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N hydroxysuccinimide

Manufactured by Merck Group
Sourced in United States, Germany, United Kingdom, China, Italy, Canada, India, Poland, Sao Tome and Principe, France, Japan, Spain, Australia, Macao, Switzerland, Brazil, Sweden

N-hydroxysuccinimide is a chemical compound commonly used as an activating agent in organic synthesis. It is a stable, crystalline solid that can be used to facilitate the formation of amide bonds between carboxylic acids and primary amines. Its core function is to activate carboxylic acids, enabling their subsequent reaction with other functional groups.

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757 protocols using n hydroxysuccinimide

1

Chitosan-based Nanomaterial Synthesis

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Chitosan, 1-Ethyl-3-(3-dimethylaminopropyl)-carbodiimide (EDC), N-hydroxysuccinimide (NHS), succinic anhydride, Pluronic® F127 and 4-dimethylaminopyridine (DMAP) were purchased from Aldrich (Sigma Aldrich, St. Louis, MO, USA). 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC) and 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) were purchased from Avanti Polar Lipids (Alabaster, AL, USA). All other reagent grade chemicals and solvents were used as received and were obtained from commercial sources.
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2

Hydrogel Synthesis and Characterization

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N-isopropylacrylamide (NIPA), N-(3-aminopropyl)methacrylamide hydrochloride (APMA), N,N′-methylenebisacrylamide (BIS), ammonium persulfate (APS), N,N,N′,N′-tetramethylethylenediamine (TEMED), gallic acid (GA), N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide (EDC), N-hydroxysuccinimide (NHS), dimethylformamide (DMF), triethylamine (TEA), sodium nitrate (NaNO3), chloric acid (HCl), sodium hydroxide (NaOH), and D2O were purchased from Aldrich. All chemicals were used as received, except for NIPA, which was recrystallized from the toluene-hexane mixture (90:10 v/v). All solutions were prepared using high purity water obtained from a Hydrolab purification system (water conductivity: 0.05 μS·cm−1).
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3

Detailed Synthesis and Characterization Protocol

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The following chemicals were used as received: trimethyl orthoformate (Z99%, Aldrich), thionyl chloride (Z97%, Aldrich), diisopropylamine (Z99%, Aldrich), phosphorus(V) oxidychloride (Z99%, Aldrich), 10-undecenal (Z90%, Aldrich), 3-mercaptopropionic acid (Z99%, Aldrich), 2-2-dimethoxy-2phenylacetophenone (DMPA, (Z99%, Aldrich), tert-butyl isocyanide (98%, Aldrich), O-methyl-O 0 -succinylpolyethylene glycol 2 0 000 (Aldrich), triethylamine (Z99%, Aldrich), 3-buten-1-ol (Z98%, Aldrich), dimethyl sulfide (Z99%, Aldrich), N,N 0dicyclohexylcarbodiimide (99%, Aldrich), N-hydroxysuccinimide (Z97%, Aldrich), 1,5,7-triazabicyclo[4.4.0]dec-5-ene (Aldrich),4-(Dimethylamino)pyridine (Z99%, Aldrich), silica gel 60 (0.035-0.070, Aldrich), chloroform-d (CDCl 3 , 99.96% D, 0.03% v/v TMS, Aldrich), deuterium oxide (99.9% D, Aldrich), Triton X-100 (Aldrich), Sephadex s LH20, phosphate buffered saline (PBS) (Dulbecco's, Aldrich). TrypLEt Express Enzyme (1X) no phenol red (GibcoTM), Hoechst 33342, CellMaskt Green plasma membrane stain was purchased from Thermo Fisher Scientific. Cyanine5 (Cy5) ammine fluorescent dye was purchased from Lumiprobe. CellTiter-Fluort Cell Viability Assay (Promega, Madison WI), L-glutamine (Aldrich), RPMI-1640 media and fetal bovine serum (FBS) were obtained from Life Technologies (Carlsbad, CA, USA). All solvents used were of technical grade.
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4

Amine-Functionalized Carbon Nanoparticles for Doxorubicin Delivery

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Amine-functionalized CNPs were synthesized by the pyrolysis of L-glutamic acid (the detailed procedure is described in our previous report [25 (link)]). 3,3′-Dithiodipropionic acid (SS-COOH, 99%), polyethylene glycol (PEG, MW = 3000 g/mol), 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide (EDC, >97%), 4-dimethylaminopyridine (DMAP, >98%), N-hydroxysuccinimide (NHS, 98%), and doxorubicin hydrochloride (DOX, -NH3+Cl salt form, >98%) were obtained from Aldrich (St. Louis, MO, USA), and βCD (>98%) obtained from TCI (Tokyo, Japan) were purchased and used as received. HER was purchased from Roche (Basel, Switzerland), and Roswell Park Memorial Institute (RPMI) 1640 media, Dulbecco’s phosphate-buffered saline, trypsin-EDTA, and penicillin-streptomycin were purchased from Thermo Fisher Scientific (Waltham, MA, USA). Fetal bovine serum (FBS), CCK-8 reagent (product # CK04-13), and lysosomal staining reagent (product # ab176829) were purchased from GIBCO BRL (Grand Island, NY, USA), Dojindo (Kumamoto, Japan), and Abcam (Cambridge, MA, USA), respectively.
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5

Synthesis of Multifunctional Fluorescent Nanoparticles

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Ferric chloride hexahydrate (FeCl3 · 6H2O, >99%), anhydrous sodium acetate (NaOAc), ethylene glycol (EG), cadmium chloride (CdCl2 · 2.5H2O), tellurium dioxide (TeO2, 99.99%), 3-mercaptopropionic acid (MPA, 99%), glucose, polyvinylpyrrolidone (PVP), FA, N-hydroxysuccinimide (NHS), and N-ethyl-N-(3-(dimethylamino) propyl) carbodiimide (EDC) were purchased from Aldrich (Wyoming, IL, USA). HeLa cells were supplied by Zhejiang University. Sodium hydroxide (NaOH) and aqueous ammonia solution (25 wt %) were analytical grade. The pure water was obtained from a Milli-Q synthesis system (Millipore, Billerica, MA, USA).
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6

Synthesis and Purification of Polymeric Materials

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GMA (97%) and styrene (S) (99%) were purchased from Aldrich (Saint Louis, MO, USA). They were purified by passing them through columns packed with inhibitor remover and then stored in a sealed flask under a head of nitrogen in a refrigerator, until needed.
N-(2-Methylpropyl)-N-(1-diethylphosphono-2, 2-dimethylpropyl)-O-(2-carboxylprop-2-yl) hydroxylamine (99%, SG1, Arkema) was used as received. N-Hydroxysuccinimide (98%) and N,N′-dicyclohexylcarbodiimide (DCC, 99%), both from Aldrich (Saint Louis, MO, USA), were reacted with SG1 to produce the succinimidyl ester terminated alkoxyamine (NHS-SG1), according to literature procedures [47 (link),48 (link)].
l-lactide was purchased from Purac (Gorinchem, Netherlands) and was used for polymerization after purification by recrystallization from Ethyl acetate solution followed by 3 h of drying under vacuum. Ethyl acetate, stannous octoate Sn(Oct)2, (95%), and 1-dodecanol (98%) were purchased from Aldrich (Saint Louis, MO, USA), and were used as received. 1-dodecanol was purified by distillation under reduced pressure before use. All reagents used were analytical grade.
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7

Functionalization and Activation of LSPR Sensor

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Glucose (G8270, Sigma-Aldrich, St. Louis, MO, USA) was mixed with deionized water to generate solutions at various concentrations. 98% 11-Mercaptoundecanoic acid (11-MUA; 674427, Sigma-Aldrich, St. Louis, MO, USA), N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC; E1769, Sigma-Aldrich), and 98% N-Hydroxysuccinimide (NHS; 130672, Aldrich) were used to functionalize and activate the LSPR sensor surface. Rabbit anti-mouse IgG (ab46540, Abcam, Cambridge, UK) and natural mouse IgG protein (ab198772, Abcam) were selected as antibody and antigen pairs. 11-MUA was prepared in 95% ethanol and other reagents were prepared in 1X phosphate buffer saline (PBS) (10010-023, Gibco, Thermo Fisher Scientific, Waltham, MA, USA). The EDC, antibody and antigen pairs were stored at −20 °C, 11-MUA was stored at 4 °C and other chemical reagents were stored at room temperature.
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8

Synthesis of Multifunctional Magnetic Nanoparticles

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All the reagents were of analytical grade and were used without any further purification. Iron(III) acetylacetonate (Fe(acac)3, ≥97.0%), octadecylamine (ODA, >90.0%), and N,N-Dimethyl formamide (DMF, >99.5%) were obtained from Fluka, (Bucharest, Romania); cobalt(II) acetylacetonate (Co(acac)2, ≥99.9%), chloroform (CHCl3, ≥99%), N-hydroxysuccinimide (NHS, ≥98.0%), poly(ethyleneimine) solution (PEI, ~25 kDa), diethylenetriaminepentaacetic acid (DTPA, ≥98.0%), and triethylamine (Et3N, ≥99.5%) were supplied by Aldrich, (Taufkirchen, Germany); ninhydrin was purchased from Merck, (Darmstadt, Germany); 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, (EDC, >98.0%) was purchased from TCI, (Tokyo, Japan); copper(II) nitrate (Cu(NO)2, ≥99.9%) was obtained from Sinopharm Chemical Reagent Co., Ltd., (Shanghai, China); methanol (CH3OH, ≥99.9%) was supplied by Alfa Aesar, (Black freer, MA, USA); and ethanol (C2H5OH) was purchased from Bruggemann GmbH, (Heilbronn, Germany).
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9

Synthesis of Hydrogel Scaffold for Tissue Engineering

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Hydroxypropyl acrylate (HPA), acrylic acid (AA), glycerol, methyl silicone oil, carboxymethyl chitosans (CMCS), dimethyl sulfoxide (DMSO), n‐hexane,N,N‐dimethylformamide (DMF),magnesium chloride (MgCl2) were purchased from Sinopharm Chemical Reagent Co (Shanghai, China). 1‐Ethyl‐3‐(3‐dimethylaminopropyl) carbodiimide hydrochloride (EDC), N‐hydroxysuccinimide (NHS), N,N‐methylenebisacrylamide (MBA), methanol, HCl solution (4 m), NaOH, rhodamine B, and fluorescein were supplied by Aldrich and used as received. All chemicals were used without any further purification. Ultrapure water (18 MΩ cm) from a Milli‐Q water system was used throughout the experiments.
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10

Synthesis and Functionalization of Lanthanide-Based Materials

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Ln(NO 3 ) 3 $6H 2 O (Ln ¼ Gd, Yb, Er) were purchased from Aldrich and dissolved in de-ionized water (DI-water) to form solutions with concentrations of 0.5 M and 0.1 M. Acrylic acid, triisopropylsilane (TIS) and N-hydroxy-succinimide (NHS, 98%) were purchased from Aldrich. Ethylene glycol (EG, 99%), branched polyethylenimine (PEI, 25 kDa), BaCl 2 (99.99%) and triuoroacetic acid (TFA, 99%) were purchased from Sigma-Aldrich. NH 4 F (99.99%) and NaCl (99.99%) were obtained from Sinopharm Chemical Reagent Co., China., and N,N 0 -dicyclohexylcarbodiimide (DCC, 99%) was purchased from Meyer. 3-(Tritylthio)propanoic acid (>99%) was purchased from Dieckmann. All of these chemicals were used as received without further purication.
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