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Nature Chemistry, ISSN 1755-4330, 05/2011, Volume 3, Issue 7, pp. 509 - 524
Journal Article
Organic Letters, ISSN 1523-7060, 07/2018, Volume 20, Issue 14, pp. 4306 - 4309
Native chemical ligation (NCL) employing the N-methylbenzimidazolinone (MeNbz) linker readily provided the linear precursor of a 16-mer peptide that is... 
PSEUDO-PROLINES | STRATEGY | NATIVE CHEMICAL LIGATION | CHEMISTRY, ORGANIC | DESULFURIZATION | PROTEIN-SYNTHESIS | PRECURSORS
Journal Article
Nature protocols, ISSN 1754-2189, 2007, Volume 2, Issue 12, pp. 3247 - 3256
This protocol for solid-phase peptide synthesis (SPPS) is based on the widely used Fmoc/tBu strategy, activation of the carboxyl groups by aminium-derived... 
ESTER | CORTICOTROPIN-RELEASING-FACTOR | DIKETOPIPERAZINE FORMATION | PSEUDO-PROLINES | ACIDS | SUPPORTS | BIOCHEMICAL RESEARCH METHODS | CHEMICAL-SYNTHESIS | PROTEINS | SIDE REACTIONS | BASE | Amino Acid Sequence | Protein Conformation | Peptides - chemical synthesis | Acylation | Resins, Synthetic
Journal Article
CHEMICAL COMMUNICATIONS, ISSN 1359-7345, 10/2019, Volume 55, Issue 83, pp. 12487 - 12490
CF2H-Pseudoprolines obtained from difluoroacetaldehyde hemiacetal and serine are stable proline surrogates. The consequence of the incorporation of the CF2H... 
IMPACT | SOLID-STATE F-19-NMR | PSEUDO-PROLINES | CIS-TRANS ISOMERIZATION | STABILITY | PROLINE ANALOGS | HYDROPHOBICITY | INHIBITORS | TRIFLUOROMETHYLATED PROLINE | CHEMISTRY, MULTIDISCIPLINARY | FLUORINATED AMINO-ACIDS
Journal Article
Tetrahedron, ISSN 0040-4020, 2012, Volume 68, Issue 4, pp. 1029 - 1051
Peptidomimetic-based macrocycles typically have improved pharmacokinetic properties over those observed with peptide analogs. Described are the syntheses of 13... 
Triazole | Peptidomimetic | Oxazole | Sansalvamide A | Pseudoproline | Peptide | Thiazole | Macrocycle | HSP90 | AMIDE | CHEMISTRY, ORGANIC | PEPTIDES | PSEUDO-PROLINES | SHOCK-PROTEIN 90 | GELDANAMYCIN | INHIBITORS | DERIVATIVES | CYCLIC TETRAPEPTIDES | CANCER CELL-LINES | Oxazoles | Peptides | Triazoles | Backbone | Analogs | Derivatives | Conversion | Alkynes
Journal Article
Chemical Communications, ISSN 1359-7345, 2017, Volume 53, Issue 7, pp. 1317 - 1320
The proton double quantum-carbon single quantum correlation experiment has been applied to designed peptides in the solid state in natural isotopic abundance.... 
SPECTROSCOPY | PSEUDO-PROLINES | ISOMERIZATION | SYSTEMS | ANGLE | PROTEINS | PRO | CHEMISTRY, MULTIDISCIPLINARY | THROUGH-BOND | Residues | Solid state | Correlation | Peptides | Abundance | Nuclear magnetic resonance | Polymorphism
Journal Article
Australian Journal of Chemistry, ISSN 0004-9425, 2015, Volume 68, Issue 4, pp. 627 - 634
The total synthesis of cyclic hexapeptide dichotomin A from linear peptide precursors containing penicillamine-derived pseudoproline residues is reported. The... 
PROTECTION | PSEUDO-PROLINES | CHEMICAL LIGATION | DESULFURIZATION | PEPTIDE MACROCYCLIZATION | REMOVABLE TURN INDUCERS | CHEMISTRY, MULTIDISCIPLINARY | CYCLIZATION | TOOLS
Journal Article
Organic & Biomolecular Chemistry, ISSN 1477-0520, 08/2016, Volume 14, Issue 34, pp. 8101 - 8108
In the search for new peptide ligands containing selenium in their sequences, we investigated l-4-selenazolidine-carboxylic acid (selenazolidine, Sez) as a... 
Journal Article
CHEMICAL REVIEWS, ISSN 0009-2665, 09/2019, Volume 119, Issue 17, pp. 10318 - 10359
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 03/2019, Volume 58, Issue 10, pp. 3143 - 3146
Proline derivatives bearing substituents at Cγ are valuable tools for biological and materials investigations. However, the stereochemistry at Cγ can produce... 
proline | collagen | amides | pH responsiveness | isomerization | DESIGN | SUBSTITUENTS | INDUCTION | CHEMISTRY, MULTIDISCIPLINARY | DELIVERY | PSEUDO-PROLINES | CIS-TRANS ISOMERIZATION | 4-FLUOROPROLINE | MIMETIC PEPTIDES | CONFORMATIONAL STABILITY | MODEL PEPTIDES | Magnetic resonance spectroscopy | Peptides | Collagen | Collagens | pH | Proline | Helices | Stereochemistry | NMR spectroscopy | pH effects | Biological materials
Journal Article
Australian Journal of Chemistry, ISSN 0004-9425, 2018, Volume 71, Issue 10, pp. 723 - 730
The development of efficient methods for the synthesis of cyclic peptides is of interest because of the many potential applications of this class of molecule.... 
CIS/TRANS ISOMERIZATION | PEPTIDOMIMETIC CYCLIZATION | SOLID-PHASE SYNTHESIS | PSEUDO-PROLINES | TETRAPEPTIDES | NATIVE CHEMICAL LIGATION | RECENT PROGRESS | UNPROTECTED LINEAR PEPTIDES | REMOVABLE TURN INDUCERS | CHEMISTRY, MULTIDISCIPLINARY | CYCLIC-PEPTIDES
Journal Article
Organic and Biomolecular Chemistry, ISSN 1477-0520, 11/2014, Volume 12, Issue 41, pp. 8142 - 8151
Pramlintide (Symlin (R)), a synthetic analogue of the naturally occurring pancreatic hormone amylin, is currently used with insulin in adjunctive therapy for... 
OLIGOSACCHARIDE-TRANSFER | BETA-N-ACETYLGLUCOSAMINIDASE | THERAPEUTIC PROTEINS | PSEUDO-PROLINES | GLUCOSE-LOWERING ACTIVITY | CHEMISTRY, ORGANIC | ENDOHEXOSAMINIDASE-CATALYZED GLYCOSYLATION | ISLET AMYLOID POLYPEPTIDE | PHASE PEPTIDE-SYNTHESIS | TYPE-2 DIABETES-MELLITUS | OXAZOLINE DONORS
Journal Article
Tetrahedron, ISSN 0040-4020, 10/2014, Volume 70, Issue 42, pp. 7700 - 7706
The cyclization of linear peptides from six to nine amino acids in length and containing between two and four pseudoproline turn inducers derived from serine... 
Cyclic peptide | Macrocyclization | PROTECTION | PSEUDO-PROLINES | SOLID-PHASE | CHEMISTRY, ORGANIC | FMOC SYNTHESIS | REMOVABLE TURN INDUCERS | CYCLIC-PEPTIDES | TOOLS | Peptides | Amino acids | Investigations
Journal Article
Chemical Communications, ISSN 1359-7345, 08/2014, Volume 50, Issue 61, pp. 8316 - 8319
The synthesis of peptides rich in aggregation prone sequences can be improved with backbone protection. We report the automated introduction of backbone... 
2-HYDROXY-4-METHOXYBENZYL | RESIN | AMIDE-BOND | SOLID-PHASE SYNTHESIS | PSEUDO-PROLINES | BOND CONTAINING-POLYPEPTIDES | POLYALANINE PEPTIDES | CHEMICAL-SYNTHESIS | DIFFICULT SEQUENCES | CONFORMATION | CHEMISTRY, MULTIDISCIPLINARY | Backbone | Automation | Agglomeration | Synthesis | Peptides | Handling
Journal Article
Chemical communications (Cambridge, England), ISSN 1359-7345, 08/2014, Volume 50, Issue 61, pp. 8316 - 8319
The synthesis of peptides rich in aggregation prone sequences can be improved with backbone protection. We report the automated introduction of backbone... 
Hemagglutinins - metabolism | Amino Acid Sequence | Automation | Peptides - chemical synthesis | Peptides - chemistry | Hemagglutinins - chemistry | Orthomyxoviridae - metabolism
Journal Article
Tetrahedron Letters, ISSN 0040-4039, 01/2014, Volume 55, Issue 1, pp. 184 - 188
In this study, the potential of -alkoxymethyl groups as protectants for the peptide backbone has been investigated. These groups were found to be compatible... 
Backbone N-alkylation | N-Alkoxymethyl | Peptides | Backbone protecting groups | SPPS | PSEUDO-PROLINES | ACIDS | EFFICIENT SYNTHESIS | CHEMISTRY, ORGANIC | DIFFICULT SEQUENCES | DERIVATIVES
Journal Article
The Journal of Organic Chemistry, ISSN 0022-3263, 11/2015, Volume 80, Issue 21, pp. 10585 - 10604
The cis–trans isomerization and conformer specificity of δ-azaproline and its carbamate-protected form in linear and cyclic peptides were investigated using... 
AMINO-ACID | BETA-TURN MIMICS | PSEUDO-PROLINES | PREFERENCES | ISOMERIZATION | BONDS | CHEMISTRY, ORGANIC | PROLINE ANALOGS | MECHANISMS | PROTEINS | SOLID-STATE | Thermodynamics | Magnetic Resonance Spectroscopy | Peptides - chemistry | Chymotrypsin - chemistry | Protein Conformation | Isomerism | Proline - chemistry
Journal Article