Cost-Effective Automated Phosphopeptide Synthesis on the Prelude™ Using Single-Shot™ Deliveries
The use of specially modified amino acids is available for a wide variety of peptide synthesis applications. These modified monomers are frequently extremely expensive and their implementation is limited by these costs.
Multivariable Individual Heating Conditions Tested in Parallel Provide Rapid Process Optimization on Prelude X
The application of heat represents a useful tool to optimize the production of challenging synthetic peptides, and a new technology, induction heating, has been introduced on the Prelude X.
Design, synthesis of allosteric peptide activator for human SIRT1 and its biological evaluation in cellular model of Alzheimer's disease.
Kumar R. et al. European Journal of Medicinal Chemistry, November.2016
The Extracellular Surface of the GLP-1 Receptor Is a Molecular Trigger for Biased Agonism Cell.
Wootten D. et al. Cell. 2016 Jun 16; 165(7): 1632-1643.2016
Modular peptide amphiphile micelles improve an antibody-mediated immune response to Group A Streptococcus.
Barrett J.C. et al. ACS Biomater. Sci. Eng.2016
Substoichiometric inhibition of transthyretin misfolding by immune-targeting sparsely populated misfolding intermediates: a potential diagnostic and therapeutic for TTR amyloidoses.
Galant N.J. et al. Scientific Reports, 6, 25080.2016
Two Novel Dermaseptin-Like Antimicrobial Peptides with Anticancer Activities from the Skin Secretion of Pachymedusa dacnicolor.
Shi D. et al. Toxins, 8(5), 144.2016
The frequency of naive and early-activated hapten-specific B cell subsets dictates the efficacy of a therapeutic vaccine against prescription opioid abuse.
Laudenbach M. et al. Journal of Immunology (Baltimore, Md.?: 1950), 194(12), 5926-5936. 2015
Design and characterization of ebolavirus GP prehairpin intermediate mimics as drug targets.
Clinton T.R. et al. Protein Science: A Publication of the Protein Society, 24(4), 446-463.2015
Peptide Amphiphile Micelles Self-Adjuvant Group A Streptococcal Vaccination.
Trent A. et al. The AAPS Journal, 17(2), 380-388.2015
Structural and antigenic features of the synthetic SF23 peptide corresponding to the receptor binding fragment of diphtheria toxin.
Khrustaleva T.A. et al. Molecular immunology 63.2 (2015): 235-244.2015
Identification of key residues involved in adrenomedullin binding to the AM1 receptor
Watkins H. et al. British Journal of Pharmacology, 169(1), 143–155.2013
T1BT* structural study of an anti-plasmodial peptide through NMR and molecular dynamics
Topchiy E. et al. Malaria Journal, 12, 104.2013
Development of Potent and Metabolically Stable APJ Ligands with High Therapeutic Potential
Juhl C.et al. ChemMedChem 2016, 11, 2378.2016
The Human Autoantibody Response to Apolipoprotein A-I Is Focused on the C-Terminal Helix: A New Rationale for Diagnosis and Treatment of Cardiovascular Disease?
Pagano S. et al. PLoS ONE 10(7): e01327802015
Design of a peptide inhibitor of tyrosine kinase 2
Works M.G. et al. Protein Pept Lett. 2014 May;21(5):419-252014
The impact of synthetic analogs of histidine on copper(II) and nickel(II) coordination properties to an albumin-like peptide. Possible leads towards new metallodrugs
Zawisza L. et al. J Inorg Biochem. 2014 Oct;139:1-82014
Immunogenicity Studies of Bivalent Inactivated Virions of EV71/CVA16 Formulated with Submicron Emulsion Systems
Lin C.-W. et al. BioMed Research International Volume 2014 (2014), Article ID 6705062014
Discovery and Characterization of a Potent Interleukin-6 Binding Peptide with Neutralizing Activity In Vivo
Ranganath S. et al. PLoS ONE, 10(11), e0141330.2015
In Vivo Efficacy of Anuran Trypsin Inhibitory Peptides against Staphylococcal Skin Infection and the Impact of Peptide Cyclization
Malik U. et al. Antimicrob Agents Chemother. 2015 Apr;59(4):2113-21.2015
Semienzymatic Cyclization of Disulfide-rich Peptides Using Sortase A
Jia X. et al. J Biol Chem. 2014 Mar 7;289(10):6627-38.2014
Immunogenicity in mice and non-human primates of the Group A Streptococcal J8 peptide vaccine candidate conjugated to CRM197
Caro-Aguilar I. et al. Hum Vaccin Immunother. 2013 Mar;9(3):488-96.2013
Synthesis and characterization of a high-affinity αvβ6-specific ligand for in vitro and in vivo applications.
Shunzi L. et al. Molecular Cancer Therapeutics, 8(5), 1239-1249.2009
Design of Potent and Selective Cathepsin G Inhibitors Based on the Sunflower Trypsin Inhibitor-1 Scaffold
Swedberg J.A. et al. J. Med. Chem. Publication Date (Web): January 3.2017
De-immunized and Functional Therapeutic (DeFT) versions of a long lasting recombinant alpha interferon for antiviral therapy
Mufarrege E.F. et al. Clinical Immunology Volume 176, March 2017, Pages 31–41.2017
DS6: anticandidal, antibiofilm peptide against Candida tropicalis and exhibit synergy with commercial drug
Singh K. et al. Journal of Peptide Science2017
Oncology peptide therapeutics
Flexibility is important for inhibition of the MDM2/p53 protein-protein interaction by cyclic Beta-hairpins
Danelius E. et al. Org. Biomol. Chem., 2016,14, 10386-10393.2016
Serum Stability and Affinity Optimization of an M2 Macrophage-Targeting Peptide (M2pep).
Ngambenjawong C. et al. Theranostics, 6(9), 1403-1414.2016
A Peptide Mimicking a Region in Proliferating Cell Nuclear Antigen Specific to Key Protein Interactions Is Cytotoxic to Breast Cancer.
Smith S. J. et al. Molecular Pharmacology, 87(2), 263-276. 2015
Targeted therapy of colorectal neoplasia with rapamycin in peptide-labeled pegylated octadecyl lithocholate micelles.
Khondee S. et al. Journal of Controlled Release: Official Journal of the Controlled Release Society, 199, 114-121.2015
Targeted bioimaging and photodynamic therapy of cancer cells with an activatable red fluorescent bioprobe.
Hu Fang et al. Analytical chemistry 86.15 (2014): 7987-7995.2014
Simultaneous Inhibition of Key Growth Pathways in Melanoma Cells and Tumor Regression by a Designed Bidentate Constrained Helical Peptide
Dhar A. et al. Biopolymers. 2014 Jul;102(4):344-58.2014
Molecular specialization of breast vasculature: a breast-homing phage-displayed peptide binds to aminopeptidase P in breast vasculature.
Essler M. & Rouslahti E. Proc Natl Acad Sci U S A. 2002 Feb 19;99(4):2252-7.2002
Chemotherapy induces adaptive drug resistance and metastatic potentials via phenotypic CXCR4-expressing cell state transition in ovarian cancer
Lee H.H. et al. PLoS One. 2017 Feb 14;12(2):e0171044.2017
Venoms and Toxins
Baltikinin: A New Myotropic Tryptophyllin-3 Peptide Isolated from the Skin Secretion of the Purple-Sided Leaf Frog, Phyllomedusa baltea.
Shi D. et al. Toxins, 8(7), 213.2016
AaeAP1 and AaeAP2: Novel Antimicrobial Peptides from the Venom of the Scorpion, Androctonus aeneas: Structural Characterisation, Molecular Cloning of Biosynthetic Precursor-Encoding cDNAs and Engineering of Analogues with Enhanced Antimicrobial and Anticancer Activities.
Du Q. et al. Toxins, 7(2), 219-237. 2015
Mambalgin-1 pain-relieving peptide: stepwise solid-phase synthesis, crystal structure and functional domain for acid-sensing ion channel 1a inhibition
Mourier G. et al. J. Biol. Chem. jbc.M115.702373. doi:10.1074/jbc.M115.702373 2015
Improved Detection of Botulinum Neurotoxin Serotype A by Endopep-MS through Peptide Substrate Modification
Wang D. et al. Analytical Biochemistry, 432(2), 115–123.2013
Comparison of the Catalytic Properties of the Botulinum Neurotoxin subtypes A1 and A5.
Wang D. et al. Biochimica et Biophysica Acta, 1834(12), 2722–2728.2013
High-throughput production of two disulphide-bridge toxins
Upert G. et al. Chem Commun (Camb). 2014 Aug 7;50(61):8408-11.2014
Kv1. 3 channel-blocking immunomodulatory peptides from parasitic worms: implications for autoimmune diseases
Chhabra S. et al. FASEB J. 2014
Vipericidins: a novel family of cathelicidin-related peptides from the venom gland of South American pit vipers.
Falcao C.B. et al. Amino Acids. 2014 Nov;46(11):2561-71.2014
δ-Conotoxins Synthesized Using an Acid-cleavable Solubility Tag Approach Reveal Key Structural Determinants for NaV Subtype Selectivity.
Peigneur S. et al. J Biol Chem. 2014 Dec 19; 289(51): 35341–35350.2014
New α-adrenergic property for synthetic MTβ and CM-3 three-finger fold toxins from black mamba.
Blanchet G. et al. Toxicon. 2013 Dec 1;75:160-7.2013
Peptidomic comparison and characterization of the major components of the venom of the giant ant Dinoponera quadriceps collected in four different areas of Brazil
Cologna C.T. et al. Journal of Proteomics Volume 94, 6 December 2013, Pages 413–422.2013
Inactivation of viruses infecting ectothermic animals by amphibian and piscine antimicrobial peptides.
Chinchar V.G. et al. Virology. 2004 Jun 1;323(2):268-75.2004
Expression, activation, and processing of the recombinant snake venom metalloproteinase, pro-atrolysin E.
Shimokawa K. et al. Arch Biochem Biophys. 1996 Nov 15;335(2):283-94.1996
Analgesic Effects of GpTx-1, PF-04856264 and CNV1014802 in a Mouse Model of NaV1.7-Mediated Pain
Deuis J.R. et al. Toxins 2016, 8(3), 78.2016
Enhanced detection of type C botulinum neurotoxin by the Endopep-MS assay through optimization of peptide substrates.
Wang D. et al. Bioorg Med Chem. 2015 Jul 1;23(13):3667-73.2015
Optimization of the cyclotide framework to improve cell penetration properties.
Huang Y.-H. et al. Front Pharmacol. 2015; 6: 17.2015
Design of substrate-based BCR-ABL kinase inhibitors using the cyclotide scaffold
Huang Y.-H. et al. Scientific Reports 5, Article number: 12974.2015
A liposomal drug platform overrides peptide ligand targeting to a cancer biomarker, irrespective of ligand affinity or density.
Gray B.P. et al. PLoS One. 2013 Aug 23;8(8):e72938.2013
MRI-visible micellar nanomedicine for targeted drug delivery to lung cancer cells.
Guthi J.S. et al. Mol Pharm. 2010 Feb 1;7(1):32-40.2010
Peptide nanoparticle with pH-sensing cargo solubility enhances cancer drug efficiency
Choi H. et al. Nano Today, Available online 22 March 2017.2017
On-Resin Disulfide Bridge Formation
Many naturally occurring peptides contain intradisulfide bridges, which play an important role in biological activities.
Synthesis of 65-74ACP and ABRF Using 4-Methylpiperidine as Deprotectant
In peptide synthesis and peptide library synthesis, piperidine is a common reagent for Fmoc removal. However, piperidine is a controlled substance, which requires special handling.
Fast Synthesis Study – Optimized Fmoc Chemistry Used to Rapidly Synthesize 32-mer C-Peptide in 8.7 Hours
Very fast synthesis times are achievable using optimized Fmoc conditions. Traditional peptide chemistry typically resorts to using extended reaction times to maintain synthesis yields, often resulting in deprotection times of 20-30 minutes and coupling times of an hour or more. It is accepted that speed is gained at the expense of purity.
Peptoid Synthesis on the Symphony
Peptides are studied because of their range of biological activities in the body. As receptorbinding molecules, peptides have been investigated for therapeutic uses. Unfortunately, in the body peptides are easily broken down by proteases (enzymes that digest proteins and peptides) and have difficulty crossing cell membranes.
Boc Synthesis of a Biotinylated Peptide Thioester on the Prelude™
YIYGSFK is a substrate for the protein tyrosine kinase. Tyrosine kinase activity is increased in several human tumors, so the study of its substrates may lead to a greater understanding of cancer. In this application, a tyrosine kinase substrate was synthesized and modified with a biotinylated lysine and a racemic amino acid thioester on a Prelude peptide synthesizer using Boc chemistry.
Synthesis of a Poly-Alanine Peptide Using Different Deprotection Reagents and the IntelliSynth UV-Monitoring and Feedback Control System on the Tribute™
The IntelliSynth™ UV-monitoring and Feedback Control System is a powerful tool that can be used to determine difficult cycles during a synthesis on the Tribute™ peptide synthesizer. It works by monitoring the extent of Fmoc removal during the deprotection reaction by measuring the concentration of removed Fmoc in the deprotection solution at 301 nm.
N- and C-Terminal Biotinylation on the Prelude
Biotinylation is the process of covalently binding biotin to a protein or other molecule. Due to the specificity and high binding affinity of biotin to the proteins avidin and streptavidin, biotinylation is commonly used in immunoanalytical techniques such as ELISA, ELISPOT and western blots.
Reduced Cycle Times & Solvent Consumption of 65-74ACP on Symphony X
New and optimized methods for rapid peptide synthesis, combined with instruments capable of parallel synthesis enable the production of peptide libraries with high throughput.
Parallel Synthesis and Rapid Heating on the Prelude X
Building upon the strength of the original Prelude platform, the Prelude X adds heating, oscillation shaking, and UV monitoring to deliver uncompromised speed, yield, reagent savings, and flexibility, creating the most complete peptide synthesis solution available.
Comparison of Different Heating Protocols for the Cyclization of Melanotan II on the Prelude X
Heat-assisted synthesis has been shown to reduce the time necessary to produce high-purity linear peptides, and its application to the synthesis of cyclic peptides may provide similar advantages.
High-throughput process optimization and difficult peptide synthesis on the Symphony® X
The Symphony X™ multiple peptide synthesizer offers the most flexibility and independent protocols of any instrument on the market, making it an ideal platform for high-throughput process development.
Rapid synthesis of difficult peptide sequences using parallel heating and UV monitoring on the Prelude® X
Peptides have been recognized as highly selective and generally well tolerated drug candidates, increasing the demand for rapid access to different peptide sequences in order to accelerate the evaluation of potential therapeutics.
Simultaneous optimization of the synthesis of difficult peptides in the Prelude® X automated synthesizer using a novel reagent combination
The coupling reagent COMU has been demonstrated to be highly efficient in the synthesis of a variety of peptides.
Hydrophobic Clusters Raise the Threshold Hydrophilicity for Insertion of Transmembrane Sequences in Vivo.
Stone T.A. et al. Biochemistry, 2016, 55 (40), pp 5772–5779.2016
Effects of Charged Cholesterol Derivatives on Aβ40 Amyloid Formation.
Elbassal E.A. et al. The Journal of Physical Chemistry. B, 120(1), 59-68.2016
Topical Delivery of Protein and Peptide Using Novel Cell Penetrating Peptide IMT-P8.
Gautam A. et al. Scientific Reports, 6, 26278.2016
Sequence, structure, and cooperativity in folding of elementary protein structural motifs.
Lai J.K. et al. Proceedings of the National Academy of Sciences of the United States of America, 112(32), 9890-9895. 2015
An Unprecedented alteration in mode of action of IsCT resulting its translocation into bacterial cytoplasm and inhibition of macromolecular syntheses.
Tripathi J.K. et al. Scientific Reports, 5, 9127. 2015
Identification and Functional Analysis of a Novel Tryptophyllin Peptide from the Skin of the Red-eye Leaf Frog, Agalychnis callidryas.
Wang R. et al. International Journal of Biological Sciences, 11(2), 209-219. 2015
Thermodynamic Switch in Binding of Adhesion/Growth Regulatory Human Galectin-3 to Tumor-Associated TF Antigen (CD176) and MUC1 Glycopeptides.
Rodriguez M.C. et al. Biochemistry, 54(29), 4462-4474. 2015
Phage display-guided nanocarrier targeting to atheroprone vasculature.
Hofmeister L.H. et al. ACS Nano, 9(4), 4435-4446. 2015
Hydrophobic Blocks Facilitate Lipid Compatibility and Translocon Recognition of Transmembrane Protein Sequences.
Stone T. A. et al. Biochemistry, 54(7), 1465-1473. 2015
Monocyte-Targeting Supramolecular Micellar Assemblies: A Molecular Diagnostic Tool for Atherosclerosis.
Chung E.J. et al. Advanced Healthcare Materials, 4(3), 367-376. 2015
p-Cyanophenylalanine and Selenomethionine Constitute a Useful Fluorophore-Quencher Pair for Short Distance Measurements: Application to Polyproline Peptides.
Mintzer M.R. et al. Physical Chemistry Chemical Physics: PCCP, 17(12), 7881-7887.2015
Calorimetric Investigation of Copper Binding in the N-Terminal Region of the Prion Protein at Low Copper Loading: Evidence for an Entropically Favorable First Binding Event.
Gogineni D.P. et al. Inorganic Chemistry, 54(2), 441-447.2015
Efflux by Small Multidrug Resistance Proteins Is Inhibited by Membrane-interactive Helix-stapled Peptides.
Bellmann-Sickert K. et al. The Journal of Biological Chemistry, 290(3), 1752-1759.2015
Optimization of peptide substrates for botulinum neurotoxin E improves detection sensitivity in the Endopep-MS assay.
Wang D. et al. Analytical Biochemistry, 468, 15-21.2015
Synthetic Covalently Linked Dimeric Form of H2 Relaxin Retains Native RXFP1 Activity and Has Improved In Vitro Serum Stability.
Nair V. B. et al. BioMed Research International, 2015, 731852.2015
Cell-Penetrating Ability of Peptide Hormones: Key Role of Glycosaminoglycans Clustering.
Tchoumi Neree A. et al. International Journal of Molecular Sciences, 16(11), 27391-27400.2015
Targeting Bacteria via Iminoboronate Chemistry of Amine-Presenting Lipids.
Bandyopadhyay A. et al. Nature Communications, 6, 6561.2015
Global Shape and Ligand Binding Efficiency of the HIV-1-neutralizing Antibodies Differ from Those of Antibodies That Cannot Neutralize HIV-1.
Solanki A. K. et al. The Journal of Biological Chemistry, 289(50), 34780-34800. 2014
In Situ Synthesis of Peptide Nucleic Acids in Porous Silicon for Drug Delivery and Biosensing.
Beavers K. R. et al. Bioconjugate Chemistry, 25(7), 1192-1197.2014
The Role of Collagen Charge Clusters in the Modulation of Matrix Metalloproteinase Activity.
Lauer J. L. et al. The Journal of Biological Chemistry, 289(4), 1981-1992.2014
Fluorescence Detection of KRAS2 mRNA Hybridization in Lung Cancer Cells with PNA-Peptides Containing an Internal Thiazole Orange.
Sonar M.V. et al. Bioconjugate Chemistry, 25(9), 1697-1708.2014
Ester Carbonyl Vibration as a Sensitive Probe of Protein Local Electric Field.
Pazos I.M. et al. Angewandte Chemie (International Ed. in English), 53(24), 6080-6084.2014
Development of a fluorescence resonance energy transfer assay for monitoring bacterial collagenase triple-helical peptidase activity.
Tokmina-Roszyk, M. et al. Analytical Biochemistry, 453, 61-69.2014
Intersubunit communication in the dihydroorotase?aspartate transcarbamoylase complex of Aquifex aeolicus.
Evans H.G. et al. Protein Science: A Publication of the Protein Society, 23(1), 100-109.2014
Fibrin-binding, peptide amphiphile micelles for targeting glioblastoma.
Chung E.J. et al. Biomaterials, 35(4), 1249-1256.2014
Synthesis and folding of a mirror-image enzyme reveals ambidextrous chaperone activity.
Weinstock M.T. et al. Proceedings of the National Academy of Sciences 111.32 (2014): 11679-11684.2014
Regulation of s-adenosylhomocysteine hydrolase by lysine acetylation.
Wang Y et al. Journal of Biological Chemistry 289.45 (2014): 31361-31372.2014
Radiolabeled novel peptide for imaging somatostatin-receptor expressing tumor: synthesis and radiobiological evaluation.
De K et al. Journal of Radioanalytical and Nuclear Chemistry 301.3 (2014): 847-861.2014
Understanding Lipid Recognition by Protein-Mimicking Cyclic Peptides.
Hosseini A. S. et al. Tetrahedron, 70(42), 7632-7638.2014
The N-terminal Domain Allosterically Regulates Cleavage and Activation of the Epithelial Sodium Channel.
Kota P. et al. The Journal of Biological Chemistry, 289(33), 23029-23042.2014
Melittin-grafted HPMA-oligolysine based copolymers for gene delivery
Schellinger J.G. et al. Biomaterials 34.9 (2013): 2318-2326.2013
Synthesis and evaluation of cholecystokinin trimers: A multivalent approach to pancreatic cancer detection and treatment
Brabez N. et al. Bioorganic & Medicinal Chemistry Letters, 23(8), 2422–2425.2013
Enzyme-Free Translation of DNA into Sequence-Defined Synthetic Polymers Structurally Unrelated to Nucleic Acids
Niu J. et al. Nature Chemistry 5, 282–292.2013
Immunosuppression by Co-stimulatory Molecules: Inhibition of CD2-CD48/CD58 Interaction by Peptides from CD2 to Suppress Progression of Collagen-induced Arthritis in Mice.
Gohkale A. et al. Chemical Biology & Drug Design, 82(1), 106–118.2013
Pancreatic Cancer-Associated Cathepsin E as a Drug Activator.
Abd-Elgaliel W.R. et al. J Control Release. 2013 May 10;167(3):221-7.2013
Development of a protease-resistant reporter to quantify BCR–ABL activity in intact cells.
Proctor A. et al. Analyst, 2016, Oct 17;141(21):6008-6017.2016
Kinetic and structural basis for acyl-group selectivity and NAD+-dependence in Sirtuin-catalyzed deacylation
Feldman J.L. et al. Biochemistry, 54(19), 3037–3050.2015
Stability of an amphipathic helix-hairpin surfactant peptide in liposomes
Waring A.J. et al. Biochimica et Biophysica Acta (BBA) - Biomembranes Volume 1858, Issue 12, December 2016, Pages 3113–3119.2016
Mechanism of Four de novo designed antimicrobial peptides
Murray B. et al. Biol. Chem. 2016 291: 25706-25715.2016
Binding of Substrates to the Central Pore of the Vps4 ATPase Is Autoinhibited by the Microtubule Interacting and Trafficking (MIT) Domain and Activated by MIT Interacting Motifs (MIMs).
Han H. et al. The Journal of Biological Chemistry, 290(21), 13490–13499.2015
K Domain CR9 of Low Density Lipoprotein (LDL) Receptor-related Protein 1 (LRP1) Is Critical for Aggregated LDL-induced Foam Cell Formation from Human Vascular Smooth Muscle Cells
Costales P. et al. The Journal of Biological Chemistry, 290(24), 14852–14865.2015
KINATEST-ID: a pipeline to develop phosphorylation-dependent terbium sensitizing kinase assays.
Lipchik A.M. et al. Journal of the American Chemical Society, 137(7), 2484–2494.2015
Intrinsic site-selectivity of ubiquitin dimer formation.
Andersen K.A. et al. Protein Sci. 2015 Feb; 24(2): 182–189.2015
Cellular Uptake and Localization of Polymyxins in Renal Tubular Cells Using Rationally Designed Fluorescent Probes
Yun B. et al. Antimicrob Agents Chemother. 2015 Dec; 59(12): 7489–7496.2015
Structural Modifications of Mitochondria-Targeted Chlorambucil Alter Cell Death Mechanism but Preserve MDR Evasion.
Jean S.R. et al. Mol Pharm. 2014 Aug 4;11(8):2675-82.2014
Progression of Relapsing-Remitting Demyelinating Disease Does Not Require Increased TCR Affinity or Epitope Spread
Kersh A.E. et al. The Journal of Immunology November 1, 2014 vol. 193 no. 9 4429-4438.2014
A PWWP Domain-Containing Protein Targets the NuA3 Acetyltransferase Complex via Histone H3 Lysine 36 trimethylation to Coordinate Transcriptional Elongation at Coding Regions.