3 hydroxyanthranilic acid

l-Tryptophan (CAS Number: 73–22-3), l-kynurenine (CAS Number 2922–83-0), kynurenic acid (CAS Number 492–27-3), 3-hydroxyanthranilic acid (CAS Number 548–93-6), 3-hydroxy-dl-kynurenine (CAS Number 484–78-6), HPLC grade water (CAS Number: 7732–18-5), acetonitrile (CAS Number 75–05-8), formic acid (CAS Number: 64–18-6) and donepezil hydrochloride (CAS Number 120011–70-3) were obtained from Sigma Aldrich.

Rac-metalaxyl (purity ≥ 98.5%) and metalaxyl-M (purity ≥ 98.0%) were obtained from Institute for Control of Agrochemicals, Ministry of Agriculture and Rural Affairs (Beijing, China). Deuterium oxide (D₂O, 99.9% D) and sodium 3-trimethylsilyl [2,2,3,3-²H₄] propionate (TSP) were bought from Cambridge Isotope Laboratories, Inc. (Tewksbury, MA, USA). Unlabled tryptophan, quinolinic acid (QA), xanthurenic acid (XA), serotonin hydrochloride, indole-3-acetic acid (IAA), tryptamine, indole-3-propionic acid (IPA), 3-hydroxyanthranilic acid (HAA), 5-hydroxyindole-3-acetic acid (HIAA), 3-hydroxykynurenine (HK), kynurenine (KYN), kynurenic acid (KA), DL-indole-3-lactic acid (ILA), melatonin, unlabeled amino acids, and [U-¹³C, U-¹⁵N] labeled cell free amino acid mixture were purchased from Sigma-Aldrich (St. Louis, MO, USA). ²H₅-tryptophan, ²H₂-tryptamin, ²H₄-melatonin, ²H₂-IAA, ²H₂-HIAA, ²H₅-KA, and ²H₄-serotonin were purchased from C/D/N Isotopes Inc. (Pointe-Claire, QC, Canada). ²H₄-KYN and ²H₂-HAA were obtained from Buchem (Apeldoorn, Netherlands). K₂HPO₄·3H₂O, and NaH₂PO₄·2H₂O were bought from Sinopharm Chemical Co., Ltd. (Beijing, China). Solvents for sample preparation and UPLC-MS/MS analysis were HPLC grade and purchased from Merck Chemicals (Shanghai, China). Ultrapure water was generated by a Milli-Q system from Millipore (Billerica, MA, USA).

HPLC-grade acetonitrile and formic acid were purchased from Tedia (Fairfield, OH, United States). 3-Hydroxykynurenine and 3-hydroxyanthranilic acid were obtained from Sigma-Aldrich (St. Louis, MO). Tyrosine and xanthurenic acid were purchased from Shanghai Aladdin Bio-Chem Technology Co., LTD.

X. eapokensis was grown in liquid SF-900 II SFM (Thermo Fisher Scientific) in presence of 2% Amberlite^™ XAD-16 (Sigmal Aldrich) or SF-900 supplemented with 1 mM of 2-amino-3-chlorobenzoic acid, 2-amino-5-chlorobenzoic acid, 2-amino-3-methylbenzoic acid, 2-amino-5-methylbenzoic acid, 2-amino-3-methoxybenzoic acid, 2-amino-5-methoxybenzoic acid, anthranilic acid, 3-hydroxy anthranilic acid, 3-methyl proline, 3-benzyl proline, or 4-hydroxy proline, pipecolic acid, and 2 mM of 5-fluoro indole, 5-phenyl indole, or 5-methyl indole and 3 mM of 7-azaindole (all chemicals were purchased from Sigma Aldrich). The cultures were cultivated at 30°C for three days with a starting OD₆₀₀ of 0.1 and cultures were extracted as described below.

Erastin (S7242), RSL3 (S8155), ferrostatin‐1 (S7243), liproxstatin‐1 (S7699), 4‐HPPA (S2995) were pursued from Selleck. SYTOX Green (S34860) and BODIPY‐C11 581/591 (D3861) were pursued from Invitrogen. L‐kynurenine (K8625), 3‐hydroxy‐kynurenine (H1771), 3‐hydroxyanthranilic acid (148776), 4‐HPLA (H3253), 4‐HB (144088), 4‐HBz (H5501), L‐Carnosine (C9625), Ornithine (O6503), phenylpropionic acid (W288918), L‐pipecolate (P2519) were pursued from Sigma‐Aldrich. α‐ketoisocaproate (T5071), Agmatine (T4808L), 2‐ketobutyrate (T5060), 3‐hydroxyisobutyric acid (T4947), hippuric acid (T4815), Benzoic acid (T0833), cinnamoic acid (T2740), β‐hydroxy‐β‐methylbutyrate (T5550), guanidinoacetic acid (T4238), Histamine (T0965), L‐Tryptophan (T0439), 5‐HTP (T1379), 5‐HT (T2209), 5‐HIAA (T4744), melatonin (T1659), quinolinic acid (T4049), and tyrosine (T0493) were pursued from TOPSCIENCE. Trans‐urocanate (I0002) were pursued from J&K Scientific.

Mangiferin calcium salt (MCS, yellow green powder, purity: 95.25%), Mangiferin (yellowish powder, purity: 98%) was provided by Changzhou Deze Pharmaceutical Research Co. Ltd. (Changzhou, China). Mangiferin (purity: 98.1%), rutin (purity: 91.9%) as reference substance were obtained from the National Institute for the Control of Pharmaceutical and Biological Products (Beijing, China). Heparin sodium was obtained from Shanghai Huishi biochemical reagent Co., Ltd. (Shanghai, China). Acetonitrile Methanol and formic acid (HPLC grade) were obtained from Tedia Company, Inc. (Ohio, USA). Ultrapure water was produced using a Milli-Q plus (Milford, MA, USA) water purification system. Leucine enkephalin was obtained from Waters (Milford, USA). Xanthurenic acid, 5-L-Glutamyl-taurine, Citric acid, Pantothenic acid, Uric acid, Riboflavin and 3-Hydroxyanthranilic acid were obtained from Sigma-Aldrich (St. Louis, MO, USA).