Literature DB >> 30034579

Chemical Strategies for Half-Life Extension of Biopharmaceuticals: Lipidation and Its Alternatives.

Esben M Bech1,2, Søren L Pedersen2, Knud J Jensen1.   

Abstract

Strategies for half-life extension are often required in the design of new biopharmaceuticals. This Viewpoint focuses on chemical moieties that convey protraction by albumin binding or by self-assembly to form larger structures, with GLP-1 and insulin as examples.

Entities:  

Year:  2018        PMID： 30034579      PMCID： PMC6047018          DOI： 10.1021/acsmedchemlett.8b00226

Source DB:  PubMed          Journal:  ACS Med Chem Lett        ISSN： 1948-5875            Impact factor:   4.345


  10 in total

1.  Peptide Half-Life Extension: Divalent, Small-Molecule Albumin Interactions Direct the Systemic Properties of Glucagon-Like Peptide 1 (GLP-1) Analogues.

Authors:  Esben M Bech; Manuel C Martos-Maldonado; Pernille Wismann; Kasper K Sørensen; Søren Blok van Witteloostuijn; Mikkel B Thygesen; Niels Vrang; Jacob Jelsing; Søren L Pedersen; Knud J Jensen
Journal:  J Med Chem       Date:  2017-08-16       Impact factor: 7.446

2.  Peptide modifications differentially alter G protein-coupled receptor internalization and signaling bias.

Authors:  Veronika Mäde; Stefanie Babilon; Navjeet Jolly; Lizzy Wanka; Kathrin Bellmann-Sickert; Luis E Diaz Gimenez; Karin Mörl; Helen M Cox; Vsevolod V Gurevich; Annette G Beck-Sickinger
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-25       Impact factor: 15.336

Review 3.  Half-Life Extension of Biopharmaceuticals using Chemical Methods: Alternatives to PEGylation.

Authors:  Søren B van Witteloostuijn; Søren L Pedersen; Knud J Jensen
Journal:  ChemMedChem       Date:  2016-10-24       Impact factor: 3.466

4.  FRET-based imaging of transbilayer movement of pepducin in living cells by novel intracellular bioreductively activatable fluorescent probes.

Authors:  Mieko Tsuji; Satoshi Ueda; Tasuku Hirayama; Kensuke Okuda; Yoshiaki Sakaguchi; Aoi Isono; Hideko Nagasawa
Journal:  Org Biomol Chem       Date:  2013-05-14       Impact factor: 3.876

5.  DPP-IV-resistant, long-acting oxyntomodulin derivatives.

Authors:  Alessia Santoprete; Elena Capitò; Paul E Carrington; Alessandro Pocai; Marco Finotto; Annunziata Langella; Paolo Ingallinella; Karolina Zytko; Simone Bufali; Simona Cianetti; Maria Veneziano; Fabio Bonelli; Lan Zhu; Edith Monteagudo; Donald J Marsh; Ranabir Sinharoy; Elisabetta Bianchi; Antonello Pessi
Journal:  J Pept Sci       Date:  2011-02-03       Impact factor: 1.905

6.  Design of the novel protraction mechanism of insulin degludec, an ultra-long-acting basal insulin.

Authors:  Ib Jonassen; Svend Havelund; Thomas Hoeg-Jensen; Dorte Bjerre Steensgaard; Per-Olof Wahlund; Ulla Ribel
Journal:  Pharm Res       Date:  2012-04-07       Impact factor: 4.200

7.  Discovery of the Once-Weekly Glucagon-Like Peptide-1 (GLP-1) Analogue Semaglutide.

Authors:  Jesper Lau; Paw Bloch; Lauge Schäffer; Ingrid Pettersson; Jane Spetzler; Jacob Kofoed; Kjeld Madsen; Lotte Bjerre Knudsen; James McGuire; Dorte Bjerre Steensgaard; Holger Martin Strauss; Dorte X Gram; Sanne Møller Knudsen; Flemming Seier Nielsen; Peter Thygesen; Steffen Reedtz-Runge; Thomas Kruse
Journal:  J Med Chem       Date:  2015-09-11       Impact factor: 7.446

8.  The arcuate nucleus mediates GLP-1 receptor agonist liraglutide-dependent weight loss.

Authors:  Anna Secher; Jacob Jelsing; Arian F Baquero; Jacob Hecksher-Sørensen; Michael A Cowley; Louise S Dalbøge; Gitte Hansen; Kevin L Grove; Charles Pyke; Kirsten Raun; Lauge Schäffer; Mads Tang-Christensen; Saurabh Verma; Brent M Witgen; Niels Vrang; Lotte Bjerre Knudsen
Journal:  J Clin Invest       Date:  2014-09-09       Impact factor: 14.808

Review 9.  Albumin as a versatile platform for drug half-life extension.

Authors:  Darrell Sleep; Jason Cameron; Leslie R Evans
Journal:  Biochim Biophys Acta       Date:  2013-04-29

Review 10.  Review of head-to-head comparisons of glucagon-like peptide-1 receptor agonists.

Authors:  Sten Madsbad
Journal:  Diabetes Obes Metab       Date:  2015-12-29       Impact factor: 6.577
  10 in total
  25 in total

Review 1.  Non-covalent albumin-binding ligands for extending the circulating half-life of small biotherapeutics.

Authors:  Alessandro Zorzi; Sara Linciano; Alessandro Angelini
Journal:  Medchemcomm       Date:  2019-06-06       Impact factor: 3.597

2.  Synthesis and biological evaluation of S-lipidated lipopeptides of a connexin 43 channel inhibitory peptide.

Authors:  Sung-Hyun Yang; Connor A Clemett; Margaret A Brimble; Simon J O'Carroll; Paul W R Harris
Journal:  RSC Med Chem       Date:  2020-07-10

Review 3.  Lipophilic Conjugates of Drugs: A Tool to Improve Drug Pharmacokinetic and Therapeutic Profiles.

Authors:  Sifei Han; Lianghe Mei; Tim Quach; Chris Porter; Natalie Trevaskis
Journal:  Pharm Res       Date:  2021-08-31       Impact factor: 4.200

4.  Discovery of Insulin/GLP-1/Glucagon Triagonists for the Treatment of Diabetes and Obesity.

Authors:  Chunhui Huang; Anandan Palani; Zhiqiang Yang; Qiaolin Deng; Vijay Reddy; Ravi P Nargund; Songnian Lin; Simona Altezza; Elisabetta Bianchi; Federica Orvieto; Paul Carrington
Journal:  ACS Med Chem Lett       Date:  2022-07-21       Impact factor: 4.632

Review 5.  Perspective: Implications of Ligand-Receptor Binding Kinetics for Therapeutic Targeting of G Protein-Coupled Receptors.

Authors:  Wijnand J C van der Velden; Laura H Heitman; Mette M Rosenkilde
Journal:  ACS Pharmacol Transl Sci       Date:  2020-03-18

6.  Synthesis of Lipopeptides by CLipPA Chemistry.

Authors:  Victor Yim; Yann O Hermant; Paul W R Harris; Margaret A Brimble
Journal:  Methods Mol Biol       Date:  2021

7.  Discovery of Novel PTP1B Inhibitors Derived from the BH3 Domain of Proapoptotic Bcl-2 Proteins with Antidiabetic Potency.

Authors:  Chuanliang Zhang; Lijuan Wu; Xiaochun Liu; Jiangming Gao; Shan Liu; Juan Wu; Dingmin Huang; Zhenwei Wang; Xianbin Su
Journal:  ACS Med Chem Lett       Date:  2021-05-19       Impact factor: 4.632

8.  Novel mono-lipidated dimeric glucagon-like peptide-1 receptor agonist with improved long-acting and hypoglycemic activity.

Authors:  Lidan Sun; Jing Han; Xinyu Chen; Yue Han; Lingling Wu; Xia E
Journal:  RSC Adv       Date:  2019-03-26       Impact factor: 3.361

9.  Resolving Binding Events on the Multifunctional Human Serum Albumin.

Authors:  Lea Wenskowsky; Michael Wagner; Johannes Reusch; Herman Schreuder; Hans Matter; Till Opatz; Stefan Matthias Petry
Journal:  ChemMedChem       Date:  2020-03-19       Impact factor: 3.466

10.  Human Serum Albumin Binds Native Insulin and Aggregable Insulin Fragments and Inhibits Their Aggregation.

Authors:  Joanna Wasko; Marian Wolszczak; Zbigniew J Kaminski; Malgorzata Steblecka; Beata Kolesinska
Journal:  Biomolecules       Date:  2020-09-25
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