak K., Atar-Zwillenberg D., Yit C., King A.J., Vauzour D., Barone M., Turroni S., Brigidi P, & Hauge-Evans A.C. (2022). Wholegrain fermentation affects gut microbiota composition, phenolic acid metabolism and pancreatic beta cell function in a rodent model of type 2 diabetes. Frontiers in Microbiology, 13, 1004679.

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Detailed Polyphenolic Compound Preparation

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Gibberellic acid, catechin, syringaldehyde, sinapinic acid, iso vanillic acid, gentisic acid, ferulic acid, luteolin, quercetin, kaempferol, naringenin, chlorogenic acid, p-coumaric acid, vanillic acid, rosmarinic acid, caffeic acid, protocatechuic acid and gallic acid were obtained from Sigma (St. Louis MO, USA). The chemical structures of eighteen polyphenolics studied are listed in Table 1.
Methanol (MeOH, HPLC grade) was purchased from Fisher Scientific (Pittsburgh, PA, USA). Sodium tetraborate (Na 2 B 4 O 7 ), boric acid (H 3 BO 3 ) sodium hydroxide (NaOH), butylated hydroxyanisole (BHA) and hydrocloric acid (HCl) were obtained from Sigma (St. Louis MO, USA).
Stock solutions of polyphenols were prepared by dissolving enough of the studied compound in MeOH (50 mL) to give a 100 ppm in solution. Borate buffer (40 mM) was prepared by mixing Na 2 B 4 O 7 with H 3 BO 3 (500 mM) in ultrapure water. All used reagents were protected from light. The prepared solutions were stored at 4 °C for several days and at -18 °C for long-term storage.

Şanlı S., Güneşer O., Kılıçarslan S., & Şanlı N. (2020). Screening of eighteen polyphenolic compounds in different carob pekmez by green capillary electrophoresis method. SN Applied Sciences, 2(4).

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HPLC/MS Analysis of Lignin Markers

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Reagents and standard solutions HPLC/MS-grade methanol (MeOH) and acetonitrile (ACN) were purchased from Romil LTD (Cambridge, U.K.). The ultrapure water (18.2 M cm, 0.01 TOC) was produced by a Purelab Flex (Elga, High Wycombe, U.K.) and formic acid (98%) was obtained by Fluka (Sigma Aldrich, Buchs, Switzerland). Levoglucosan (purity 99%), vanillin (VAN) (≥ 98%), syringic acid (SyA) (≥ 95%), homovanillic acid (HA) (≥ 98%), isovanillic acid (IVA) (97%), p-coumaric acid (PA) (≥ 98%), coniferyl aldehyde (CAH) (98%), were purchased from Sigma Aldrich, vanillic acid (VA) (≥ 97%), syringaldehyde (SyAH) (≥ 97%), ferulic acid (FA) (≥99%) from Fluka. Levoglucosan 13 C6(98% isotopic enriched, ≥ 98% chemical purity) from Cambridge Isotope Laboratories Inc. (Andover, MA), vanillic acid 13 C1(98% isotopic enriched, ≥ 98% chemical purity) and vanillin 13 C6(98% isotopic enriched, ≥ 98% chemical purity) from Sigma Aldrich.

Zangrando R., Barbaro E., Vecchiato M., Kehrwald N.M., Barbante C, & Gambaro A. (2016). Levoglucosan and phenols in Antarctic marine, coastal and plateau aerosols. The Science of the total environment, 544.

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