Hyaluronic acid (60,000 Da, Genzyme Corporation, Cambridge, MA). Adipic dihydrazide, NHS-acrylate, acryloyl chloride, triethylamine, N-boc-ethylenediamine, 4-(4,6-dimethoxy[1 (link),3 (link),5 (link)]triazin-2-yl)-4-methylmorpholinium chloride (DMTMM), vanillin, potassium carbonate, ethyl-4-bromobutyrate, dimethylformamide (DMF), nitric acid, ethanol, sulfuric acid, trifluoroacetic acid, methanol, and acetic acid were purchased from Fisher Scientific and used without purification. Picoline borane complex and PEG dithiol (MW 1000 Da) were purchased from Sigma Aldrich and used without purification. Ac-FKGGGERC-NH2 (K peptide), Ac-GCRDGPQGIWGQDRCG-NH2, NQEQVSPLRGDSPGNH2 (Q-RGD peptide), and FITC-labeled NQEQVSPLRGDSPG-NH2 were purchased from Genscript (Piscataway, NJ) and used without purification. 4-arm PEG-vinylsulfone (PEG-VS, MW 40kDa) and 4-arm PEG-maleimide (PEG-MAL, MW 20kDa) were purchased from JenKem Inc. and used without further purification.
Picoline borane complex
Manufactured by Merck Group
Sourced in United States
Picoline-borane complex is a chemical compound that serves as a reducing agent in organic synthesis. It is a stable solid that can be used to selectively reduce various functional groups in molecules. The core function of this product is to facilitate specific chemical transformations by providing a source of hydride for reduction reactions.
Automatically generated - may contain errors
Lab products found in correlation
Deuterated water, by Merck Group (2 mentions)
Sodium nitrite, by Merck Group (2 mentions)
Sodium hydroxide (naoh), by Merck Group (2 mentions)
Dimethylformamide, by Thermo Fisher Scientific (1 mentions)
Nitric acid, by Thermo Fisher Scientific (1 mentions)
Trifluoroacetic acid, by Thermo Fisher Scientific (1 mentions)
Sulfuric acid, by Thermo Fisher Scientific (1 mentions)
Vanillin, by Thermo Fisher Scientific (1 mentions)
Acryloyl chloride, by Thermo Fisher Scientific (1 mentions)
Acetic acid, by Thermo Fisher Scientific (1 mentions)
Ethanol, by Thermo Fisher Scientific (1 mentions)
Methanol, by Thermo Fisher Scientific (1 mentions)
Peg dithiol, by Merck Group (1 mentions)
Potassium carbonate, by Thermo Fisher Scientific (1 mentions)
Triethylamine, by Thermo Fisher Scientific (1 mentions)
Hyaluronic acid, by Sanofi (1 mentions)
Ac gcrdgpqgiwgqdrcg nh2, by GenScript (1 mentions)
Biogel p10, by Bio-Rad (1 mentions)
Glucosamine hydrochloride, by Merck Group (1 mentions)
Lactose monohydrate, by Merck Group (1 mentions)
5 protocols using picoline borane complex
1
Biomimetic Hydrogel Synthesis and Characterization
2
Labeling of Glycans with 2-AA
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Released reducing glycans were labeled with 2-aminobenzoic acid (2-AA), as described previously (33 (link)). Glycans were taken up in 50 μl milliQ and 50 μl of labeling mix (DMSO/acetic acid (10:3) containing 48 mg/ml 2-AA (Sigma-Aldrich) and 107 mg/ml picoline-borane-complex (Sigma-Aldrich)) was added. Samples were incubated at 65 °C for 2 h. Labeled glycans were taken up in 75% AcN and were loaded on Biogel P10 (BIO-RAD, Veenendaal, The Netherlands) conditioned with 80% AcN. The Biogel was washed with 80% AcN and glycans were eluted with milliQ.
3
Physicochemical characterization of chitosan
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Chitosan was purchased from ChitiNor AS (Sollidalen, Norway). The composition was determined by means of 1H-NMR and resulted: GlcNH2 = 86% and GlcNAc 14% (MWRU = 167 g/mol). The intrinsic viscosity ([η] = 920 mL/g) was determined by means of capillary viscometry [39 (link)], whereas the weight average molecular weight ( ) was determined by means of SEC-MALS analyses [40 (link)]. Picoline-borane complex, deuterated water, sodium nitrite, sodium hydroxide, phosphate buffered saline (PBS), lactose monohydrate, and glucosamine hydrochloride were purchased from Sigma-Aldrich (Chemical Co. USA). Sodium chloride and hydrochloric acid were purchased from Carlo Erba (Cornaredo, Italy). Ethanol/Isopropanol (ETA/IPA) mixture 70/30 v/v was purchased from Chimen S.R.L. (San Donà di Piave, Italy). Genipin (purity 98%) was purchased from Challenge Bioproducts Co., Ltd. (Yun-Lin Hsien, Taiwan). Deionized water was used in all preparations.
4
Synthesis of 4-amino-N,N,N-trimethylbenzenaminium
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HPLC grade acetonitrile, formic acid, acetic acid, aniline.HCl, 2 H5-aniline, picoline borane complex, glucose, fructose, mannose, galactose, ribose, xylose, arabinose, glucuronic acid, galacturonic acid, Nacetylglucosamine and N-acetylneuraminic acid were obtained from Sigma Aldrich, Dorset, UK.
Synthesis of 4-amino-N,N,N-trimethylbenzenaminium was carried out as described in the supplementary material.
Synthesis of 4-amino-N,N,N-trimethylbenzenaminium was carried out as described in the supplementary material.
5
Chitosan Characterization and Cell Assays
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Chitosan was purchased from ChitiNor AS (Sollidalen, Norway). The composition was determined by means of 1 H-NMR and resulted to be: GlcNH 2 = 86 % and GlcNAc = 14 % (MW RU =198.3 g/mol for the hydrochloride form). The intrinsic viscosity ([η] ) was determined to be 920 mL/g by means of capillary viscosimetry (Furlani, Sacco, Marsich, Donati, & Paoletti, 2017) and the weight average molecular weight (M ¯w) was determined to be 306,000 ± 15,000 (PI = 1.61 ± 0.08) by means of SEC-MALLS analysis (Christensen, Vold, & Vårum, 2008) . Picoline-borane complex, deuterated water, sodium nitrite, sodium hydroxide, MTS Cell Counting Kit and LDH (lactate dehydrogenase)based TOX-7 kit were purchased from Sigma-Aldrich (Chemical Co. USA). Acetone, sodium chloride, acetic acid, hydrochloric acid, ethanol and methanol were purchased from Carlo Erba (Italy). Deionized water was used in all the preparations. DMEM (Dulbecco's Modified Eagle Medium high Glucose) was purchased from Euroclone (France).
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