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Novasyn tgr resin

Manufactured by Merck Group
Sourced in Germany

NovaSyn TGR resin is a solid-phase resin used in organic synthesis. It is a crosslinked polystyrene-based resin containing a trityl (triphenylmethyl) group. The trityl group provides a temporary protecting group that can be selectively removed, allowing for further chemical modifications.

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7 protocols using novasyn tgr resin

1

Peptide Synthesis and Lipid Preparation

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N-Fluorenylmethoxycarbonyl (Fmoc)-protected amino-acids, NovaSyn-TGR resin (loading 0.18 mM/g, 0.33 mM scale synthesis), and NovaSyn-TGRA resin (loading 0.18 mM/g, 0.33 mM scale synthesis) were purchased by Merck (Darmstadt, Germany); N,N-diisopropyl-ethylamine (DIEA), N,N-dimethylformamide (DMF, peptide synthesis grade), piperidine, dimethylformamide (DMF), N-hydroxybenzotriazole (HOBt), 2-(1-H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (TBTU), triisopropylsilane (TIS), cloroform, and trifluoroacetic acid (TFA), were purchased from Sigma-Aldrich (Munich, Germany). Peptide solution was prepared by dissolving lyophilized peptide in water. 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC) was purchased from Avanti Polar Lipids (USA). Ultrapure Milli-Q water (resistivity > 18 MΩ·cm−1) was used for all experiments.
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2

Solid-Phase Peptide Synthesis Protocol

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N-Fluorenylmethoxycarbonyl (Fmoc)-protected amino-acids, and NovaSyn-TGR resin (loading 0.18 mM/g, 0.33 mM scale synthesis)” resin were purchased by Merck (Darmstadt, Germany); N,N-diisopropyl-ethylamine (DIEA), N,N-dimethylformamide (DMF, peptide synthesis grade), piperidine, dimethylformammide (DMF), N-hydroxybenzotriazole (HOBt), 2-(1-H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (TBTU), triisopropylsilane (TIS), and trifluoroacetic acid (TFA), were purchased from Sigma-Aldrich (Munich, Germany). Peptide solution was prepared dissolving lyophilized peptide in water. Ultrapure Milli-Q water (resistivity > 18 MΩ·cm−1) was used for all experiments.
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3

Peptide-Peptoid Hybrid Synthesis

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Synthesis of PPS1 compound was done on NovaSyn TGR resin (EMD Millipore, MA). First three amino acids, Fmoc-Met-OH, Fmoc–D-Lys(Boc)-OH and Fmoc-Lys(Boc)-OH were loaded to the resin after Fmoc removal each time. Then 5-mer peptoid region containing Boc-Diaminobutane, 4-methoxybenzylamine, (R)-Methylbenzylamine, Piperonylamine and (R)-Methylbenzylamine was completed using microwave assisted peptoid synthesis protocol. At the end, beads were washed with DCM and cleaved off with TFA cleavage cocktail (Please refer to Supplementary Experimental Procedures for detailed procedures).
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4

Synthesis of Gold and Palladium Nanoparticles

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Sodium tetrachloropalladate(II) (Na2PdCl4, 99.995%), gold(III) chloride hydrate (HAuCl4, ≥49% Au basis), sodium hydroxide (NaOH, ≥98%), sodium borohydride (NaBH4, ≥99%) cetyltrimethylammonium bromide (CTAB, ≥99%), ascorbic acid (≥99.0%), 1-hydroxybenzotriazole hydrate (HOBt, 99%), N,N’-diisopropylcarbodiimide (DIC, 99%), acetic anhydride (Ac2O, 99.5%), ethanol (≥99.5%), methanol (MeOH, ≥99.5%), 1-octanol (≥99%), dichloromethane (CH2Cl2, ≥99.9%), ethyl acetate (EtOAc, 99.8%), tetrahydrofuran (THF, ≥99.9%), ethylene glycol (EG, ≥99%), N,N-dmethylformamide (DMF, ≥99%), pyridine (≥99.9%), iodobenzene (98%), 4-iodotoluene (≥99%); 4-iodobenzoic acid (98%), biphenyl-4-carboxamide (96%), phenylboronic acid (PhB(OH)2, >98%), deuterated chloroform (CDCl3, 99.8%), deuterated dimethyl sulfoxide (DMSO-d6, 99.9%), trifluoroacetic acid (TFA, ≥99.0%), potassium carbonate (K2CO3, ≥99.0%) and magnesium sulfate (MgSO4, ≥99.5%) were all purchased from Sigma-Aldrich, and used as received without further purification except THF which was distilled to remove tutylated hydroxytoluene (BHT). NovaSyn TGR resin (0.25 mmol/g loading) was purchased from EMD Millipore. Sartorius ultrapure water (18.2 MΩ•cm) was used in all preparations.
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5

Synthesis of Peptoid-Lysine Conjugate

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PPS1D1 was synthesized on NovaSyn TGR resin (EMD Millipore, MA). First, Fmoc-Lys(Fmoc)-OH was coupled overnight as the central linker, and both Fmoc groups were removed simultaneously, allowing two copies of the sequence to be built on two amine groups of this central Lys. Three amino acids, Fmoc-Met-OH, Fmoc-D-Lys(Boc)-OH and Fmoc-Lys(Boc)-OH, were loaded onto the resin after Fmoc removal each time. The 5-mer peptoid region containing Boc-diaminobutane, 4-methoxybenzylamine, (R)-methylbenzylamine, piperonylamine and (R)-methylbenzylamine was synthesized using the microwave-assisted peptoid synthesis protocol. At the end of synthesis, the beads were washed 10 times with 2 ml DCM, the compound was cleaved with 2.5 ml of cleavage cocktail containing 95% TFA, 2.5% water, and 2.5% TIS on the shaker for 2 h, and the compound was purified using HPLC. Synthesis was confirmed using MALDI-TOF MS (Voyager DePro, AB Systems, MA).
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6

Automated Synthesis of C70PLY4 Peptide

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C70PLY4 was synthesized via a solid phase method using an automated peptide synthesizer (model PS-3 from Protein Technologies, Inc.), employing the fluorenylmethoxycarbonyl (Fmoc) group for α-amino group protection. The resin used was derived from a NovaSyn TGR resin with the modified Rink linker (Merck, Darmstadt, Germany). Tryptophan and lysine residues were protected with tert-butoxycarbonyl (tBoc), and arginine residues were protected with the 2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl (Pbf) group. The final de-blocking step was performed with a mixture of TFA/triisopropylsilane/water (94:3:3). The crude peptides were recovered by precipitation with diethyl ether as the non-solvent and then characterized using analytical reversed-phase HPLC. Mass spectrometry analyses were performed on an Agilent 1100 Series LC/MSD high-performance ion trap mass spectrometer to ensure that the target peptide was obtained. C70PLY4 was synthesized by Almac Sciences, UK.
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7

Synthesis of Gold and Palladium Nanoparticles

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Sodium tetrachloropalladate(II) (Na2PdCl4, 99.995%), gold(III) chloride hydrate (HAuCl4, ≥49% Au basis), sodium hydroxide (NaOH, ≥98%), sodium borohydride (NaBH4, ≥99%) cetyltrimethylammonium bromide (CTAB, ≥99%), ascorbic acid (≥99.0%), 1-hydroxybenzotriazole hydrate (HOBt, 99%), N,N’-diisopropylcarbodiimide (DIC, 99%), acetic anhydride (Ac2O, 99.5%), ethanol (≥99.5%), methanol (MeOH, ≥99.5%), 1-octanol (≥99%), dichloromethane (CH2Cl2, ≥99.9%), ethyl acetate (EtOAc, 99.8%), tetrahydrofuran (THF, ≥99.9%), ethylene glycol (EG, ≥99%), N,N-dmethylformamide (DMF, ≥99%), pyridine (≥99.9%), iodobenzene (98%), 4-iodotoluene (≥99%); 4-iodobenzoic acid (98%), biphenyl-4-carboxamide (96%), phenylboronic acid (PhB(OH)2, >98%), deuterated chloroform (CDCl3, 99.8%), deuterated dimethyl sulfoxide (DMSO-d6, 99.9%), trifluoroacetic acid (TFA, ≥99.0%), potassium carbonate (K2CO3, ≥99.0%) and magnesium sulfate (MgSO4, ≥99.5%) were all purchased from Sigma-Aldrich, and used as received without further purification except THF which was distilled to remove tutylated hydroxytoluene (BHT). NovaSyn TGR resin (0.25 mmol/g loading) was purchased from EMD Millipore. Sartorius ultrapure water (18.2 MΩ•cm) was used in all preparations.
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