All reagents were used as received unless otherwise noted. Acrylic acid (monomer), 4,4′-azobis(4-cyanopentanoic acid) (radical initiator), and 4-cyano-4-(phenylcarbonothioylthio)pentanoic acid (chain transfer agent, CTA) were purchased from Sigma-Aldrich. D-Glucose, D-galactose, D-lactose monohydrate, D-maltose monohydrate, maltotriose, ammonium carbamate, ammonium hydroxide solution (28.0−30.0% NH3), and tris(2-carboxyethyl)phosphine hydrochloride were purchased from Sigma-Aldrich. 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMTMM) was purchased from TCI America. Octyl maleimide was purchased from Santa Cruz Biotechnology, Inc. HBS buffer (10 × 10−3 M 4-(2-hydroxyethyl)-1-piperazine-ethanesulfonic acid (HEPES), 150 × 10−3 M NaCl, pH 7.2) was prepared with deionized (DI) water and filtered through a 0.2 μm PES membrane. Recombinant human galectin-1 and galectin-3 constructs were obtained from C. Bertozzi, recombinantly expressed in XL1-Blue competent E. coli, and purified using β-lactosyl sepharose affinity chromatography methods, as previously reported.42 (link)
4 cyano 4 phenylcarbonothioylthio pentanoic acid
Manufactured by Merck Group
Sourced in United States
4-cyano-4-(phenylcarbonothioylthio)pentanoic acid is a chemical compound used as a lab reagent. It is a yellow crystalline solid. No further details on its core function or intended use can be provided in an unbiased and factual manner.
Automatically generated - may contain errors
Lab products found in correlation
Fetal bovine serum (fbs), by Thermo Fisher Scientific (6 mentions)
2 2 azobis 2 methylpropionitrile, by Merck Group (4 mentions)
Methacryloyl chloride, by Merck Group (2 mentions)
Chloroform d, by Merck Group (2 mentions)
Toluene, by Merck Group (2 mentions)
Triethylamine, by Merck Group (2 mentions)
Rhodamine 6g, by Merck Group (2 mentions)
Diethyl ether, by Merck Group (2 mentions)
Penicillin streptomycin, by Thermo Fisher Scientific (2 mentions)
Ammonium carbamate, by Merck Group (1 mentions)
Maltotriose, by Merck Group (1 mentions)
D maltose monohydrate, by Merck Group (1 mentions)
D galactose, by Merck Group (1 mentions)
D lactose monohydrate, by Merck Group (1 mentions)
D glucose, by Merck Group (1 mentions)
Tris 2 carboxyethyl phosphine hydrochloride, by Merck Group (1 mentions)
4 4 6 dimethoxy 1 3 5 triazin 2 yl 4 methylmorpholinium chloride, by Tokyo Chemical Industry (1 mentions)
Iron 2 chloride tetrahydrate, by Merck Group (1 mentions)
2 cyano 2 propyl benzodithioate cpb, by Merck Group (1 mentions)
Ammonium hydroxide, by Merck Group (1 mentions)
13 protocols using 4 cyano 4 phenylcarbonothioylthio pentanoic acid
1
Recombinant Galectin-1 and Galectin-3 Production
2
Synthesis of Functional Polymer Precursors
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3-Aminopropanoic acid, 4,4′-azobis(4-cyanopentanoic acid) (ACVA), 2,2′-azobis(2-methylpropionitrile) (AIBN), N,N'-dicyclohexylcarbodiimide (DCC), 4-dimethylaminopyridine (DMAP), methacryloyl chloride, 2-methacryloyloxyethyl phosphorylcholine (MPC), thiazolidine-2-thione (TT) and triethylamine (TEA) were purchased from TCI Europe, Belgium. Ammonium hydroxide, 4-cyano-4-(phenylcarbonothioylthio)pentanoic acid (CPP), 2-cyano-2-propyl benzodithioate (CPB), deferoxamine methanesulphonate salt (DFA), iron(III) chloride hexahydrate, iron(II) chloride tetrahydrate and sodium bicarbonate were purchased from Sigma-Aldrich, Czech Republic. 2,2'-Azobis(4-methoxy-2,4-dimethylvaleronitrile) (V-70) was from FUJIFILM Wako Chemicals Europe, Germany. All solvents were of HPLC grade (obtained from VWR International, Czech Republic) and dried over a layer of activated molecular sieves (4 Å) before use.
3
Synthesis of Fluorescent Copolymers
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N-Isopropylacrylamide (NIPAAm) was kindly provided by KJ Chemicals (Tokyo, Japan) and purified by recrystallization from n-hexane. N,N-Dimethylacrylamide (DMAAm) and 2,2′-Azobisisobutyronitrile (AIBN) were obtained from Wako Pure Chemical Industry (Osaka, Japan) and purified by distillation and recrystallization, respectively. 4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid and fluorescein-5-maleimide were obtained from Sigma-Aldrich (St. Louis, MO, USA). l -Phenylalanine and l -tyrosine were purchased from Peptide Institute (Tokyo, Japan). N,N′-Dicyclohexylcarbodiimide (DCC) was purchased from Kanto Chemicals (Tokyo, Japan). N-Hydroxysuccinimide (NHS) was obtained from Merck Japan (Tokyo, Japan). Water was purified using a PURELAB FLEX (Organo, Tokyo, Japan).
4
Synthesis and Characterization of Methacrylate-based Polymers
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Decane (DEC, ≥99%, Mw = 142.28 g/mol, Sigma-Aldrich), toluene (TOL,
≥99.5%, Mw = 92.14 g/mol, Sigma-Aldrich),
di(ethylene glycol)methyl ether methacrylate (EG2MA, Mw = 188.2 g/mol, Sigma-Aldrich), 2,2′-azobis(2-methylpropionitrile)
(AIBN, ≥98%, Mw = 164.21 g/mol,
Sigma-Aldrich), 1-hexadecanol (C16, Mw = 242.44 g/mol, Sigma-Aldrich), 1-octadecanol (C18, Mw = 270.49 g/mol, Sigma-Aldrich), methacryloyl chloride
(MAC, ≥97%, Mw = 104.53 g/mol,
Sigma-Aldrich), triethylamine (TEA, ≥99.5%, Mw = 101.19 g/mol, Sigma-Aldrich), Chloroform (CHCl3, ≥99%, Mw = 119.38 g/mol,
Sigma-Aldrich), ethanol (EtOH , ≥99.8%, Mw = 46.07 g/mol, Sigma-Aldrich), 4-cyano-4-(phenylcarbonothioylthio)
pentanoic acid (CPA, Mw = 279.38 g/mol,
Sigma-Aldrich), tetrahydrofuran (THF, 99.9%, Mw = 72.11 g/mol, Sigma-Aldrich), Chloroform-d (CDCl3, ≥99.8%, Mw = 120.38 g/mol, Sigma-Aldrich), deuterated dimethyl sulfoxide (DMSO-d6, ≥99.7%, Mw = 78.13 g/mol, Sigma-Aldrich), and deuterium oxide (D2O, 99.9%, Mw = 20.03 g/mol, Sigma-Aldrich).
All chemicals were of analytical-grade purity and used as received
unless otherwise noted.
≥99.5%, Mw = 92.14 g/mol, Sigma-Aldrich),
di(ethylene glycol)methyl ether methacrylate (EG2MA, Mw = 188.2 g/mol, Sigma-Aldrich), 2,2′-azobis(2-methylpropionitrile)
(AIBN, ≥98%, Mw = 164.21 g/mol,
Sigma-Aldrich), 1-hexadecanol (C16, Mw = 242.44 g/mol, Sigma-Aldrich), 1-octadecanol (C18, Mw = 270.49 g/mol, Sigma-Aldrich), methacryloyl chloride
(MAC, ≥97%, Mw = 104.53 g/mol,
Sigma-Aldrich), triethylamine (TEA, ≥99.5%, Mw = 101.19 g/mol, Sigma-Aldrich), Chloroform (CHCl3, ≥99%, Mw = 119.38 g/mol,
Sigma-Aldrich), ethanol (EtOH , ≥99.8%, Mw = 46.07 g/mol, Sigma-Aldrich), 4-cyano-4-(phenylcarbonothioylthio)
pentanoic acid (CPA, Mw = 279.38 g/mol,
Sigma-Aldrich), tetrahydrofuran (THF, 99.9%, Mw = 72.11 g/mol, Sigma-Aldrich), Chloroform-d (CDCl3, ≥99.8%, Mw = 120.38 g/mol, Sigma-Aldrich), deuterated dimethyl sulfoxide (DMSO-d6, ≥99.7%, Mw = 78.13 g/mol, Sigma-Aldrich), and deuterium oxide (D2O, 99.9%, Mw = 20.03 g/mol, Sigma-Aldrich).
All chemicals were of analytical-grade purity and used as received
unless otherwise noted.
5
Synthesis of Functional Polymers
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The monomers (dimethylamino)ethyl methacrylate (DMAEMA) and 2-(diisopropylamino)ethyl methacrylate (DIPAEMA) were purified, passing through a column packed with inhibitor-removing resins 311,340 and 311,332 from Sigma-Aldrich (Athens, Greece). 2,2-azobis(isobutyronitrile) (AIBN) was recrystallized from methanol and was used as the radical initiator. 1,4-dioxane (99.8% pure) was chosen as the solvent of the reaction and was dried using molecular sieves. 4-cyano-4-(phenylcarbonothioylthio) pentanoic acid (CPD) was the chain transfer agent of the reaction, and n-hexane, tetrahydrofuran (THF), pyrene, deuterated chloroform (CDCl3), deuterated water (D2O), CH3I and 1,3-cyclopropanesultone were used as received (all from Sigma-Aldrich). Dialysis tubing membranes from the regenerated cellulose of MWCO 3500 and with a diameter of 22 mm were purchased from SERVA, Heidelberg, Germany.
6
RAFT Polymerization Reagent Protocol
7
Photoresponsive Polymer Synthesis and Characterization
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4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid (Mw = 279.38, Sigma-Aldrich), Hydroxypropyl methacrylate (144.17 g/mol, Alfa Aesar), 4-HydroxyButyl Acrylate (HBA, 144.17 g/mol, >97%, TCI America), Butyl Acrylate (BA, ≥ 99%, 128.17 g/mol, Sigma-Aldrich), Styrene (St, 104.15 g/mol, 99%, ACROS ORGANICS), Rhodamine 6G (Mw = 479.01, Sigma), N,N-Dimethylpyridin-4-amine (DMAP, 122.17 g/mol, Aldrich) dicyclohexylcarbodiimide (DCC, 206.33 g/mol, Aldrich), Tris(2,2′-bipyridyl)dichlororuthenium(II) hexahydrate (Ru(bpy)3Cl2 (Mw=748.62, Sigma-Aldrich), Water (HPLC plus, Sigma-Aldrich), Anhydrous Dichloromethane (Sigma-Aldrich), Diethyl ether (Sigma-Aldrich) were used as received. Poly(ethylene glycol) methyl ether (Mn = 1900, Alfa Aesar) was dried in a desiccator overnight.
8
Synthesis of Polymer-Coated Magnetic Nanoparticles
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FeCl3·6H2O, FeCl2·4H2O, trisodium citrate dihydrate, glycine methyl ester hydrochloride, triethylamine, methacryloyl chloride, 1-phenyl-3-pyrazolidinone, NH2OH·HCl, 2,2′-azobis(2-methylpropionitrile) (AIBN), 4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid (CTPA), phosphate buffered saline (PBS), 1,2-diaminoethane and silica gel (pore size 60 Å) were purchased from Sigma-Aldrich (St. Louis, MO, USA). Aqueous ammonia, hydrogen peroxide, HCl, 1,2-dichloroethane (DCE), NaCl, methanol, ethyl acetate, NaOH and diethyl ether were purchased from Lach-Ner, Neratovice, Czech Republic. Albumin was obtained from Serva (Heidelberg, Germany). Sephadex® G-20 was purchased from GE Healthcare (Chicago, IL, USA). Aqueous solutions of FeCl3·6H2O and FeCl2·4H2O were purified by centrifugation for 10 min at 4400 rpm. 1,2-Dichlorethane, triethylamine, 2,2′-azobis(2-methylpropionitrile) (AIBN) and 4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid (CTPA) were distilled before use. Ethanol was rectified. N-(2-hydroxypropyl)methacrylamide) (HPMA) was prepared according to a literature procedure [69 (link)]. All aqueous solutions in this study were prepared from ultrapure Q-water (18.2 MΩ) ultrafiltered on a Milli-Q Gradient A10 system (Milipore, Molsheim, France).
9
Synthesis of Functionalized Polymers
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2,2′-Azobis(2-methylpropionitrile) (AIBN; Acros Organics, Geel, Belgium, 98%) was recrystallized in MeOH before used. Triisopropylsilyl acrylate (TIPSA; CHEMOS GmbH, Regenstauf, Germany), 4-cyano-4-(phenylcarbonothioylthio)pentanoic acid (Sigma-Aldrich, St. Louis, MO, USA, 97%), sodium dodecyl sulfate (SDS; Alfa Aesar, Ward Hill, MA, USA, 99%), sodium chloride (Sigma-Aldrich, 99.5%, St. Louis, MO, USA), 1,4-diaminobutane (DAB; Fluka, 98%, Buchs, Switzerland), toluene-2,4-diisocyanate (TDI; Fluka, 99.9%, Buchs, Switzerland), and toluene (Sigma-Aldrich, anhydrous 99.8%, St. Louis, MO, USA) were used as received. The solvents tetrahydrofuran (THF), methanol (MeOH), and cyclohexane were of analytical grade. Formamide (Fluka, 99%, Buchs, Switzerland) was dried over 4 Å molecular sieves before used. Dichlormethane-d2 (Roth, 99.5% atom%D, Karlsruhe, Germany), dimethylsulfoxide-d6 (Roth, 99.8% atom%D, Karlsruhe, Germany), deuterium oxide-d2 (Sigma-Aldrich, 99.9% atom%D, St. Louis, MO, USA) and cyclohexane-d12 (Sigma-Aldrich, 99.6% atom%D, St. Louis, MO, USA) were used as received.
10
Synthesis and Evaluation of Stimuli-Responsive Nanomedicines
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β-D-Galactose pentaacetate (98%) was purchased from Alfa Aesar (China) Chemical Co. Ltd. 2-Hydroxyethyl methacrylate (HEMA, 97%) was obtained from J&K Scientific Ltd. (China). Boron trifluoride diethyletherate (BF3⋅Et2O, 98%) was purchased from Aladdin Reagent (Shanghai) Co., Ltd. 4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid (CPA, >97%), GSH, and 2,2′-Azobis(2-methylpropionitrile) (AIBN) were purchased from Sigma-Aldrich (China) Inc. 4-Mercaptophenylboronic acid (MPBA, >95%) was obtained from Energy Chemical Co. (China). DOX hydrochloride (DOX⋅HCl, 99%) was provided by Beijing HvsF United Chemical Materials Co., Ltd. (China) and used as received. AIBN was recrystallized from ethanol before use. All other chemical regents and solvents were purchased from Shanghai Chemical Reagent Co. (China) and of analytical reagent grade, used directly. Dulbecco’s modified Eagle’s medium (DMEM), Roswell Park Memorial Institute (RPMI) 1640 medium, fetal bovine serum (FBS), penicillin-streptomycin, and Lysotracker green DND-26 were purchased from Thermo Fisher Scientific (United States). 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT), trypsin, and 4,6-diamidino-2-phenylindole (DAPI) staining solution were obtained from Beyotime Biotechnology Co., Ltd. (China).
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