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4 protocols using l cysteine methyl ester hydrochloride

1

Characterization of Polysaccharide Structures

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d-(+)-Glucose, d-allose, d-galactose, Ag2CO3, L-cysteine methyl ester hydrochloride, phenyl isothiocyanate, pyridine, iPrOH, MTBE, porcine pancreatic α-amylase, acarbose, dinitrosalicylic acid, ACN and MeOH HPLC grade, and n-hexane, CHCl3, MeOH, ACN, (CH3)2CO and EtOAc technical grade were purchased from Sigma-Aldrich (St. Louis, MO, USA). Nano-pure water HPLC grade (18.2 MΩcm) was obtained from a NANO pure purification system (Barnstead/Thermolyne, Dubuque, IA, USA). Silica gel 60 F254 TLC plates, HCl and H3PO4 were purchased from EMD Millipore, Inc. (Darmstadt, Germany). Silica gel 60 Å 40-63 µm and AcOH glacial were purchased from VWR International LLC (West Chester, PA, Switzerland), while RP-C18 Cosmosil 140 and formic acid were purchased from Nacalai Tesque, Inc., (Kyoto, Japan) and Alfa Aesar (Ward Hill, MA, USA), respectively. MeOH and pyridine NMR (perdeuterated) solvents were purchased from Cambridge Isotope Laboratories (Andover, MA, USA).
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2

Synthesis of Cysteine Derivatives

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l-cysteine methyl ester hydrochloride, o-tolyl isothiocyanate, d-glucose (d-Glc), l-glucose (l-Glc), and DMSO-d6 were purchased from Sigma-Aldrich Chemical Co. Ltd. (Saint Louis, MO, USA). Methanol (MeOH) was purchased from Yuwang Industrial Co. Ltd. (Yucheng, China). Formic acid (HCOOH) was obtained from Kemiou Chemical Reagent Co. Ltd. (Tianjin, China).
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3

Synthesis and Purification of Thiol-Containing Compounds

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Nicotinic acid, N,N-dimethylformamide, N,N-diisopropylethylamine, L-cysteine methyl ester hydrochloride, hydrazine monohydrate, and iodomethane were purchased from Sigma-Aldrich (St. Louis, MO). Thionyl chloride was obtained from Junsei Chemical Co., Ltd (Tokyo, Japan). Thiopropyl Sepharose™ 6B resins were purchased from GE Healthcare Biosciences (Pittsburgh, PA). C. jejuni NCTC11168 (#700819) and C. concisus RM5485 (#BAA-1457) were from ATCC (Manassas, VA). All other chemicals were of analytical grade.
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4

Carboxylated-CNF Modification and Characterization

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Carboxylated-CNF, provided by RISE Bioeconomy (Stockholm, Sweden), was produced from commercial never-dried bleached sulfite softwood dissolving pulp (lignin content < 1.5%, xylose < 1.7%, mannose < 1.8%, Domsjö Fabriker AB, Örnsköldsvik, Sweden) by 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO)-mediated oxidation. L-cysteine methyl ester hydrochloride, N-(3-dimethyolaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC), N-hydroxysuccinimide (NHS), collagenase from Clostridium histolyticum, and calcein-AM were obtained from Sigma Aldrich (St. Louis, MO, USA). fetal bovine serum (FBS), penicillinin, streptomycin, 5,5-dithio-bis-(2-nitrobenzoic acid) (DTNB), EnzChek™ Gelatinase/Collagenase Assay Kit, Pierce TM Bradford Protein Assay Kit, DMEM:F12 medium, fetal bovine serum, and presto blue cell viability reagent were obtained from ThermoFisher Scientific (Waltham, MA, USA). 1,1-Diphenyl-2-picrylhydrazyl radical (DPPH) was purchased from Santa Cruz Biotechnology (Dallas, TX, USA).
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