HA (molecular weight from the manufacturer’s data, 7460 g/mol) was purchased from Lifecore Biomedical (Chaska, MN, USA). Triethylamine (TEA), L-glutathione (GSH), sodium cyanoborohydride, N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride, and cystamine hydrochloride were purchased from Sigma Chem. Co. (St. Louis, USA). N,N′-dicyclohexyl carbodiimide (DCC) and N-hydroxysuccimide (NHS) were purchased from Sigma-Aldrich Chemical Co, USA. The dialysis membranes (Spectra/Pro™ membranes) with molecular weight cutoffs (MWCO) of 2000 and 12,000 g/mol were purchased from Spectrum Labs. Doxorubicin (DOX) HCl was purchased from LC Labs Co. Ltd. (Woburn, MA, USA). Dichloromethane (DCM) and dimethyl sulfoxide (DMSO) were of HPLC grade or extra-pure grade. PLGA (PLGA-5005, MW = 5000 g/mol) was purchased from Wako Pure Chemicals Co. (Osaka, Japan). The molecular weight (MW) of PLGA was measured by GPC, as described previously [8 (link)]. The weight average MW, number average MW, and polydispersity of PLGA were 4920, 4780, and 1.029, respectively.
N n dicyclohexylcarbodiimide dcc
Manufactured by Merck Group
Sourced in United States, Germany
N,N′-dicyclohexylcarbodiimide (DCC) is a chemical compound commonly used as a coupling agent in organic synthesis. It facilitates the formation of amide bonds between carboxylic acids and amines. DCC is a white, crystalline solid that is widely employed in various laboratory applications.
Automatically generated - may contain errors
Lab products found in correlation
N hydroxysuccinimide nhs, by Merck Group (12 mentions)
4 dimethylaminopyridine dmap, by Merck Group (12 mentions)
Fetal bovine serum (fbs), by Thermo Fisher Scientific (8 mentions)
Penicillin streptomycin, by Thermo Fisher Scientific (6 mentions)
Dimethyl sulfoxide (dmso), by Merck Group (5 mentions)
Sulfuric acid, by Merck Group (4 mentions)
4 dimethylaminopyridine, by Merck Group (4 mentions)
N hydroxysuccinimide, by Merck Group (4 mentions)
Trypsin, by Thermo Fisher Scientific (4 mentions)
Nitric acid, by Merck Group (3 mentions)
4 dimethylaminopyridine dmap, by Thermo Fisher Scientific (3 mentions)
Rhodamine b, by Merck Group (3 mentions)
Folic acid, by Merck Group (3 mentions)
Methanol, by Merck Group (3 mentions)
Pyrrole, by Merck Group (3 mentions)
Hydrochloric acid (hcl), by Merck Group (3 mentions)
Sodium hydroxide (naoh), by Merck Group (3 mentions)
Rpmi 1640 medium, by Thermo Fisher Scientific (3 mentions)
N n dimethylformamide (dmf), by Merck Group (3 mentions)
Dichloromethane, by Merck Group (2 mentions)
63 protocols using n n dicyclohexylcarbodiimide dcc
1
Glutathione-Conjugated HA Nanoparticles
2
Synthesis of PEG-Peptide Conjugates
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Polyethylene glycol monomethyl ether with 2,000, 5,000, and 12,000 g.mol–1 molecular weight (PEG2000, PEG5000, and PEG12000, respectively) were purchased from Sigma-Aldrich. Fmoc-glycine-OH, Fmoc-tryptophan-OH, and Fmoc-cysteine (Trt)-OH were also obtained from Sigma-Aldrich. Dichloromethane (DCM) was purchased from Sigma-Aldrich and distilled over P2O5 before usage. Tetrahydrofuran (THF; 99.8%, J.T. Baker) was dried and distilled over benzophenone–Na. Diethyl ether, dimethylaminopyridine (DMAP), and N, N’-dicyclohexylcarbodiimide (DCC) were all purchased from Sigma-Aldrich and used as received without further purification.
3
Folic Acid-Conjugated Nanoparticle Synthesis
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KB cells (human cervix carcinoma cells derived from HeLa cells) were purchased from Cell Lines Service (Eppelheim, Germany). Cells were cultured in high-glucose Dulbecco′s modified Eagle′s medium (Gibco, Darmstadt, Germany) supplemented with 10% fetal calf serum (FCS), 1% penicillin/streptomycin, and 1% glutamine. FA (>99 %), tetraphenylporphyrin (TPP), and DAPI (4′,6-diamidino-2-phenylindole) nuclear staining reagent were obtained from Sigma–Aldrich (Steinheim, Germany). WST-1 reagent was purchased from Roche Applied Science (Mannheim, Germany). The mounting medium ProLong© Gold antifade reagent was obtained from life technologies (Darmstadt, Germany). Dextran (MW 9–11 kDa), folic acid, N-hydroxysuccinimide (NHS), N,N′-dicyclohexylcarbodiimide (DCC), and polyvinyl alcohol (MW 13–23 kDa, 87–89% partly hydrolyzed) as well as all salts and organic solvents were purchased from Sigma Aldrich. Fluorescamine was purchased from TCI (Zwijndrecht, Belgium).
4
Synthesis of Dialdehyde-Functionalized PEG
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Acrylamide, polyAcrylamide average MW 10 000 and poly(ethylene glycol) (PEG) average MW 2000 were purchased from Acros Organics. Potassium persulfate, 4-formylbenzoic acid, 4-(dimethylamino)pyridine (DMAP) and N,N′-dicyclohexylcarbodiimide (DCC) were obtained from Sigma-Aldrich. Food dyes and conductive carbon black graphite KS-6 were from LorAnn Oils and TIMCAL TIMREX®, respectively. The particle size of KS-6 is 5.8–7.1 μm (d90, laser Malvern), crystallinity hight is 60 nm, specific surface area (BET) is 26 m2 g−1 and bulk density is 0.00253 lb/in3. Dialdehyde-functionalized PEG (DF-PEG) was synthesized according to literature protocol.39 (link) PEG (2.0 g), 4-formylbenzoic acid (0.6 g), DMAP (0.03 g) and DCC (1.13 g) were reaction at room temperature for overnight. The precipitate was filtered and re-dissolved in THF, followed by precipitation with diethyl ether to obtain the DF-PEG polymer.
5
Analytical Characterization of Phenolic Acids
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p-Coumaric
acid (98%), sinapic acid (98%), ferulic acid (99%), N,N′-dicyclohexylcarbodiimide (DCC), sodium
bicarbonate (NaHCO3), sodium hydroxide, 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic
acid) (ABTS), nitric acid, horseradish peroxidase type VI-A (HRP,
1.11.1.7, P6782), deuterated methanol, and 30% (w/w) hydrogen peroxide were purchased from Sigma-Aldrich (St. Louis,
MO, USA). Agmatine sulfate (97%) was purchased from Fisher Scientific
B.V. (Hampton, New Hampshire, USA), and 2,5-dihydroxybenzoic acid
was obtained from Bruker Daltonics (Bremen, Germany). Ammonium acetate,
potassium dihydrogenphosphate, and dipotassium hydrogen phosphate
were purchased from Merck KGaA (Darmstadt, Germany). Glacial acetic
acid was purchased from VWR International BV (Radnor, PA, USA). Ethyl
acetate, acetone, methanol (MeOH), hexane, HPLC grade acetonitrile
(ACN), UHPLC–MS grade ACN and water, and formic acid (FA) (99%
[v/v]) were purchased from Biosolve
(Valkenswaard, Netherlands). Water for purposes other than UHPLC was
purified using a Milli-Q purification system equipped with a 0.22
μm filter (Millipore, Molsheim, France).
acid (98%), sinapic acid (98%), ferulic acid (99%), N,N′-dicyclohexylcarbodiimide (DCC), sodium
bicarbonate (NaHCO3), sodium hydroxide, 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic
acid) (ABTS), nitric acid, horseradish peroxidase type VI-A (HRP,
1.11.1.7, P6782), deuterated methanol, and 30% (w/w) hydrogen peroxide were purchased from Sigma-Aldrich (St. Louis,
MO, USA). Agmatine sulfate (97%) was purchased from Fisher Scientific
B.V. (Hampton, New Hampshire, USA), and 2,5-dihydroxybenzoic acid
was obtained from Bruker Daltonics (Bremen, Germany). Ammonium acetate,
potassium dihydrogenphosphate, and dipotassium hydrogen phosphate
were purchased from Merck KGaA (Darmstadt, Germany). Glacial acetic
acid was purchased from VWR International BV (Radnor, PA, USA). Ethyl
acetate, acetone, methanol (MeOH), hexane, HPLC grade acetonitrile
(ACN), UHPLC–MS grade ACN and water, and formic acid (FA) (99%
[v/v]) were purchased from Biosolve
(Valkenswaard, Netherlands). Water for purposes other than UHPLC was
purified using a Milli-Q purification system equipped with a 0.22
μm filter (Millipore, Molsheim, France).
6
Synthesis and Characterization of Curcumin-Loaded Nanoparticles
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Curcumin and (ACP)-GPLGIAGQr9-(ACP) were purchased from Hangzhou Guang Lin Biological Pharmaceutical Co. Ltd. (Hangzhou, China) and China Peptides Co. Ltd. (Shanghai, China), respectively. 1,2,3-Propanetricarboxylic acid was obtained from Tokyo Chemical Industry Co., Ltd (Tokyo, Japan). N,N’-Dicyclohexylcarbodiimide (DCC), ε-caprolactone (ε-PCL), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC), stannous 2-ethylhexanoate [Sn(Oct)2], mPEG (MW=1900), pentaerythritol (PET), and 4-dimethylaminopyridine (DMAP) were purchased from Sigma-Aldrich (Shanghai, China).
Dialysis bags (MWCO=14 kDa) and Dulbecco’s modified Eagle’s medium (DMEM) were purchased from Gene Star Co. (Shanghai, China) and Thermo Fisher Scientific Suzhou Co., Ltd (Suzhou, China), respectively. Fetal bovine serum (FBS) was purchased from Zhejiang Tianhang Biotechnology Co.,Ltd. (Huzhou, China). Mouse embryonic fibroblast L929 cells and human glioma U251 cells were provided by Zhejiang Provincial Center for Disease Control and Prevention (Hangzhou, China).
Dialysis bags (MWCO=14 kDa) and Dulbecco’s modified Eagle’s medium (DMEM) were purchased from Gene Star Co. (Shanghai, China) and Thermo Fisher Scientific Suzhou Co., Ltd (Suzhou, China), respectively. Fetal bovine serum (FBS) was purchased from Zhejiang Tianhang Biotechnology Co.,Ltd. (Huzhou, China). Mouse embryonic fibroblast L929 cells and human glioma U251 cells were provided by Zhejiang Provincial Center for Disease Control and Prevention (Hangzhou, China).
7
Synthesis and Characterization of Functional PEG
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Phosphate-buffered saline (PBS, 10× concentrate) and formaldehyde (for molecular biology, 36.5–38% in H2O) were purchased from (Sigma Aldrich, St. Louis, MI, USA). Human colon cancer cells (CaCo-2 Cellonex Cat SS1402 CCAC-FL; CCAC-C) were purchased from the (American Type Culture Collection, Manassas, VA, USA). Tetrahydrofuran (THF), 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU), aluminum chloride, dimethyl sulfoxide (DMSO), dimethyl formamide (DMF), sodium 2-mercaptoacetate, deuterated water (D2O), 4-nitrophthalonitrile, dichloromethane (DCM), methanol, 1-pentanol, N-hydroxysuccinimide (NHS), amino-polyethylene glycol-thiol (NH2-PEG(2000)-SH), and N,N′-dicyclohexylcarbodiimide (DCC) were purchased from Sigma–Aldrich. Sodium 2-mercaptoacetate phthalonitrile was synthesized as previously reported [52 (link)].
8
Functionalized PAMAM Dendrimers Synthesis
9
Synthesis and Characterization of Magnetic Nanoparticles
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All the aqueous solutions were prepared with analytical grade reagents and doubly deionized water (DDW) that was purified with an ELGA Purelab Classic Ultrapure Water System (High Wycombe, Bucks, UK) that reaches a resistivity of 18.2 MΩ·cm at 25 °C. Ferrous chloride tetrahydrate (FeCl2·4H2O), ferric chloride hexahydrate (FeCl3·6H2O), hydrochloric acid 37%, ammonium hydroxide 30%, hydrogen peroxide 30%, graphite powder, methanol, ethanol, sodium chloride, potassium permanganate, tetraethyl orthosilicate ≥98%, 3-aminopropyltriethoxysilane (AP) ≥ 99%, and sulfuric acid ≥ 99% from Merck (Darmstadt, Germany) were used. N,N’-dicyclohexylcarbodiimide (DCC), pyrrole ≥ 98%, hexadecyl trimethyl ammonium bromide (HTMA) ≥ 99%, sodium dodecyl sulphate (SDS) ≥ 98%, phosphate-buffered saline (PBS), lysozyme from chicken egg white, bovine serum albumine (BSA), and peroxidase were purchased from Sigma Aldrich (St. Louis, MO, USA).
10
Curcumin-Based Polymer Synthesis Protocol
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4-Cyanopentanoic acid dithiobenzoate
(CPD), 1,1′-azobis(cyclohexanecarbonitrile) (ACHN), curcumin
(1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione), Cur)
from Curcuma longa, N,N′-dicyclohexylcarbodiimide (DCC), and 4-(dimethylamino)pyridine
(DMAP) were purchased from Sigma-Aldrich. Sodium styrenesulfonate
(SSNa) was purchased from AK Scientific. All of the above reagents
were used as received. Poly(sodium styrenesulfonate) standards (PSSNa)
were purchased from American Polymer Standards. Organic solvents were
purchased from POCh. Water was purified with a Millipore Milli-Q System.
Dialysis tubes (MWCO = 1 and 3.5 kDa) were purchased from Spectrum
Laboratories.
(CPD), 1,1′-azobis(cyclohexanecarbonitrile) (ACHN), curcumin
(1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione), Cur)
from Curcuma longa, N,N′-dicyclohexylcarbodiimide (DCC), and 4-(dimethylamino)pyridine
(DMAP) were purchased from Sigma-Aldrich. Sodium styrenesulfonate
(SSNa) was purchased from AK Scientific. All of the above reagents
were used as received. Poly(sodium styrenesulfonate) standards (PSSNa)
were purchased from American Polymer Standards. Organic solvents were
purchased from POCh. Water was purified with a Millipore Milli-Q System.
Dialysis tubes (MWCO = 1 and 3.5 kDa) were purchased from Spectrum
Laboratories.
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