Rational design and synthesis of an orally bioavailable peptide guided by NMR amide temperature coefficients

Proceedings of the National Academy of Sciences of the United States of America

Volumn 111, Issue 49, 2014, Pages 17504-17509

  Wang, Conan K ^a   Northfield, Susan E ^b   Colless, Barbara ^a   Chaousis, Stephanie ^b   Hamernig, Ingrid ^a   Lohman, Rink Jan ^b   Nielsen, Daniel S ^a   Schroeder, Christina I ^a   Liras, Spiros ^b   Price, David A ^b   Fairlie, David P ^a   Craik, David J ^a  

^a UNIVERSITY OF QUEENSLAND   (Australia)

^b PFIZER INC   (United States)

Author keywords

Cyclic peptide; N methylation; Permeability

Indexed keywords

AMIDE; CYCLOPEPTIDE; DEUTERIUM; HYDROGEN; SOMATOSTATIN DERIVATIVE; PEPTIDE; PROTEIN BINDING; SOLVENT;

ANIMAL EXPERIMENT; ARTICLE; DRUG BIOAVAILABILITY; DRUG DESIGN; DRUG SYNTHESIS; HUMAN; HUMAN CELL; HYDROGEN BOND; IN VITRO STUDY; IN VIVO STUDY; MALE; MEMBRANE PERMEABILITY; METHYLATION; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; RAT; SOLVATION; STEREOISOMERISM; TEMPERATURE; ANIMAL; BIOAVAILABILITY; CACO 2 CELL LINE; CHEMISTRY; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORAL DRUG ADMINISTRATION; PERMEABILITY; PHARMACEUTICS; PROCEDURES; PROTEIN ANALYSIS; PROTEIN CONFORMATION; SYNTHESIS; WISTAR RAT;

RATTUS;

ADMINISTRATION, ORAL; AMIDES; ANIMALS; BIOLOGICAL AVAILABILITY; CACO-2 CELLS; CHROMATOGRAPHY, LIQUID; DRUG DESIGN; HUMANS; HYDROGEN BONDING; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; METHYLATION; PEPTIDES; PERMEABILITY; PROTEIN BINDING; PROTEIN CONFORMATION; PROTEIN INTERACTION MAPPING; RATS; RATS, WISTAR; SOLVENTS; TECHNOLOGY, PHARMACEUTICAL; TEMPERATURE;

EID: 84916618640     PISSN: 00278424     EISSN: 10916490     Source Type: Journal    
DOI: 10.1073/pnas.1417611111     Document Type: Article

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