D quinic acid

Manufactured by Merck Group

Sourced in United States

D-(–)-Quinic acid is a naturally occurring compound that can be used as a chemical building block in various laboratory applications. It is a cyclic polyol with a carboxyl group, and its molecular formula is C7H12O6. This compound can be utilized in the synthesis of organic compounds and as a pH buffer in analytical procedures, but a detailed description of its specific applications is not available without the risk of bias or extrapolation.

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7 protocols using d quinic acid

Preparation of Diverse Organic Compounds

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Agarose (A6013), L-Alanine (A7627), Benzoic acid (242381), 3,3′-diaminobenzidine (D5905), Folic acid (F7876), Formic acid (F0507), D-(–)-Fructose (F0127), D-(+)-Glucose (BDH0230), Glycine (G7126), Horseradish peroxidase (P6782), DL-Malic acid (M0875), D-Mannitol (M4125), N-Z-Soy® Peptone (P1265), Pectin from apple (P8471), Phosphoric acid, D-(–)-Quinic acid (138622), Starch from rice (S7260), and Sucrose (50389) were purchased from Sigma-Aldrich Chemical Co. (St. Louis, MO). Acetonitrile (AX0145) was obtained from EMD Millipore (Billercia, MA), Citric acid anhydrous (A940) from Fisher Scientific (Fair Lawn, NJ), Sorbitol (V045-07) from J. T. Baker – Mallinckrodt Baker, Inc. (Phillipsburg, NJ) and Proflo Premium Quality Cottonseed-derived Protein Nutrient (069061) from Trades Protein, Southern Cotton Oil Company (Memphis, TN). All solvents were of HPLC grade and water was of Milli-Q quality (Millipore Corp., Bedford, MA).

Tadych M., Vorsa N., Wang Y., Bergen M.S., Johnson-Cicalese J., Polashock J.J, & White JF J.r. (2015). Interactions between cranberries and fungi: the proposed function of organic acids in virulence suppression of fruit rot fungi. Frontiers in Microbiology, 6, 835.

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Diverse Biochemical Reagent Acquisition

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Guaiacol, 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS), O-tolidine, D-quinic acid, acetylsalicylic acid, 3,5-Dihydroxytoluene, orcinol, 3,4-Dihydroxybenzoic acid, catechol, O-toluidine and tannic acid were purchased from sigma Co., (St. Louis, MO, USA). All other media components and chemicals were of highest purity grade available commercially.

Kumar A., Singh D., Sharma K.K., Arora S., Singh A.K., Gill S.S, & Singhal B. (2017). Gel-Based Purification and Biochemical Study of Laccase Isozymes from Ganoderma sp. and Its Role in Enhanced Cotton Callogenesis. Frontiers in Microbiology, 8, 674.

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Quinic Acid and Rivastigmine Pharmacology

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D-(-)-Quinic acid was purchased from Sigma Aldrich. Rivastigmine was a gift from a pharmaceutical company. Aluminum chloride, toluene, DTNB, acetylthiocholine iodide, trichloroacetic acid, thiobarbituric acid, and sodium carboxymethyl cellulose were purchased from Himedia Pvt. Ltd. (Mumbai) and S D Fine Chemicals Ltd (Mumbai). Methanol, chloroform, dichloromethane, tween 80, n-butanol, and ethyl acetate were of analytical grade (AR).

Liu L., Liu Y., Zhao J., Xing X., Zhang C, & Meng H. (2020). Neuroprotective Effects of D-(-)-Quinic Acid on Aluminum Chloride-Induced Dementia in Rats. Evidence-based Complementary and Alternative Medicine : eCAM, 2020, 5602597.

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Phytochemical Profiling of Smilax china L. Root

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Smilax china L. root used in this study originated from Gyeongju city, Gyeongsangbuk-do, Korea and was supplied by Hwalim Natural Drug Co., Ltd. (Busan, Korea). C. acnes KCTC 3314 and KCTC3320 strains were purchased from the Korean Collection for Type Cultures (Jeongeup, Korea) and used for antimicrobial activity tests as human skin acne-causing bacteria. The solvents of Ethyl alcohol (95%), Methylene chloride, Ethyl acetate, n-Hexane, MEthyl alcohol (99%), and Trifluoro acetic acid (TFA) were purchased from Samchun Chemical Co., Ltd. (Seoul, Korea). Acetonitrile and Formic acid were purchased from TEDIA (Fairfield, OH, USA) and Daejung Chemical Co. (Goryeong, Korea), respectively. Standard materials of (+)-Catechin hydrate, Chlorogenic acid crystalline, D-Quinic acid (98%), Caffeic acid, Oxy Resveratrol, Resveratrol, Polydain, and Quercetin were purchased from Sigma-Aldrich, Inc. (St. Louis, MO, USA).

Joo J.H., Han M.H., Kim J.I., Kim J.E., Jung K.H., Oh H.S., Chung Y.S., An H.J., Lee J.D., Moon G.S, & Lee H.Y. (2022). Antimicrobial Activity of Smilax china L. Root Extracts against the Acne-Causing Bacterium, Cutibacterium acnes, and Its Active Compounds. Molecules, 27(23), 8331.

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Quantification of Polyphenolic Compounds

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The D-(-)-salicin (≥98.5% HPLC), D-(-)-quinic acid (≥98%), Procyanidin B2 (≥90% HPLC) and Taxifolin (≥85% HPLC) analytical standards were purchased from Sigma-Aldrich (Steinheim, Germany). The LC-MS hypergrade acetonitrile was purchased from Merck (LiChrosolv, Germany), and the formic acid (HiperSOLV Chromanorm) was purchased from VWR Chemicals. Milli-Q Type 1 ultrapure water (suitable for chromatography and other advanced analytical techniques) was used for sample preparation as well as the mobile phase. The Folin–Ciocalteu reagent, gallic acid, methanol and other chemicals used for the analyses were of analytical grade and were purchased from Sigma-Aldrich (Steinheim, Germany).

Pals M., Lauberte L., Ponomarenko J., Lauberts M, & Arshanitsa A. (2022). Microwave-Assisted Water Extraction of Aspen (Populus tremula) and Pine (Pinus sylvestris L.) Barks as a Tool for Their Valorization. Plants, 11(12), 1544.

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Synthesis of Quinic Acid Lactol

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Prepared as previously reported with D-(−)-quinic acid (57.6 g, 300 mmol, purchased from Sigma-Aldrich in 100 g bottles, CAS 77–95-2), p-toluenesulfonic acid monohydrate (656 mg, 3.45 mmol), 2,2-dimethoxypropane (115 mL, 942 mmol), and EtOAc (Sigma-Aldrich, HPLC grade, >99.8%, 402 mL) to give lactol 30 as white needles (46.6 g, 216.5 mmol, 72%).^{18 (link),22 (link)}

Gartman J.A, & Tambar U.K. (2021). Synthetic Studies of the Rubellin Natural Products: Development of a Stereoselective Strategy and Total Synthesis of (+)-Rubellin C. The Journal of organic chemistry, 86(16), 11237-11262.

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Targeted Metabolite Profiling

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Bovine serum albumin (≥99% purity), D-sorbitol (99% purity), adonitol (≥99% purity), shikimic acid (≥99% purity), D-(–)-quinic acid (98% purity), and formic acid were purchased from Sigma-Aldrich (St. Louis, MO, USA). Isopropanol, acetonitrile and water (LC-MS grade) were obtained from Supelco (Bellefonte, PA, USA).

Dyrda-Terniuk T., Sugajski M., Pryshchepa O., Śliwiak J., Buszewska-Forajta M., Pomastowski P, & Buszewski B. (2022). The Study of Protein–Cyclitol Interactions. International Journal of Molecular Sciences, 23(6), 2940.

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