All chemicals were purchased from Sigma-Aldrich Chemical Co. (St. Louis, MO), unless otherwise specified. Aqueous solutions were prepared using ultrapure water (resistivity, 18.2 MΩ·cm). Rink amide 4-methylbenzhydrylamine resin (loading, 0.77 mmol/g), and all Fmoc-protected amino acid were purchased from Chem-Impex International, Inc. (Wood Dale, IL). DOTA was purchased from CheMatec (Dijon, France). Fmoc-PEG4 carboxylic acid was purchased from ChemPep Inc. (Wellington, FL). 177LuCl3 was purchased from the University of Missouri Research Reactor Center (Columbia, MO). Analytical and semipreparative reversed-phase high-performance liquid chromatography (HPLC) were performed on a Waters 1525 Binary HPLC pump (Milford, MA) with a Waters 2489 UV–vis detector and a model 106 Bioscan radioactivity detector (Bioscan Inc., Washington, DC). Nonradioactive HPLC samples were analyzed on an analytical Jupiter C18 column and purified on a semipreparative Jupiter C18 column (Phenomenex, Torrance, CA). Radiochemistry reaction progress and purity were monitored on a Jupiter C18 column (Phenomenex, Torrance, CA). Radioactive samples were counted using either an automated Packard Cobra II gamma counter (Packard, Ramsey, MN) or a PerkinElmer 2470 WIZARD2 Automatic Gamma Counter (Waltham, MA). PET/CT data were acquired using an Inveon Preclinical Imaging Station (Siemens Medical Solutions).
Fmoc protected amino acid
Manufactured by Chem-Impex
Sourced in United States, Israel
Fmoc-protected amino acids are a class of chemical compounds used as building blocks in the synthesis of peptides and proteins. They consist of an amino acid with a Fmoc (fluorenylmethyloxycarbonyl) protecting group attached to the amino group, which allows for controlled and stepwise assembly of peptide chains.
Automatically generated - may contain errors
Lab products found in correlation
Piperidine, by Merck Group (3 mentions)
Formic acid, by Thermo Fisher Scientific (3 mentions)
Rink amide 4 methylbenzhydrylamine resin, by Chem-Impex (2 mentions)
N n dimethylformamide (dmf), by Merck Group (2 mentions)
Tentagel resin, by Rapp Polymere (2 mentions)
Rink amide mbha resin, by GL Biochem (2 mentions)
Triisopropylsilane, by Merck Group (2 mentions)
Dichloromethane, by Thermo Fisher Scientific (2 mentions)
N n dimethylformamide (dmf), by Thermo Fisher Scientific (2 mentions)
Anhydrous n n diisopropylethyl amine dipea trifluoroacetic acid tfa, by Merck Group (2 mentions)
1 2 diethanethiol, by Merck Group (2 mentions)
Anhydrous 1 hydroxybenzotriazole hobt, by Apexbio (2 mentions)
Gadolinium 3 acetate tetrahydrate, by Strem Chemicals (2 mentions)
2 chlorotrityl chloride resin, by Chem-Impex (2 mentions)
Optimark, by Mallinckrodt (2 mentions)
Benzotriazol 1 yl oxy tris pyrrolidino phosphonium hexafluorophosphate pybop, by Chem-Impex (2 mentions)
Methanol, by Thermo Fisher Scientific (2 mentions)
2470 wizard2 automatic gamma counter, by PerkinElmer (1 mentions)
Waters 2489 uv vis detector, by Waters Corporation (1 mentions)
1525 binary hplc pump, by Waters Corporation (1 mentions)
15 protocols using fmoc protected amino acid
1
Radiolabeled DOTA-PEG Peptide Synthesis
2
Peptide Synthesis and Fluorescent Labeling
3
Synthesis of DOTA-Functionalized PEG
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NOTA‐NHS ester was purchased from CheMatech, and all Fmoc protected amino acids, TIPS, HOBT, and HBTU were obtained from Chem‐impex. Fmoc‐PEG3‐COOH and tBu3‐DOTA‐COOH were purchased from Ambeed, while DIPEA, TFA, DODT, TBMB, and DMF were obtained from Sigma‐Aldrich.
4
Biofunctional Peptide Hydrogel Synthesis
5
Solid-Phase Peptide Synthesis with PEG
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All purchased reagents were used without further purification. Rink amide MBHA resin, Fmoc-Lys(azide)-OH ( > 99%), DIC (99%), and Fmoc-protected amino acids (>98%) were purchased from Chem-Impex. Fmoc-(PEG)2-OH (97%) was purchased from PurePEG. Thioanisole (99%) was purchased from TCl. Oxyma pure (>99%), DMF (99%), ACN (99%), acetic anhydride (>98%), HFIP ( > 99%), α-chymotrypsin (>85%), fluorescamine (>98%), and doxorubicin-HCl (>97%) were purchased from Sigma Aldrich. TFA (99%), TIPS (98%), and ethanedithiole (>98%) were purchased from Fisher Scientific. Piperidine (99%), and DMSO ( > 99%) was purchased from VWR.
6
Peptide Synthesis Using Fmoc-Protected Amino Acids
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Solvents were purchased from Fisher
Scientific and used without further purification. Fmoc-protected amino
acids and coupling reagents were purchased from Chem-Impex International.
2-CTC resin was purchased from ChemPep Incorporated. All other reagents
were purchased from commercially available sources (Sigma-Aldrich,
Acros Organics, Oakwood Chemical, TCI Chemicals) and used without
further purification.
Scientific and used without further purification. Fmoc-protected amino
acids and coupling reagents were purchased from Chem-Impex International.
2-CTC resin was purchased from ChemPep Incorporated. All other reagents
were purchased from commercially available sources (Sigma-Aldrich,
Acros Organics, Oakwood Chemical, TCI Chemicals) and used without
further purification.
7
Cyclic γ-AApeptide Synthesis and Characterization
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All chemicals were purchased from commercial suppliers and used without further purification. Fmoc-protected amino acids were purchased from Chem-impex. TentaGel resin (0.23 mmol/g) was purchased from RAPP Polymere. Rink Amide-MBHA resin (0.55 mmol/g) was purchased from GL Biochem. Solid phase synthesis was conducted in peptide synthesis vessels on a Burrell Wrist-Action shaker. Cyclic 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.
The SKBR3 cell lines were kindly provided by Prof. Lixin Wan at the Moffitt Cancer Center, Tampa, USA. HER2 was purchased from Creative BioMart; Anti-phospho-HER2 antibody was purchased from Thermo Fisher Scientific; Anti-phospho-AKT and Anti-phospho-ERK antibodies were from Cell Signaling Technology; GAPDH loading control monoclonal antibody was purchased from Invitrogen.
The SKBR3 cell lines were kindly provided by Prof. Lixin Wan at the Moffitt Cancer Center, Tampa, USA. HER2 was purchased from Creative BioMart; Anti-phospho-HER2 antibody was purchased from Thermo Fisher Scientific; Anti-phospho-AKT and Anti-phospho-ERK antibodies were from Cell Signaling Technology; GAPDH loading control monoclonal antibody was purchased from Invitrogen.
8
Synthesis of Gadolinium-Labeled Peptides
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All reagents were used without further purification unless otherwise stated. Optimark™ was purchased from Mallinckrodt Pharmaceuticals (St. Louis, MO, USA), and saline was obtained from Hospira, Inc. (Lake Forest, IL, USA). The Fmoc-protected amino acids, 2-chlorotrityl chloride resin, and benzotriazol-1-yl-oxy-tris-(pyrrolidino) phosphonium hexafluorophosphate (PyBOP) used for peptide synthesis were purchased from Chem-Impex International, Inc. (Wood Dale, IL, USA), along with anhydrous N,N-diisopropylethyl amine (DIPEA), trifluoroacetic acid (TFA), 1,2-diethanethiol, triisopropylsilane and piperidine from Sigma-Aldrich (St. Louis, MO, USA). N,N-dimethylformamide (DMF), and dichloromethane were purchased from Fisher Scientific (Pittsburgh, PA, USA). Anhydrous 1-hydroxybenzotriazole (HOBt) was obtained from Apex Bio Technology (Houston, TX, USA). The detailed syntheses of maleimido-tris-propargyl [9 (link)] and azido-(Gd-DOTA) [10 (link)] have been described previously. Gadolinium (III) acetate tetrahydrate was from Strem Chemicals (Newburyport, MA, USA).
9
Peptide Synthesis and Gadolinium Labeling
10
Sourcing Amino Acids for Synthesis
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All commercially available Fmoc-protected amino acids were purchased from Chem-Impex (Wood Dale, IL, USA), Matrix Innovation (Quebec, QC, Canada), and Combi-Blocks (San Diego, CA, USA) at the highest purity available. Other reagents and solvents were purchased from Matrix Innovation or Sigma–Aldrich (St. Louis, MO, USA) and were used as received.
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