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Tentagel resin

Q: What are the key benefits of using Tentagel resin?

Tentagel resin combines the advantages of a polymer support with the flexibility and solvent compatibility of a PEG linker. This enables efficient, reproducible reactions and high-quality purifications in a variety of chemical and biological applications, such as solid-phase peptide synthesis, small molecule screening, and affinity chromatography.

Q: What are the different types or variations of Tentagel resin?

Tentagel resin is available in different formats, including Tentagel S, Tentagel M, and Tentagel MB. These variations offer different bead sizes, loading capacities, and linker chemistries to suit a wide range of experimental needs.

Q: How can Tentagel resin be used in peptide synthesis?

Tentagel resin is a popular choice for solid-phase peptide synthesis due to its excellent swelling properties and compatibility with a broad range of solvents. The PEG linker provides flexibility and reduces steric hindrance, enabling efficient coupling and high-purity peptide products.

Q: What are some common challenges when using Tentagel resin?

One potential challenge with Tentagel resin is ensuring uniform bead size distribution, as this can impact reaction kinetics and product quality. Proper swelling and washing protocols are also crucial to maintain the resin's performance and avoid cross-contamination.

Tentagel is a versatile, cross-linked polystyrene-polyethylene glycol resin used in a variety of chemical and biological applications, including solid-phase peptide synthesis, small molecule screening, and affinity chromatography.
This resin combines the advantages of a polymer support with the flexibility and solvent compatibility of a PEG linker, enabling efficient, reproducibel reactions and high-quality purfications.
PubCompare.ai offers a powerful tool to streamline Tentagel resin research, helping scientists quickly identify the most reliable and effective protocols from literature, preprints, and patents using AI-driven comparisons.
This optimized resource ensuers experimental success and accelerates discovery.

Most cited protocols related to «Tentagel resin»

Synthesis and Characterization of Peptide Libraries

Cited 5 times

Peptide library synthesis was done using a split and recombine method that we have described in detail elsewhere^{11 (link),12 (link)}. Library members were attached to Tentagel megabeads (Rapp Polymere) of 300 μm diameter using a photocleavable linker (Advanced Chemtech) through the side chain of a glutamate,which releases a glutamine upon photocleavage. This frees the C-terminus of the terminal phenylalanine for the aminomethylcoumarin (amc) moiety which we use to detect translocation via protease cleavage. For the library synthesis, completion of each coupling reaction was verified using the ninhydrin assay¹³, which is very sensitive to incomplete coupling. Ninhydrin assays were always performed on at least 30-50 beads at each step to be able to detect sequence-dependent coupling problems which might occur on only a fraction of beads. After completion of synthesis, cleavage of side chain protecting groups was done by reacting with trifluoroacetic acid:ethanedithiol:anisole:thioanisole (90:5:2.5:2.5) under nitrogen for four hours on ice followed by extensive washing in multiple solvents. To validate the synthesis and deprotection, we performed HPLC analysis, mass spectrometry and Edman degradation on the peptides extracted from individual beads. All techniques showed that the predominant sequence on all beads is full length peptide. Edman degradation was especially noteworthy in this regard because it was performed on dozens of individual beads, and showed full length peptides. Furthermore we found that there was no detectible free AMC dye associated with the beads. To prepare beads for screening, they were spread in a glass dish to a single sparse layer, dried completely, and then illuminated with a low power UV lamp (354 nm) for 5 hours. Control experiments showed no damage to the peptide by the UV light. We measured the peptide-AMC release from hundreds of individual beads and measured a consistent 0.5 – 1.0 nmol of extractable peptide from each bead.

Marks J.R., Placone J., Hristova K, & Wimley W.C. (2011). Spontaneous Membrane-Translocating Peptides by Orthogonal High-throughput Screening. Journal of the American Chemical Society, 133(23), 8995-9004.

Publication 2011

Anabolism anisole Biological Assay cDNA Library Cytokinesis ethanedithiol Glutamates Glutamine High-Performance Liquid Chromatographies Hyperostosis, Diffuse Idiopathic Skeletal Mass Spectrometry methylphenylsulfide Ninhydrin Nitrogen Peptide Biosynthesis Peptide Hydrolases Peptide Library Peptides Phenylalanine Solvents Tentagel resin Translocation, Chromosomal Trifluoroacetic Acid Ultraviolet Rays

Synthesis and Characterization of γ-AApeptides

Cited 4 times

Fmoc-protected amino acids were purchased from Chem-impex (Wood Dale, IL). TentaGel resin (0.23 mmol/g) was purchased from RAPP Polymere (Tuebingen, Bermany). Rink amide-MBHA resin (0.55 mmol/g) was purchased from GL Biochem (Shanghai, China). 1-Hydroxybenzotriazole wetted with no less than 20% wt water (HOBt), 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC), 5,5-dimethyl-1,3-cyclohexanedione, and 4,4′-dimethoxytrityl chloride were purchased from Oakwood Chemical (Estill, SC). 4-(Bromomethyl)benzoic acid was purchased from AK-Scientific (Union City, CA). 3-Mercaptopropionic acid was purchased from TCI (Tokyo, Japan). Fluorescein isothiocyanate (FITC) was purchased from Chemodex (Gallen, Switzerland). Solid phase synthesis was conducted in peptide synthesis vessels on a Burrell Wrist-Action shaker. γ-AApeptides were analyzed and purified on a Waters Breeze 2 HPLC system and then lyophilized on a Labcono lyophilizer. The purity of the compounds was determined to be >95% by analytical HPLC. Masses of γ-AApeptides and the MS/MS analysis were obtained on an Applied Biosystems 4700 Proteomics analyzer. ¹H NMR spectra were recorded at 500 MHz using TMS as the internal standard. ¹³C NMR spectra were recorded at 125 MHz using TMS as the internal standard. The multiplicities are reported as follows: singlet (s), doublet (d), doublet of doublets (dd), triplet (t), quartet (q), multiplet (m). Coupling constants are reported in hertz (Hz). High resolution mass spectra were obtained on an Agilent 6220 using electrospray ionization time-of-flight (ESI-TOF). Cell culture medium was purchased from Gibco (Rockford, IL), fetal bovine serum (FBS) was purchased from Peak Serum (Fort Collins, CO), and penicillin–streptomycin was purchased from Invitrogen (Carlsbad, CA). GST-EphA2 recombinant protein, poly(Glu-Tyr), and Alexa Fluor 594 goat anti-mouse antibody were purchased from Life Technologies (Carlsbad, CA) and Sigma-Aldrich (St. Louis, MO), respectively. Phosphotyrosine HRP conjugated antibody (pTyr) was purchased from R&D Biosystems (Minneapolis, MN). pEphA2-Ser897 and EphA2 antibodies were purchased from Cell Signaling Technologies (Danvers, MA). Anti-GST antibody was purchased from Santa Cruz Biotechnology (Dallas, TX). All solvents and other chemical reagents were obtained from Sigma-Aldrich (St. Louis, MO) and were used without further purification.

Shi Y., Challa S., Sang P., She F., Li C., Gray G.M., Nimmagadda A., Teng P., Odom T., Wang Y., van der Vaart A., Li Q, & Cai J. (2017). One-Bead–Two-Compound Thioether Bridged Macrocyclic γ-AApeptide Screening Library against EphA2. Journal of medicinal chemistry, 60(22), 9290-9298.

Publication 2017

1-hydroxybenzotriazole 1H NMR 3-Mercaptopropionic Acid Alexa594 Antibodies Antibodies, Anti-Idiotypic Benzoic Acid Blood Vessel Carbodiimides Carbon-13 Magnetic Resonance Spectroscopy Cell Culture Techniques Cells Chlorides Culture Media Fetal Bovine Serum Fluorescein Goat High-Performance Liquid Chromatographies Immunoglobulins isothiocyanate Mass Spectrometry Mus N(alpha)-fluorenylmethyloxycarbonylamino acids Penicillins Peptide Biosynthesis Phosphotyrosine Poly A Receptor, EphA2 Rink amide resin Serum Solvents Streptomycin Tandem Mass Spectrometry Tentagel resin Triplets Wrist Joint

Solid-Phase Peptide Synthesis Reagents

Cited 3 times

Nine-Fluorenylmethoxylcarbonyl (Fmoc)-L-amino acids, 2-(6-chloro-1H-benzotriazole-1-yl)-1,1,3,3-tetramethylamonium hexafluorophosphate (HCTU), and 1-[Bis(dimethylamino) methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid (HATU) were from GL Biochem (Shanghai, China). TentaGel-MB-RAM-resin was from Rapp Polymere (Tubingen, Germany). N^α-Fmoc-N^α-methyl-L-arginine(N^ω-Pbf), and N^α-Fmoc-D-arginine(D-Pbf) were purchased from Novabiochem (Sydney, Australia). N,N-Diisopropylethylamine (DIPEA), dimethylformamide (DMF), and trifluoroacetic acid (TFA) were obtained from Auspep (Melbourne, Australia). Piperidine, triisopropylsilane (TIPS), anisole, and acetonitrile (CH₃CN) were all obtained from Sigma (Sydney, Australia).

Li W., Sun Z., O'Brien-Simpson N.M., Otvos L., Reynolds E.C., Hossain M.A., Separovic F, & Wade J.D. (2017). The Effect of Selective D- or Nα-Methyl Arginine Substitution on the Activity of the Proline-Rich Antimicrobial Peptide, Chex1-Arg20. Frontiers in Chemistry, 5, 1.

Publication 2017

acetonitrile Amino Acids anisole Arginine benzotriazole carbene Dimethylformamide piperidine Tentagel resin Trifluoroacetic Acid

Solid-Phase Peptide Synthesis Protocols

Cited 3 times

All peptides were synthesized using Fmoc mediated solid phase chemistry by automated or manual synthesis. Automated peptide synthesis was carried out on a peptide synthesizer (model 431) from Applied BioSystems (Foster City, CA). TentaGel R RAM resin (0.19 mmol of reactive sites/g; 0.1 mmol loading level; Peptides International, Louisville, KY) was loaded in the reaction vessel. Piperidine (20% by volume) in methylpyrrolidone (NMP) was used as the deprotection solution and effectiveness of the deprotection was monitored using a conductivity flow cell. The activation solution contained O-benzotriazole-N,N,N′,N′-tetramethyl-uronium-hexafluoro-phosphate (HBTU, 0.225 M) and N-hydroxybenzotriazole (HOBt, 0.225 M) in dimethylformamide (DMF). Five molar equivalents of Fmoc-protected amino acids were used. For side-chain protection, tert-butyl was used for Ser and Tyr, trityl for Asn and Gln, 4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}benzyl ester (ODmab) for Glu and 1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl (Dde) was used for Lys. All amino acids were double-coupled followed by acetylation using a mixture of acetic anhydride (0.5 M), N-diisopropylethylamine (DIPEA, 0.125 M), and HOBt (0.015 M) in NMP to minimize the production of peptides with deleted sequence.
Manual peptide synthesis was carried out using 4 molar equiv of amino acids. Fmoc-deprotection was accomplished by treatment with 20% (v/v) piperidine in DMF for 40 min. The coupling reaction was performed using 4 molar equiv of HBTU and 6 molar equiv of DIPEA in NMP solution. All the coupling reactions were completed within 2∼4 hr and monitored by ninhydrin or chloranil tests. After the coupling of the last amino acid residue, the peptides were deprotected and the resins were dried under vacuum. The peptides were cleaved from the resin by treating the resin with a mixture solution of trifluoroacetic acid (TFA)/triisopropylsilane (TIS)/H₂O (95:2.5:2.5 by volume) for at least 2 hr. The TFA solution was collected and ten-fold excess cold ether was added to precipitate the target peptides. The peptides were collected by centrifugation and dried under vacuum. The peptides were dissolved in deionized water and purified by reverse-phase HPLC with a C-18 column using a mixture of water (0.1% TFA) and acetonitrile (0.1% TFA) as a mobile phase. The purified peptides were analyzed by MALDI-TOF MS (Supporting Information: Figure S1): m/z calculated 1745.0 [M] for P, found 1745.8 [M + H⁺]; m/z calculated 1841.0 [M] for O, found 1841.9 [M + H⁺]; m/z calculated 1790.9 [M] for α, found 1791.5 [M + H⁺]; m/z calculated 1804.9 [M] for T, found 1826.2 [M + Na⁺].

Li Y., Mo X., Kim D, & Yu S.M. (2010). Template-Tethered Collagen Mimetic Peptides for Studying Heterotrimeric Triple-Helical Interactions. Biopolymers, 95(2), 94-104.

Publication 2010

1-hydroxybenzotriazole acetic anhydride acetonitrile Acetylation Amino Acids Anabolism benzotriazole Blood Vessel Cells Centrifugation Chloranil Cold Temperature Dimethylformamide DIPEA Electric Conductivity Esters Ethers High-Performance Liquid Chromatographies Molar N(alpha)-fluorenylmethyloxycarbonylamino acids N-hydroxybenzotriazole Ninhydrin Peptide Biosynthesis Peptides Phosphates piperidine Resins, Plant Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization Tentagel resin TERT protein, human Trifluoroacetic Acid Vacuum

Solid-Phase Synthesis of Disulfide-Bridged Peptides

Cited 2 times

Peptides were synthesized as C-terminal amides by Fmoc/tBu-based solid-phase synthesis on TentaGel SRAM resin (110 mg, 0.23 mmol/g) using an automated multiple peptide synthesizer (ResPep SL by Intavis Inc.). In peptides containing disulfides, the N-terminal cysteine residue was coupled as Fmoc-Cys(StBu)-OH. In a standard coupling cycle, Fmoc-amino acid, HCTU and N-methyl morpholine (NMM) (all 5 eq.) in DMF were coupled twice for 7 min. Fmoc-His(Trt)-OH, Fmoc-Cys(Trt)-OH and Fmoc-Cys(StBu)-OH were coupled with DIC and ethyl cyanohydroxyiminoacetate (oxyma) (all 5 eq.) twice for 60 min. Each double coupling step was followed by a capping step with a mixture of acetic anhydride/pyridine/DMF (1:2:3; 2 min). The Fmoc groups were removed with 20% piperidine/DMF (5 min). The N-terminal amino groups were biotinylated (3 Eq. biotin, DIC and oxyma in N-Methylpyrrolidone). Peptides were cleaved from the resin by use of trifluoroacetic acid (TFA)/water/phenol/thioanisole/triisopropylsilane 80:5:5:5, precipitated in cold tert-butyl methyl ether, extracted with water and lyophilized. Peptides were purified by preparative HPLC (Phenomenex Kinetex C18 column, 100 × 21.2 mm, flow rate 30 mL/min, gradient of acetonitrile in H₂O (both containing 0.1% TFA), 25–60% over 10 min). Disulfide bridges were formed after a first purification step, by disulfide exchange at 0.3 mg mL⁻¹ in 50% acetonitrile in ammonium carbonate (pH 8, 0.1 M) for 12 h. The reaction was monitored by analytical HPLC with ESI mass spectrometry detection (LC-MS, conditions: Phenomenex Kinetex 2.6 μm C18 100 Å column, 50 × 2.1 mm, flow rate 0.55 mL/min, gradient of acetonitrile in H₂O (both containing 0.1% TFA), 5–95% over 15 min.) Oxidized peptides were again purified by preparative HPLC. Stock solutions of purified peptides were prepared at 10 mM in DMSO. Concentrations were determined by UV spectroscopy (absorbance at 280 nm). For analytical data of purified peptides (LC/MS) see Supplementary Materials (Table S1, Figure S1).

Weißenborn L., Richel E., Hüseman H., Welzer J., Beck S., Schäfer S., Sticht H., Überla K, & Eichler J. (2022). Smaller, Stronger, More Stable: Peptide Variants of a SARS-CoV-2 Neutralizing Miniprotein. International Journal of Molecular Sciences, 23(11), 6309.

Publication 2022

1-methyl-2-pyrrolidinone 4-methylmorpholine acetic anhydride acetonitrile Amides Amino Acids ammonium carbonate Biotin Cold Temperature Disulfides High-Performance Liquid Chromatographies methylphenylsulfide methyl tert-butyl ether oxyma Peptides Phenol piperidine Pyridines Resins, Plant Spectrometry, Mass, Electrospray Ionization Spectrum Analysis Sulfoxide, Dimethyl Tentagel resin Trifluoroacetic Acid

Most recents protocols related to «Tentagel resin»

Synthesis of Cyclic Peptide Library

The invariant C-terminal sequence (D-Leu-Dap-4-ClPhe- D-Nal- D-Arg-Arg- D-Arg-Arg-Dap-β-Ala-β-Ala-Lys-Met) was synthesized on 2 g of TentaGel resin (90 μm, 0.29 mmol/g loading) using the standard Fmoc/HATU peptide synthesis protocol. After removal of the N-terminal Fmoc group from D-Leu, the resin was split into 29 equal aliquots and placed into 29 different micro-spin columns, and a different Fmoc-amino acid (5 equivalents) was coupled to each aliquot of resin. Each coupling reaction was supplemented with 10 mol% of acetic acid (relative to Fmoc-amino acid). In addition, 5 mol% deuterated acetic acid (CD₃CO₂D was added to the coupling reactions of L-Ala, cis-AcPc, D-Leu, L-Orn, L-isoAsp, D-Lys, and D-Tyr), while 5 mol% deuterated propanoic acid (CH₃CD₂CO₂H) was added to L-Nle and β-Ala reactions. The inclusion of the carboxylic acids generates a series of sequence-specific peptide truncation products, which facilitate the later sequence determination by mass spectrometry (42 ). After the coupling reactions were complete, the resin from all 29 columns was pooled together and the N-terminal Fmoc group was removed by piperidine. Subsequently, the split-and-pool protocol was repeated to install the other randomized residues. To vary the length of the random region, a small portion of the resin was removed from the library and set aside after the coupling of each randomized residue. After all five randomized residues were added, all resin aliquots (including the portions set aside) were pooled and treated with 20% piperidine to remove the N-terminal Fmoc group. The invariant tyrosine residue (along with 5 mol% CH₃CD₂CO₂H) was then coupled to the peptide. Next, the resin was treated with TMA/HATU/DIPEA (10, 3, and 20 equivalents, respectively) for 1 h. The Alloc protecting groups on the Dap residues were removed by incubating the resin (three times) with 0.5 equivalent of tetrakis(triphenylphosphine)palladium and 10 equivalents of phenylsilane for 20 min. The resin was washed with 2% sodium dimethyldithiocarbamate in DMF to remove the Pd(0) reagent and then 1 M HOBt in DMF. Finally, the peptides were cyclized by treatment for 1 h (twice) with PyBOP/HOBt/DIPEA (10, 10, and 20 equivalents, respectively). The peptides were deprotected by treating the resin for 4 h with a modified reagent K (2.5% triisopropylsilane, 2.5% H₂O, 2.5% 2,2′-(ethylenedioxy)diethanethiol, 2.5% phenol, in TFA). The library was dried under vacuum and stored in −20°C until use.

Lin M., Koley A., Zhang W., Pei D, & Rikihisa Y. (2023). Inhibition of Ehrlichia chaffeensis infection by cell-permeable macrocyclic peptides that bind type IV secretion effector Etf-1. PNAS Nexus, 2(2), pgad017.

Publication 2023

1-hydroxybenzotriazole Acetic Acid alanylalanine Amino Acids arginyllysine Carboxylic Acids cDNA Library Cycloleucine Dimethyldithiocarbamate DIPEA Mass Spectrometry Palladium Peptide Biosynthesis Peptides Phenol piperidine propionic acid Resins, Plant Sequence Determinations Sodium Tentagel resin triphenylphosphine Tyrosine Vacuum

Synthesis of Bicyclic OL-CTOP Peptides

All linear peptidyl-resin precursors for bicyclic OL-CTOP peptide were synthesized by Fmoc-SPPS on TentaGel XV RAM resin (substitution 0.2 mmol/g, 0.25 mmol scale) using an automated peptide synthesizer (Gyros Protein Technologies PS3 peptide synthesizer, Tucson, AZ, USA). Amino acid couplings were completed by using fourfold excess of amino acids and coupling reagents (HBTU/HOBt) in the presence of 0.4 M NMM in DMF. Fmoc-deprotection cycles were carried out using 20% piperidine in DMF solution. Solid-phase cyclization of linear precursors via disulfide bonds was carried out in a manual reaction vessel. In all cases, Cys/Pen sidechain protecting groups were removed in situ during the final cyclization steps (disulfide bridge formations) with I₂ (0.5–2 eq), DMSO (0–150 eq) and anisole (4.4 eq) in CH₂Cl₂ or DMF (10 mL). All peptides were cleaved from the resin, and all acid-sensitive sidechain-protecting groups were simultaneously removed using TFA/TIS/H₂O (95:2.5:2.5, v/v/v). Analytical RP-HPLC analyses and peptide purifications were performed on 1260 Infinity (Agilent Technologies, Santa Clara, CA, USA) liquid chromatography systems equipped with a UV/Vis detector. For analytical RP-HPLC analysis, a C18 monomeric column (Grace Vydac, 250 × 4.6 mm, 5 mm, 120 Å), 1 mL/min flow rate, and elution method with a linear gradient of 2 → 100% B over 45 min, where A is 0.1% TFA in H₂O, and B is 0.08% TFA in CH₃CN was used. For peptide purification, a preparative C18 monomeric column (Grace Vydac, 250 × 22 mm, 10 mm, 120 Å) was used. The elution method was identical to the analytical method except for the flow rate, which was 15 mL/min. MALDI-TOF mass spectrometry was performed on the Bruker Microflex LT system (Bruker, Billerica, MA, USA) in a reflector mode using an α-cyano-4-hydroxycinnamic acid matrix (positive-ion mode).

Rayala R., Tiller A., Majumder S.A., Stacy H.M., Eans S.O., Nedovic A., McLaughlin J.P, & Cudic P. (2023). Solid-Phase Synthesis of the Bicyclic Peptide OL-CTOP Containing Two Disulfide Bridges, and an Assessment of Its In Vivo μ-Opioid Receptor Antagonism after Nasal Administration. Molecules, 28(4), 1822.

Publication 2023

1-hydroxybenzotriazole Acids Amino Acids Anabolism anisole Blood Vessel Coumaric Acids CTOP Cyclization Disulfides High-Performance Liquid Chromatographies Liquid Chromatography Mass Spectrometry Peptides piperidine Proteins Resins, Plant Sensitive Populations Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization stable plasma protein solution Sulfoxide, Dimethyl Tentagel resin

Peptide Synthesis Using TentaGel Resin

TentaGel XV RAM resin was obtained from Rapp Polymer (Tuebingen, Germany). Fmoc-protected amino acids and coupling reagents (HOBt, HBTU) were purchased from Chem-Impex (Wood Dale, IL, USA) or Novabiochem (Gibbstown, NJ, USA). Kaiser test was purchased from AnaSpec (Fremont, CA, USA). Triisopropyl silane (TIS), anisole and I₂ were purchased from Sigma-Aldrich (St. Louis, MO, USA) and were of ACS reagent grade (>99.8% purity). Trifluoroacetic acid (TFA) was purchased from Fisher Scientific (Atlanta, GA, USA) and was of ACS reagent grade (>99.8% purity). Tosylsulfonyl phenylalanyl chloromethyl ketone (TPCK) trypsin was purchased from Thermo Fisher Scientific (Grand Island, NY, USA). Asialofetuin (ASF) was purchased from Sigma-Aldrich (St. Louis, MO, USA). HEPES sodium salt was purchased from Fisher Scientific (Atlanta, GA, USA). All solvents and other chemicals were purchased from Fisher Scientific (Atlanta, GA, USA) or Sigma-Aldrich (St. Louis, MO, USA) and were high-performance liquid chromatography (HPLC) grade.

Publication 2023

1-hydroxybenzotriazole anisole asialofetuin HEPES High-Performance Liquid Chromatographies Ketones N(alpha)-fluorenylmethyloxycarbonylamino acids Polymers Silanes Sodium Sodium Chloride Solvents Tentagel resin Trifluoroacetic Acid Trypsin

Synthesis of Clickable Fluorescent Monomers

1-Aminopropan-2-ol, 2,2’-azobis-(isobutyronitrile) (AIBN), dichloromethane (DCM), N, N′-diisopropylcarbodiimide (DIC), N, N’-dimethylacetamide (DMA), N, N′-dimethylformamide (DMF), ethyldiisopropylamine (DIPEA), hydrazine monohydrate, methacryloyl chloride, triisopropylsilane (TIPS) and all other reagents and solvents were purchased from Sigma-Aldrich (Sigma-Aldrich, Prague, Czech Republic). Chain-transfer agents and initiators were purchased from FUJIFILM Wako Pure Chemical Corporation (FUJIFILM Wako Pure Chemical Corporation, Neuss, Germany). TentaGel Rink amide resin, ethyl cyano(hydroxyimino)acetate (Oxyma), (benzotriazol-1-yloxy)-trispyrrolidinophosphoniumhexafluorophosphate (PyBOP), trifluoroacetic acid (TFA), 9-fluorenylmethyloxycarbonyl (Fmoc)-amino acid derivatives were purchased from Iris Biotech GmbH (Iris Biotech GmbH, Marktredwitz, Germany). 5-Azidopentanoic acid was obtained from Bachem (Bachem, Bubendorf, Switzerland) and amino-1-(11,12-didehydrodibenzo[b,f]azocin-5(6H)-yl)propan-1-one (DBCO-NH₂) was purchased from Click Chemistry Tools (Click Chemistry Tools, Scottsdale, AZ, USA). ATTO-488-NHS and ATTO-488-NH₂ were purchased from ATTO-TEC GmbH (ATTO-TEC GmbH, Siegen, Germany).

Pola R., Vícha M., Trousil J., Grosmanová E., Pechar M., Rumlerová A., Studenovský M., Kučerová E., Ulbrich P., Vokatá B, & Etrych T. (2023). Polymer-Antimicrobial Peptide Constructs with Tailored Drug-Release Behavior. Pharmaceutics, 15(2), 406.

Publication 2023

Acetate Acids Amino Acids azobis(isobutyronitrile) derivatives dimethylacetamide Dimethylformamide DIPEA hydrazine hydrate Iris Plant methacryloyl chloride Methylene Chloride oxyma Rink amide resin Solvents Tentagel resin Trifluoroacetic Acid

Solid-Phase Peptide Synthesis with Microwave-Assisted Technique

All amino acid derivatives were purchased from Chem-Impex (Wood Dale, IL, USA), Iris Biotech GMBH (Marktredwitz, Germany), or Bachem AG (Bubendorf, Switzerland). TentaGel SRAM resin was obtained from Rapp Polymere GmbH (Tübingen, Germany), and anhydrous 1-hydroxybenzotriazole (HOBt) from Abcr GmbH (Karlsruhe, Germany). Solvents and reagents for microwave-assisted peptide synthesis were purchased from the following suppliers: N-methylpyrrolidone (NMP) from Iris Biotech GMBH (Marktredwitz, Germany), dimethylformamide (DMF) from Merck KGaA (Darmstadt, Germany), diisopropylcarbodiimide (DIC) and Oxyma from Fluorochem Ltd. (Hadfield Derbyshire, UK). Solvents and reagents for manual solid-phase synthesis were obtained from the following companies: dichloromethane (DCM), dimethylformamide (DMF), methanol, and piperazine from Alfa Aesar (Thermo Fisher Scientific GmbH, Kandel, Germany), and trifluoroacetic acid (TFA) and dithiothreitol (DTT) from Fluorochem Ltd. (Hadfield Derbyshire, UK). HPLC grade TFA and acetonitrile (AcN) were obtained from Sigma-Aldrich (St. Louis, MO, USA). All other chemicals used were of the highest grade available. All the peptides in Table 1A and Table 3 were synthesized by the standard solid-phase peptide synthesis (SPPS) method on TentaGel S Ram resin (loading 0.23 mmol/g) using an automatic peptide synthesizer (CEM Liberty Blue). The applied chemistry utilized the fluorenyl-9-methoxycarbonyl (Fmoc) amino acid protecting group and diisoproplycarbodimiide/oxyma coupling agent with a 5-fold excess of reagents. Deprotection of the Fmoc group was performed with 10% piperazine and 0.1 mol 1-hydroxy-benzotriazole (HOBt) dissolved in 10% ethanol and 90% dimethylformamide (DMF) in two cycles. The final peptide was cleaved from the resin using a cleavage cocktail consisting of 95:5 (v/V) trifluoroacetic acid (TFA)/water mixture, plus 3% (w/v) dithiothreitol (DTT) and 3% (w/v) triisopropylsilane (TIS) at room temperature for 3 hr. The resin was removed by filtration and the crude peptides were precipitated by cold diethyl ether. The precipitate was then filtered, and dissolved in water, followed by lyophilization. The crude peptides were analyzed and purified by reverse-phase high-performance liquid chromatography (RP-HPLC), on a 250 × 10 mm C18 column with a solvent system of (A) 0.1% (v/v) TFA in water and (B) 80% (v/v) acetonitrile and 0.1% TFA (v/v) in water at a flow rate of 3.0 mL/min. During this procedure, the different diastereomers could be separated successfully. The purified peptides were characterized by electrospray ionization mass spectroscopy (ESI–MS) using a Waters SQ detector coupled with an Agilent 1200 HPLC system. The column used for this LC–MS analysis was a Luna 5 µ 250 × 4.60 mm C8 column with a solvent system of (A) 0.1% (v/v)TFA in water and (B) 80% (v/v) acetonitrile and 0.1% TFA in water at a flow rate of 1 mL/min, and the capillary voltage was 3.51 volt. The ESI–MS method allows for multiple charging peptides analysis, hence this technique is a beneficial tool for peptide molecular weight analysis [58 ,59 (link),60 (link)].

Howan D.H., Jenei S., Szolomajer J., Endre G., Kondorosi É, & Tóth G.K. (2023). Enhanced Antibacterial Activity of Substituted Derivatives of NCR169C Peptide. International Journal of Molecular Sciences, 24(3), 2694.

Publication 2023

1-methyl-2-pyrrolidinone acetonitrile Amino Acids benzotriazole Capillaries Cold Temperature Cytokinesis derivatives Dimethylformamide Dithiothreitol Ethanol Ethyl Ether Filtration Freeze Drying High-Performance Liquid Chromatographies Iris Plant Methanol Methylene Chloride Microwaves oxyma Peptide Biosynthesis Peptides Piperazine Resins, Plant Solvents Spectrometry, Mass, Electrospray Ionization stable plasma protein solution TentaGel-S Tentagel resin Trifluoroacetic Acid

Top products related to «Tentagel resin»

Triisopropylsilane by Merck Group

Sourced in United States, Germany, Australia, Hungary, Canada, France

Triisopropylsilane is a silicon-based organic compound. It is a colorless, volatile liquid with a mild odor. Triisopropylsilane is commonly used as a protecting group in organic synthesis, particularly in the protection of hydroxyl groups.

Tentagel r ram resin by Rapp Polymere

Sourced in Germany

TentaGel R RAM resin is a solid-phase synthesis resin used in laboratory applications. It is a polyethylene glycol-grafted polystyrene resin with a Rink amide linker. The resin supports the immobilization of chemical compounds for various synthesis and analysis purposes.

Piperidine by Merck Group

Sourced in United States, Germany, Australia, Italy, France, Hungary, Canada, Poland, Sao Tome and Principe

Piperidine is a colorless, flammable liquid organic compound with the chemical formula C₅H₁₁N. It is a heterocyclic amine that is widely used as a building block in the synthesis of various pharmaceutical and industrial chemicals.

Tentagel resin by Rapp Polymere

Sourced in Germany

TentaGel resin is a solid support material used in organic synthesis and peptide chemistry. It is a macroporous, hydrophilic resin consisting of a polystyrene matrix with polyethylene glycol (PEG) grafts. TentaGel resin provides a high loading capacity and enables efficient chemical reactions and peptide synthesis on a solid support.

Piperidine by Iris Biotech

Sourced in Germany

Piperidine is a cyclic organic compound with the chemical formula C₅H₁₁N. It is a colorless, flammable liquid with a characteristic amine-like odor. Piperidine is a versatile chemical intermediate used in the synthesis of various pharmaceutical and agrochemical products.

Trifluoroacetic acid by Merck Group

Sourced in United States, Germany, United Kingdom, France, Spain, Italy, Australia, China, India, Sao Tome and Principe, Poland, Canada, Switzerland, Macao, Belgium, Netherlands, Czechia, Japan, Austria, Brazil, Denmark, Ireland

Trifluoroacetic acid is a colorless, corrosive liquid commonly used as a reagent in organic synthesis and analytical chemistry. It has the chemical formula CF3COOH.

Piperidine by Biosolve

Sourced in Netherlands

Piperidine is a colorless, flammable liquid chemical compound. It is a heterocyclic organic compound with the molecular formula C5H11N. Piperidine serves as a building block for the synthesis of various pharmaceutical and industrial chemicals.

Diethyl ether by Merck Group

Sourced in United States, Germany, Italy, India, United Kingdom, Spain, France, Belgium, Switzerland, Poland, China, Australia, Japan, Sao Tome and Principe, Canada

Diethyl ether is a colorless, volatile, and highly flammable liquid. It is commonly used as a laboratory solvent and reagent in various chemical processes and experiments.

Acetic anhydride by Biosolve

Acetic anhydride is a chemical compound with the formula (CH3CO)2O. It is a colorless, flammable liquid with a pungent odor. Acetic anhydride is commonly used as a reagent in organic synthesis reactions, particularly in the acetylation of various compounds.

Pyridine by Biosolve

Pyridine is a colorless, volatile organic compound used in various industrial and laboratory applications. It is a heterocyclic aromatic compound with a molecular formula of C₅H₅N. Pyridine serves as a solvent, a feedstock for the production of other chemicals, and as a component in various pharmaceutical and agricultural formulations.

What are the key benefits of using Tentagel resin?

What are the different types or variations of Tentagel resin?

How can Tentagel resin be used in peptide synthesis?

What are some common challenges when using Tentagel resin?

How can PubCompare.ai help with Tentagel resin research?

PubCompare.ai allows you to screen protocol literature more efficiently and leverage AI to pinpoint critical insights. The platform can help researchers identify the most effective protocols related to Tentagel resin for their specific research goals. The AI-driven analysis can highlight key differences in protocol effectiveness, enabling you to choose the best option for reproducibility and accuracy.

More about "Tentagel resin"

Tentagel, a versatile, cross-linked polystyrene-polyethylene glycol (PS-PEG) resin, is widely employed in diverse chemical and biological applications, including solid-phase peptide synthesis (SPPS), small molecule screening, and affinity chromatography.
This unique resin combines the advantages of a polymer support with the flexibility and solvent compatibility of a PEG linker, enabling efficient, reproducibel reactions and high-quality purifications.
Triisopropylsilane (TIPS) is often used as a cation scavenger in SPPS protocols involving Tentagel resin.
TentaGel R RAM resin, a variant of the Tentagel line, is specifically designed for peptide synthesis and features a rink amide linker.
Piperidine is a common deprotection agent used in Fmoc-based SPPS with Tentagel resins.
PubCompare.ai offers a powerful tool to streamline Tentagel resin research, helping scientists quickly identify the most reliable and effective protocols from literature, preprints, and patents using AI-driven comparisons.
This optimized resource ensures experimental success and accelerates discovery.
Trifluoroacetic acid (TFA) and Diethyl ether are commonly used for cleavage and precipitation steps when working with Tentagel resins.
Acetic anhydride and Pyridine may be employed for capping reactions to cap unreacted amino groups during SPPS on Tentagel supports.