Dinitrophenyl labeled human serum albumin dnp hsa

1-Iodobutane, 1-iodooctane, 1-iodododecane, 1-iodohexadecane, and 1-iodooctadecane were purchased from Tokyo Chemical Industry Corporation (Tokyo, Japan). L-Ascorbic acid (AA), L-Ascorbic acid sodium salt (AANa), acetyl chloride, chloromethyl methyl ether, potassium carbonate, hydrochloric acid (HCl), oxatomide, and p-nitrophenyl-2-acetamido-2-deoxy-β-D-glucopyranoside (PNAG) were purchased from FUJIFILM Wako Pure Chemical Corporation (Osaka, Japan). Diaion HP20 (Mitsubishi Chemical Corporation, Tokyo, Japan), Wakogel C-200 (FUJIFILM Wako Pure Chemical Corporation), Silica Gel 60 (Merck KGaA, Darmstadt, Germany), and TOYOPEARL HW-40C (Tosoh Corporation, Tokyo, Japan) were utilized for column chromatography. Monoclonal anti-dinitrophenyl antibody (DNP-IgE) and dinitrophenyl-labeled human serum albumin (DNP-HSA) were obtained from Sigma-Aldrich Co., St. Louis, MO, USA. All of the chemicals used were of the highest grade commercially available.

2-O-α-d-Glucopyranosyl-6-O-hexadecanoyl-l-ascorbic acid (6-sPalm-AA-2G) was synthesized in our laboratory as described previously [11 (link)]. 6-O-Palmitoyl-l-ascorbic acid (6-Palm-AA), oxatomide, l-ascorbic acid 2-phosphate trisodium salt, and l-ascorbic acid 2-sulfate disodium salt dihydrate were purchased from FUJIFILM Wako Pure Chemical Corporation, Osaka, Japan. Monoclonal anti-dinitrophenyl antibody (DNP-IgE) and dinitrophenyl-labeled human serum albumin (DNP-HSA) were obtained from Sigma-Aldrich Co., St. Louis, MO, USA. All of the chemicals used were of the highest grade commercially available. NMR spectra were obtained on a Varian NMR System 600-MHz instrument. The values of the chemical shifts were expressed in ppm, and each coupling constant (J) was expressed in Hz. The electron spray ionization (ESI) high-resolution mass sptectra were recorded on a Bruker Daltonics (Bremen, Germany) MicrOTOF II instrument using direct sample injection.