Chemical space screening around Phe3 in opioid peptides: Modulating µ versus δ agonism by Suzuki-Miyaura cross-couplings.

[1]  B. Maes,et al.  The Suzuki–Miyaura Cross-Coupling as a Versatile Tool for Peptide Diversification and Cyclization , 2017 .

[2]  R. Turnaturi,et al.  Multitarget opioid ligands in pain relief: New players in an old game. , 2016, European journal of medicinal chemistry.

[3]  B. Maes,et al.  Suzuki–Miyaura Diversification of Amino Acids and Dipeptides in Aqueous Media , 2015 .

[4]  B. Vergani,et al.  Amino acidic scaffolds bearing unnatural side chains: an old idea generates new and versatile tools for the life sciences. , 2014, Bioorganic & medicinal chemistry letters.

[5]  J. Vine,et al.  A high throughput screen for 17 Dermorphin peptides in equine and human urine and equine plasma. , 2014, Drug testing and analysis.

[6]  Alain Wagner,et al.  Developments in the field of bioorthogonal bond forming reactions-past and present trends. , 2014, Bioconjugate chemistry.

[7]  G. Pasternak Opioids and their receptors: Are we there yet? , 2014, Neuropharmacology.

[8]  J. Chin,et al.  Bioorthogonal reactions for labeling proteins. , 2014, ACS chemical biology.

[9]  G. Lloyd‐Jones,et al.  Selection of boron reagents for Suzuki-Miyaura coupling. , 2014, Chemical Society reviews.

[10]  L. Feliu,et al.  Solid-phase synthesis of 5-arylhistidine-containing peptides with antimicrobial activity through a microwave-assisted Suzuki-Miyaura cross-coupling , 2012 .

[11]  D. Weiss,et al.  Superpotent [Dmt¹] dermorphin tetrapeptides containing the 4-aminotetrahydro-2-benzazepin-3-one scaffold with mixed μ/δ opioid receptor agonistic properties. , 2011, Journal of medicinal chemistry.

[12]  A. Suzuki Cross-coupling reactions of organoboranes: an easy way to construct C-C bonds (Nobel Lecture). , 2011, Angewandte Chemie.

[13]  B. G. Davis,et al.  A convenient catalyst for aqueous and protein Suzuki-Miyaura cross-coupling. , 2009, Journal of the American Chemical Society.

[14]  K. Constantine,et al.  Eleven amino acid glucagon-like peptide-1 receptor agonists with antidiabetic activity. , 2009, Journal of medicinal chemistry.

[15]  G. Valencia,et al.  Arylation of Phe and Tyr side chains of unprotected peptides by a Suzuki-Miyaura reaction in water. , 2008, Organic letters.

[16]  S. Ananthan Opioid ligands with mixed μ/δ opioid receptor interactions: An emerging approach to novel analgesics , 2006, The AAPS Journal.

[17]  V. Hruby,et al.  Development of Novel Enkephalin Analogues that Have Enhanced Opioid Activities at Both μ and δ Opioid Receptors , 2007 .

[18]  J. Svendsen,et al.  Application of the Suzuki-Miyaura cross-coupling to increase antimicrobial potency generates promising novel antibacterials. , 2007, Bioorganic & medicinal chemistry letters.

[19]  G. Molander,et al.  Organotrifluoroborates: protected boronic acids that expand the versatility of the Suzuki coupling reaction. , 2007, Accounts of chemical research.

[20]  D. Seebach,et al.  Synthesis of β3‐Homophenylalanine‐Derived Amino Acids and Peptides by Suzuki Coupling in Solution and on Solid Support , 2006 .

[21]  M. Francis,et al.  Transition metal catalyzed methods for site-selective protein modification. , 2006, Current opinion in chemical biology.

[22]  V. Hruby,et al.  Synthesis and biological activity of the first cyclic biphalin analogues. , 2006, Bioorganic & medicinal chemistry letters.

[23]  M. Meldal,et al.  Solid-phase synthesis of biarylalanines via Suzuki cross-coupling and intramolecular N-acyliminium Pictet–Spengler reactions , 2005 .

[24]  M. Waldhoer,et al.  Opioid receptors. , 2004, Annual review of biochemistry.

[25]  J. Nicholas,et al.  Solid-phase synthesis of dual α4β1/α4β7 integrin antagonists: two scaffolds with overlapping pharmacophores , 2002 .

[26]  S. Salvadori,et al.  Evaluation of the Dmt-Tic pharmacophore: Conversion of a potent δ-opioid receptor antagonist into a potent δ agonist and ligands with mixed properties , 2002 .

[27]  S. Kotha,et al.  A new approach for modification of phenylalanine peptides by Suzuki-Miyaura coupling reaction. , 2001, Bioorganic & medicinal chemistry letters.

[28]  A. Lipkowski,et al.  The opioid peptide analogue biphalin induces less physical dependence than morphine. , 2001, Life sciences.

[29]  Peter W. Schiller,et al.  The Opioid μ Agonist/δ Antagonist DIPP-NH2[Ψ] Produces a Potent Analgesic Effect, No Physical Dependence, and Less Tolerance than Morphine in Rats , 1999 .

[30]  L. Negri,et al.  The dermorphin peptide family. , 1996, General pharmacology.

[31]  Norio Miyaura,et al.  Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds , 1995 .

[32]  H. Mosberg,et al.  Systemic analgesic activity and delta-opioid selectivity in [2,6-dimethyl-Tyr1,D-Pen2,D-Pen5]enkephalin. , 1992, Journal of medicinal chemistry.

[33]  S. Udenfriend,et al.  Opioid peptides : biology, chemistry, and genetics , 1984 .

[34]  V. Erspamer,et al.  Amino acid composition and sequence of dermorphin, a novel opiate-like peptide from the skin of Phyllomedusa sauvagei. , 2009, International journal of peptide and protein research.

[35]  V. Erspamer,et al.  PHARMACOLOGICAL DATA ON DERMORPHINS, A NEW CLASS OF POTENT OPIOID PEPTIDES FROM AMPHIBIAN SKIN , 1981, British journal of pharmacology.