Rink amide mbha resin

Manufactured by Gyros Protein Technologies

Sourced in United States

Rink amide MBHA resin is a solid-phase resin used in peptide synthesis. It is a polystyrene-based resin functionalized with an acid-labile Rink linker, which allows for the synthesis and subsequent cleavage of peptides from the resin.

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3 protocols using rink amide mbha resin

Peptide Synthesis and Conjugation Protocol

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2(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate (HBTU) and the N-hydroxybenzotriazole (HOBt) were purchased from Vivitide (Gardner, MA). All protected amino acids, rink amide MBHA resin, and N-methylmorpholine (NMM) were supplied by Gyros Protein Technologies (Tucson, AZ). Polyethylene glycol (PEG₃) was obtained from Creative PEGWorks (Durham, NC). Trifluoroacetic acid (TFA), piperidine, thio anisole, anisole, 1,2-ethanedithiole, methyl-tert-butyl ether, N,N-diisopropylethylamine (DIPEA), dimethylformamide (DMF), acetonitrile (ACN), N-methyl-2-pyrrolidone (NMP), sodium carbonate, Sephadex G25, L-glutathione reduced (GSH), lipopolysaccharide (LPS), and cis-dichlorodiammine platinum (II) (cisplatin) were purchased from Sigma Aldrich (Saint-Louis, MO). Succinimidyl 3-(2-pyridyldithio)propionate (SPDP) was supplied by Invitrogen (Carlsbad, CA). p-SNC-deferoxamine (DFO) was from Macrocyclics Inc. (Plato, TX). N2’-deacetyl-N2’-(3-mercapto-1-oxopropyl)-maytansine (DM1) and aldoxorubicin HCl (aldox) were from MedKoo Biosciences (Morrisville, NC). Doxorubicin (DOX) and gemcitabine (GEM) were obtained from LC Laboratories (Woburn, MA). Mitomycin (MIT) was supplied by Selleckchem (Houston, TX). Cyanine5.5 NHS ester was purchased from Lumiprobe Corporation (Hallandale Beach, FL) and luciferin was from Caliper LifeScience (Hopkinton, MA).

Bellat V., Michel A.O., Thomas C., Stokol T., Choi B.B, & Law B. (2022). A Urinary Drug-Disposing Approach as an Alternative to Intravesical Chemotherapy for Treating Nonmuscle Invasive Bladder Cancer. Cancer Research, 82(7), 1409-1422.

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Synthesis and Characterization of Peptide-Drug Conjugates

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2(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate (HBTU) and the N-hydroxybenzotriazole (HOBt) were purchased from Vivitide. All protected amino acids, rink amide MBHA resin, and N-methylmorpholine (NMM) were supplied by Gyros Protein Technologies. Polyethylene glycol (PEG₃) was obtained from Creative PEGWorks. Trifluoroacetic acid (TFA), piperidine, thio anisole, anisole, 1,2-ethanedithiole, methyl-tert-butyl ether, N,N-diisopropylethylamine (DIPEA), dimethylformamide (DMF), acetonitrile (ACN), N-methyl-2-pyrrolidone (NMP), sodium carbonate, Sephadex G25, L-glutathione reduced (GSH), lipopolysaccharide (LPS), and cis-dichlorodiammine platinum (II) (cisplatin) were purchased from Sigma-Aldrich. Succinimidyl 3-(2-pyridyldithio)propionate (SPDP) was supplied by Invitrogen. p-SNC-deferoxamine (DFO) was from Macrocyclics Inc. N2'-deacetyl-N2'-(3-mercapto-1-oxopropyl)-maytansine (DM1) and aldoxorubicin HCl (aldox) were from MedKoo Biosciences. Doxorubicin (DOX) and GEM were obtained from LC Laboratories. MIT was supplied by Selleckchem. Cyanine5.5 NHS ester was purchased from Lumiprobe Corporation and luciferin was from Caliper LifeScience.

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Solid-Phase Peptide Synthesis Protocol

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All Fmoc-protected amino acids, Rink amide MBHA resin and HBTU were purchased from GyrosProtein Technologies Inc., Tucson USA. Solvents and other reagents were purchased from Fisher Scientific, Loughborough, UK. Peptides 20, 21 and 25 were purchased from ThermoFisher, Paisley, UK with a guaranteed >98% purity and accompanying confirmatory analytical data.
An amount of 0.15 g (0.1 mmol according to resin load) of Rink amide MBHA resin was used as solid support. The amino acid vials were packed with 0.4 mmol of FMOC-protected amino acid and equimolar amount of activating agent HBTU each. All couplings were carried out using high purity N,N-dimethylformamide (DMF) for peptide synthesis. Then, 0.4 M N-methylmorpholine in DMF was used for the activation step and 20% solution of piperidine in DMF for deprotection. The resin-bound peptide was then washed with a 1:1 mixture of water/methanol and dried in a desiccator overnight. Cleavage of the peptide from the resin was obtained by gentle agitation in 3 mL of a standard cocktail solution of 95% trifluoroacetic acid, 2.5% deionized water and 2.5% triisopropylsilane for 3 h. The undissolved resin was filtered away, and the peptide solution concentrated under vacuum for half an hour. The crude peptides were then crystallized from ice-cold diethyl ether and freeze dried.

Passarini I., de Resende P.E., Soares S., Tahmasi T., Stapleton P., Malkinson J., Zloh M, & Rossiter S. (2020). Synthesis and in Silico Modelling of the Potential Dual Mechanistic Activity of Small Cationic Peptides Potentiating the Antibiotic Novobiocin against Susceptible and Multi-Drug Resistant Escherichia coli. International Journal of Molecular Sciences, 21(23), 9134.

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