N n bis acryloyl cystamine

Manufactured by Merck Group

Sourced in United States

N,N′-bis(acryloyl)cystamine is a chemical compound used in laboratory settings. It is a diacrylate-based crosslinking agent that can be utilized in various applications. The core function of this product is to facilitate crosslinking reactions, but a detailed description of its intended use would require further information that is not available to me at this time.

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Lab products found in correlation

Potassium persulfate, by Merck Group (3 mentions) N n diisopropylethylamine, by Merck Group (3 mentions) N isopropylacrylamide, by Polysciences (3 mentions) 2 acrylamido 2 methyl 1 propanesulfonic acid, by Merck Group (3 mentions) Milli q system, by Merck Group (3 mentions) Dimethyl sulfoxide (dmso), by Merck Group (3 mentions) Sodium dodecyl sulfate (sds), by Merck Group (3 mentions) Dithiothreitol (dtt), by Merck Group (3 mentions) Fluorescein o acrylate, by Merck Group (2 mentions) 1h benzotriazole 1 yl 1 1 3 3 tetramethyluronium hexafluorophosphate, by Merck Group (2 mentions) Acrylate peg2000, by Laysan Bio (2 mentions) N hydroxybenzotriazole, by Merck Group (2 mentions) N n methylenebisacrylamide, by Merck Group (2 mentions) Ethanedithiol, by Thermo Fisher Scientific (1 mentions) Trifluoroacetic acid, by Merck Group (1 mentions) Absolute ethanol, by Merck Group (1 mentions) Nipam, by Polysciences (1 mentions) Hydroxyethyl methacrylate, by Merck Group (1 mentions) 3 4 5 dimethyl 2 thiazolyl 2 5 diphenyl 2h tetrazolium bromide, by Merck Group (1 mentions) 4 4 azobis 4 cyanovaleric acid, by Merck Group (1 mentions)

Spelling variants of this product

Cystamine (29 citations) N,N’-bis(acryloyl)cystamine (BACA) (4 citations) N,N’-bis(acryloyl)cystamine (BAC) (3 citations)

6 protocols using n n bis acryloyl cystamine

Synthesis and Characterization of Stimuli-Responsive Hydrogels

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N-Isopropylacrylamide (≥ 98%, NIPAm) was acquired from Polysciences Inc. (Warrington, PA, USA). Dialysis membrane tubing was purchased from Spectrum Laboratories (Dominguez, CA). (1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (≥ 98%, HBTU), N-hydroxybenzotriazole (> 97%, HOBT), N,N′-methylenebisacrylamide (99%, MBA), sodium dodecyl sulfate (SDS; 10% w/v in water), 2-acrylamido-2-methyl-1-propanesulfonic acid (99%, AMPSA), dithiothreitol (98%, DTT), fluorescein o-acrylate (98%, F), N,N-Diisopropylethylamine (99%, DIPEA), potassium persulfate (99%, K₂S₂O₈), N,N′-bis(acryloyl)cystamine (98%, BAC) and dimethyl sulfoxide (DMSO) were acquired from Sigma-Aldrich (St. Louis, MO, USA). N,O-dimethacryloyl hydroxylamine (98%, DMHA) were synthesized based on a previous protocol^{30 (link)}. NIPAm, MBA, and AMPSA were stored under nitrogen at 4 °C. All water used in synthesis, dialysis, and testing was treated by a Milli-Q system (Millipore, Billerica, MA, USA; 18.2 MΩ·cm resistivity). Acrylate-PEG₂₀₀₀ was purchased from Laysan Bio (AL).

Poh S., Lin J.B, & Panitch A. (2015). Release of anti-inflammatory peptides from thermosensitive nanoparticles with degradable cross-links suppresses pro-inflammatory cytokine production. Biomacromolecules, 16(4), 1191-1200.

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Synthesis of Thermoresponsive Hydrogel

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N-Isopropylacrylamide (NIPAm, ≥98%) was acquired from Polysciences Inc. (Warrington, PA). Dialysis membrane tubing was purchased from Spectrum Laboratories (Dominguez, CA). (1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (≥98%, HBTU), N-hydroxybenzotriazole (>97%, HOBT), N,N’-methylenebisacrylamide (99%, MBA), sodium dodecyl sulfate (SDS; 10% w/v in water), 2- acrylamido-2-methyl-1-propanesulfonic acid (99%, AMPSA), dithiothreitol (98%, DTT), fluorescein o-acrylate (98%), N,N-Diisopropylethylamine (99%, DIPEA), potassium persulfate (99%, K₂S₂O₈), N,N’-bis(acryloyl)cystamine (98%, BAC), trifluoroacetic acid and dimethyl sulfoxide (DMSO) were acquired from Sigma-Aldrich (St. Louis, MO). NIPAm, MBA, and AMPSA were stored under nitrogen at 4°C. Acrylate-PEG2000 was purchased from Laysan Bio (Arab, AL). Triisopropyl silane was purchased from TCI America (Boston, MA), and ethane dithiol was purchased from Alfa Aesar (Ward Hill, MA). All water used in synthesis, dialysis, and testing was treated by a Millipore Milli-Q system (Billerica, MA; 18.2 MΩ•cm resistivity).

McMasters J., Poh S., Lin J.B, & Panitch A. (2017). Delivery of Anti-inflammatory Peptides from Hollow PEGylated Poly(NIPAM) Nanoparticles Reduces Inflammation in an Ex Vivo Osteoarthritis Model. Journal of controlled release : official journal of the Controlled Release Society, 258, 161-170.

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Synthesis of N-isopropylacrylamide Hydrogels

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N-isopropylacrylamide (≥98%, NIPAm) was acquired from Polysciences Inc. (Warrington, PA, USA). Dialysis membrane tubing was purchased from Spectrum Laboratories (Dominguez, CA, USA). Absolute ethanol (100%), sodium dodecyl sulfate (SDS; 10% w/v in water), 2-acrylamido-2-methyl-1-propanesulfonic acid (99%, AMPS), dithiothreitol (98%, DTT), N,N-diisopropylethylamine (99%, DIPEA), potassium persulfate (99%, K2S2O8), N,N’-bis(acryloyl)cystamine (98%, BAC), and dimethyl sulfoxide (DMSO) were acquired from Sigma-Aldrich (St. Louis, MO, USA). NIPAm, BAC, and AMPS were stored under nitrogen at 4 °C. All water used in the synthesis, dialysis, and testing was treated by a Milli-Q system (Millipore, Billerica, MA, USA; 18.2 MΩ·cm resistivity).

Dartora V.F., Passos J.S., Costa-Lotufo L.V., Lopes L.B, & Panitch A. (2024). Thermosensitive Polymeric Nanoparticles for Drug Co-Encapsulation and Breast Cancer Treatment. Pharmaceutics, 16(2), 231.

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Synthesis and Characterization of Multifunctional Biomaterials

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4,4′-Azobis (4-cyanovaleric acid) (ACVA, 98%), hydroxyethyl methacrylate (HEMA, 97%), DL-dithiothreitol (DTT, 98%), N,N′-bis(acryloyl)cystamine (BAC, 98%), 2-hydroxy-2-methyl-1-phenyl-1-propanone (IRGACURE-1173, 98%), 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2-H-tetrazolium bromide (MTT, 98%) were purchased from Sigma-Aldrich (Shanghai, China). Acrylic anhydride (AA, 97%) was obtained from Shaoyuan Chemical Technology Co., Ltd (Shanghai, China). Silicone oil (SO, Oxane 5700) was obtained from Bauschlomb Company. Ellman reagent 5,5′-dithiobis-(2-nitrobenzoic acid) (DTNB, 98%) was purchased from Innochem Technology Co., Ltd (Beijing, China). Mouse fibroblast cells (L929) and human retinal epithelium cells (ARPE-19) were obtained from Procell Technology Co., Ltd (Wuhan, China). 2-((2-hydroxy-3-(methacryloyloxy)propyl) dimethyl ammonio) acetate (CB–OH) was synthesized according to the previously published method [28 ]. All other chemicals and solvent were analytical reagents and used as received.

He B., Yang J., Liu Y., Xie X., Hao H., Xing X, & Liu W. (2021). An in situ-forming polyzwitterion hydrogel: Towards vitreous substitute application. Bioactive Materials, 6(10), 3085-3096.

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Synthesis and Characterization of Functionalized Self-Assembled Monolayers

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Silicon wafers were purchased from Si-Mat.
Ethanol and mEthanol were purchased from Sigma-Aldrich and used without
further purification. Melezitose was purchased from Acros Organics.
The benzyl-terminated SAM molecule—3,3′-disulfanediylbis(N-phenylpropanamide) and benzoboroxole-terminated SAM molecule—3,3′-disulfanediylbis(N-(1-hydroxy-1,3-dihydrobenzo[c] oxaborol-6-yl)propanamide)^{13 (link)} were synthesized in-house, as previously reported.^{13 (link)} The acrylamide-terminated SAM molecule—N,N′-bis(acryloyl)cystamine was
purchased from Sigma-Aldrich. A gold target (57 mm in diameter and
a thickness of 0.1 mm) for sputtering was ordered from Agar Scientific.

De Carvalho Gomes P., Hardy M., Tagger Y., Rickard J.J., Mendes P, & Oppenheimer P.G. (2022). Optimization of Nanosubstrates toward Molecularly Surface-Functionalized Raman Spectroscopy. The Journal of Physical Chemistry. C, Nanomaterials and Interfaces, 126(32), 13774-13784.

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Stimuli-Responsive Doxorubicin Delivery

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2-Methacryloyloxyethyl phosphorylcholine (MPC, 97%), N,N′-bis(acryloyl)cystamine (BAC, 97%), N-(3-dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride crystalline (EDC, 99%), 4-dimethylaminopyridine (DMAP, 99%), azobenzene-4,4′-dicarboxylic acid (97%), 2-aminoethyl methacrylate hydrochloride (98%), doxorubicin hydrochloride (DOX, 97%), reduced glutathione (GSH, 99%), 2,2-azobisisobutyronitrile (AIBN, 99%), cyanine5 maleimide (Cy5-Mal, 97%), N,N-dimethylformamide (DMF, 99%), tetrahydrofuran (THF, 99%), dichloromethane (DCM, 99%) and acetonitrile (AN, 99%) were purchased from Sigma–Aldrich (Shanghai, China). Dulbecco's modified Eagle's medium (DMEM), rat liver microsomes and nicotinamide adenine dinucleotide phosphate (NADPH, 97%) were purchased from CHI Scientific (Jiangyin, China). 4′,6-Diamidino-2-phenylindole (DAPI), the immunoglobulin M (IgM) enzyme-linked immunosorbent assay (ELISA) Kit, the immunoglobulinitron G (IgG) ELISA Kit and 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) were obtained from Beyotime (Shanghai, China).

Peng S., Ouyang B., Xin Y., Zhao W., Shen S., Zhan M, & Lu L. (2020). Hypoxia-degradable and long-circulating zwitterionic phosphorylcholine-based nanogel for enhanced tumor drug delivery. Acta Pharmaceutica Sinica. B, 11(2), 560-571.

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