4 toluenesulfonyl chloride

Manufactured by Merck Group

Sourced in United States

4-toluenesulfonyl chloride is a chemical compound commonly used as a reagent in organic synthesis. It is a colorless or white crystalline solid. The primary function of 4-toluenesulfonyl chloride is to act as a sulfonating and chlorinating agent in various chemical reactions.

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4-toluenesulfonyl chloride (p-TsCl) (4 citations)

6 protocols using 4 toluenesulfonyl chloride

Xanthan Gum-based Biomaterials Synthesis

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Xanthan gum (Xn), with a molar ratio of D-glucose:D-mannose:D-glucuronic:pyruvic acid ketal:O-acetyl of 3.0:3.0:2.0:0.6:1.7, and a molecular weight of approximately 2.5 × 10⁶ Da from CP Kelco, U.S., was used as matrix. Heparin sodium (Hep, >150 IU/mg) was acquired from Sigma-Aldrich and used as received. 4-toluenesulfonyl chloride (TsCl), pyridine (Py), methylene chloride, oleic acid, 4,4′-methylene dicyclohexyl diisocyanate (H12MDI), 4,4′-diphenylmethane diisocyanate (MDI), dimethylol propionic acid (DMPA), polyhexamethylene carbonate diol (PHC–M 2000), 1,4-butanediol (BD), and triethylamine (TEA) were purchased from Sigma-Aldrich (USA).

Anghel N., Apostol I., Dinu M.V., Dimitriu C.D., Spiridon I, & Verestiuc L. (2023). Xanthan-Based Materials as a Platform for Heparin Delivery. Molecules, 28(6), 2757.

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Synthesis of Azo-Based Photoresponsive Materials

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The starting materials, thylene glycol, 1,3-propanediol, 1,5-pentadiol, 1,6-hexanediol, 1,10-decanediol, 1,12-dodecanediol, cholesterol, 4-toluene sulfonyl chloride, phenol, 4-aminobenzoic acid, iodomethane, sodium nitrite, hydrochloric acid, sodium hydroxide, N,N'-dicyclohexylcarbodiimide (DCC), 4-dimethylaminopyridine (DMAP), all were purchased from Sigma-Aldrich Chemicals (Shanghai, China). Other used reagents were commercially available and were distilled before used. The synthesis of the 4'-carboxy-4-methoxyazobenzene ultilized in this study was described elsewhere [28 (link)].

Ren Y., Wang B, & Zhang X. (2015). Synthesis of photoresponsive cholesterol-based azobenzene organogels: dependence on different spacer lengths. Beilstein Journal of Organic Chemistry, 11, 1089-1095.

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Synthesis of Mannose-Conjugated Branched PEI

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Branched PEI (10 kDa), 4-toluenesulfonyl chloride, D-(+)-mannose and other chemicals were obtained from Sigma. O-benzotriazol-1-yl-tetramethyluroniumhexaflurophosphate (HBTU) was obtained from VWR. Dialysis membranes (3.5 kDa pore size) were obtained from Spectra/Por.

Chitgupi U., Li Y., Chen M., Shao S., Beitelshees M., Tan M.J., Neelamegham S., Pfeifer B.A., Jones C, & Lovell J.F. (2017). Bimodal Targeting Using Sulfonated, Mannosylated PEI for Combined Gene Delivery and Photodynamic Therapy. Photochemistry and photobiology, 93(2), 600-608.

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Fabrication of Doxorubicin-Loaded Polymer Nanoparticles

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Hydroxypropylcellulose (HPC, molecular weight (Mw) 100,000, Polydispersity Index (PDI) = 1.09), bovine serum albumin (BSA), abietic acid (AA), and 4-toluene sulfonyl chloride (TOS-Cl) were bought from Sigma-Aldrich Co., LLC (St. Louis, MO, USA). Doxorubicin hydrochloride (DOX) was purchased from the Aladdin Chemical Reagents Company. Hydrochloric acid, petroleum ether, dimethylacetamide, and other chemical reagents were used without any further purification.

Chen Y., Wang X., Huang Y., Kuang P., Wang Y., Liu Y., Yin W., Zan J., Liu Y., Yin C, & Fan Q. (2021). In Situ-Forming Cellulose/Albumin-Based Injectable Hydrogels for Localized Antitumor Therapy. Polymers, 13(23), 4221.

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Glycol Chitosan-Based Antimicrobial Delivery

Cited 1 time

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Glycol chitosan 72 kDa (GlycChit, the degree of deacetylation is 92), mannan (46 kDa), polyethyleneimine 1.8 kDa (PEI1.8), Et₂O, DMF, DMSO, HBr, (HOCH2CH2)3N, 2-hydroxypropyl-β-cyclodextrin (HPCD), 4-toluenesulfonyl chloride (TsCl), genipin, 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC), N-hydroxysuccinimide (NHS), N-acetylcysteine, limonene were purchased from Sigma Aldrich (St. Louis, MI, USA). Mannotriose-di-(N-acetyl-D-glucosamine) (triMan-GlcNAc2) was obtained from Dayang Chem (Hangzhou, China) Co., Ltd.
Using CD spectroscopy (Jasco J-815 CD Spectrometer, JASCO Corp., Tokyo, Japan), the degree of deacylation in glycol chitosan samples was determined by the peak at 215 nm corresponding to the absorption of the amide bond and was 92%.
Moxifloxacin hydrochloride (MF) was obtained by Canon Pharma (Moscow, Russia).
Linalool was purchased from Carl Roth GmbH (Karlsruhe, Germany). Eugenol at the highest commercial quality was purchased from Acros Organics (Geel, Belgium). Apiol with 98–99% purity was obtained by high-efficiency distillation using a pilot plant device at N.D. Zelinsky Institute of Organic Chemistry RAS (Moscow, Russia) [42 (link)].
The components of the LB medium were bactotrypton, agarose and yeast extract (Helicon, Russia).

Zlotnikov I.D., Davydova M.P., Danilov M.R., Krylov S.S., Belogurova N.G, & Kudryashova E.V. (2023). Covalent Conjugates of Allylbenzenes and Terpenoids as Antibiotics Enhancers with the Function of Prolonged Action. Pharmaceuticals, 16(8), 1102.

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Synthetic Reagents for Protein Modification

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Hydrogen peroxide 35% (H₂O₂), 2-mercaptoethanol, 4-toluenesulfonyl chloride, potassium
bicarbonate, N-butylamine, triethylamine (TEA), deuterated
solvents, ethyl acetate, cyclohexane, acetonitrile, dimethyl sulfoxide
(DMSO), hydrochloric acid (HCl), sodium bicarbonate (NaHCO₃), 2-bromoethanol, N,N-dimethylacrylamide (DMA),
2,2′-azobis(2-methylpropionitrile) (AIBN), bis(pentafluorophenyl)
carbonate, 1,8-diazabicyclo[5.4.0]undec-7-en (DBU), and 1,1′-carbonyldiimidazol
(CDI) were purchased from Sigma-Aldrich. Potassium sulfite, sulfur,
and fluorescamine were purchased from Acros Organics and Alfa Aesar,
respectively. N,N-Dimethylformamide
(DMF), chloroform, dichloromethane (DCM), and the BCA (bicinchoninic
acid) protein assay kit were obtained from Thermo Fisher Scientific
Inc. Methanol (MeOH) and acetone were from Honeywell International.
Vivaspin 500 centrifugal concentrators MWCO 10 kDa were purchased
from Sartorius.

Scherger M., Pilger Y.A., Komforth P., Räder H.J, & Nuhn L. (2023). Reversible Polymer–Protein Functionalization by Stepwise Introduction of Amine-Reactive, Reductive-Responsive Self-Immolative End Groups onto RAFT-Derived Polymers. ACS Biomaterials Science & Engineering, 10(1), 129-138.

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