A compendium of cyclic sugar amino acids and their carbocyclic and heterocyclic nitrogen analogues
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Title
A compendium of cyclic sugar amino acids and their carbocyclic and heterocyclic nitrogen analogues
Authors
Keywords
Sugar amino acid, Isostere, Foldamer, Glycomimetics, Peptidomimetics, Carbohydrate
Journal
AMINO ACIDS
Volume 45, Issue 4, Pages 613-689
Publisher
Springer Nature
Online
2013-08-17
DOI
10.1007/s00726-013-1521-1
References
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- Stereospecific Synthesis of Conformationally Constrained γ-Amino Acids: New Foldamer Building Blocks That Support Helical Secondary Structure
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- Chiral Lithium(I) Binaphtholate Salts for the Enantioselective Direct Mannich-Type Reaction with a Change of Syn/Anti and Absolute Stereochemistry
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- Selectively improving nikkomycin Z production by blocking the imidazolone biosynthetic pathway of nikkomycin X and uracil feeding in Streptomyces ansochromogenes
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- Synthesis of pyrrolidine homoazasugars and 3,4-dihydroxy-5-hydroxymethylprolines using aldol additions of metalated bislactim ethers to 2,4-O-ethylidene-d-erythroses
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- α,γ-Cyclic peptide ensembles with a hydroxylated cavity
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- Total Synthesis of FR901483
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- Stereocontrolled synthesis of (5+5), (5+6) and (6+6) 3-spiropseudonucleosides
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- Synthesis of 5-substituted-3,4-dihydroxycyanopyrrolidines. An easy access to polyhydroxyprolines
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- An alternative synthesis of Tamiflu®: a synthetic challenge and the identification of a ruthenium-catalyzed dihydroxylation route
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- An improved synthesis of a fluorescent gabapentin–choline conjugate for single molecule detection
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- Parallel kinetic resolution of tert-butyl (RS)-6-alkyl-cyclohex-1-ene-carboxylates for the asymmetric synthesis of 6-alkyl-substituted cishexacin derivatives
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- Stereocontrolled transformation of nitrohexofuranoses into cyclopentylamines via 2-oxabicyclo[2.2.1]heptanes. III: synthesis of enantiopure methyl (1S,2S,3R,4S,5R)-2-amino-3,4,5-trihydroxycyclopentanecarboxylate
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- Carbon-branched δ-tetrahydrofuran sugar amino acids (SAAs) as dipeptide isostere scaffolds
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- Efficient synthesis of 3,4- and 4,5-dihydroxy-2-amino-cyclohexanecarboxylic acid enantiomers
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- Stereoselective synthesis of 2-azetidinylglycine and aminopyrrolidone derivatives from Garner’s aldehyde
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- Pyranocyclopropanyl sugar amino acids, a new class of constrained (di)peptide isosteres
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- Stereocontrolled transformation of nitrohexofuranoses into cyclopentylamines via 2-oxabicyclo[2.2.1]heptanes. IV: Synthesis of enantiopure methyl (1S,2R,3R,4R,5S)-5-benzyloxycarbonylamino-2,3-isopropylidenedioxy-4-methoxycyclopentanecarboxylate
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- Iodine-mediated ring-closing iodoamination with concomitant N-debenzylation for the asymmetric synthesis of polyhydroxylated pyrrolidines
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- β-Peptidic Peptidomimetics
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- Synthesis of both enantiomers of hydroxypipecolic acid derivatives equivalent to 5-azapyranuronic acids and evaluation of their inhibitory activities against glycosidases
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- Stereoselective synthesis and biological evaluation of 3,4-diaminocyclohexanecarboxylic acid derivatives as factor Xa inhibitors
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- Design and synthesis of morpholine derivatives. SAR for dual serotonin & noradrenaline reuptake inhibition
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- Potent, exceptionally selective, orally bioavailable inhibitors of TNF-α Converting Enzyme (TACE): Novel 2-substituted-1H-benzo[d]imidazol-1-yl)methyl)benzamide P1′ substituents
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- Oxadiazolone bioisosteres of pregabalin and gabapentin
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- Stereochemical Assignment and First Synthesis of the Core of Miharamycin Antibiotics
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- Simple and quantitative mechanochemical preparation of the first zinc and copper complexes of the neuroleptic drug gabapentin
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- Catalytic Hydrogenation of 5,6-Dihydro-4H-1,2-oxazines Bearing a Functionalized Methylene Group at C-3
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- Synthesis of 3‐Methoxyoxetane δ‐Amino Acids with D‐lyxo, D‐ribo, and D‐arabino Configurations
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- “Diversity Oriented Synthesis” of Functionalized Chiral Tetrahydropyridines: Potential GABA Receptor Agonists and Azasugars from Natural Amino Acids via a Sequential Baylis−Hillman Reaction and RCM Protocol
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- A β-Fluoroamine Inhibitor of Purine Nucleoside Phosphorylase
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- Development of Novel G-Protein-Coupled Receptor 54 Agonists with Resistance to Degradation by Matrix Metalloproteinase
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- Crystal Structure of Diaminopimelate Epimerase from Arabidopsis thaliana, an Amino Acid Racemase Critical for l-Lysine Biosynthesis
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- Synthesis, Conformational Analysis and Biological Studies of Cyclic Cationic Antimicrobial Peptides Containing Sugar Amino Acids
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- (2008) Kevin E. Henegar JOURNAL OF ORGANIC CHEMISTRY
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- Stereoselective Formation of a Functionalized Dipeptide Isostere by Zinc Carbenoid-Mediated Chain Extension†
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- Total Synthesis of Azumamide E and Sugar Amino Acid-Containing Analogue
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- Structure-Activity Relationship Study of 8-amino-2,8-dideoxy-β -KDO, a Potent CMP-KDO Synthetase Inhibitor
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- Synthesis of Sugar β-Amino Acid Containing Homooligomeric Cyclic Peptides
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- Synthesis and conformational studies of peptides from new C-linked carbo-β-amino acids (β-Caas) with anomeric methylamino- and difluorophenyl moieties
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- Direct Asymmetric Intramolecular Alkylation of β-Alkoxy-α-amino Esters via Memory of Chirality
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- Iodocyclization of Chiral CF3-Allylmorpholinones: A Versatile Strategy for the Synthesis of Enantiopure α-Tfm-Prolines and α-Tfm-Dihydroxyprolines
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- Stereoselective synthesis of hydroxylated β-aminocyclohexanecarboxylic acids
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- Stereoselective synthesis of azetidine-derived glutamate and aspartate analogues from chiral azetidin-3-ones
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- Development of two synthetic routes to CE-178,253, a CB1 antagonist for the treatment of obesity
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- Nucleoside derived amino acids (NDA) in foldamer chemistry: synthesis and conformational studies of homooligomers of modified AZT
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- Hydroxylated C-branched pyrrolidines, C-branched prolines and C-branched piperidines from a 2-C-methyl sugar lactone; efficient azide displacement of a tertiary triflate with inversion of configuration
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- Regio- and stereoselective synthesis of constrained enantiomeric β-amino acid derivatives
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- Oxetane amino acids: synthesis of tetrameric and hexameric carbopeptoids derived from l-ribo 4-(aminomethyl)-oxetan-2-carboxylic acid
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- The iodolactone approach to enantiopure oxiranes of constrained chiral cyclic β-amino acids
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- Efficient and stereoselective synthesis of (2S,3S,4S)-3,4-dihydroxyglutamic acid via intramolecular epoxidation
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- α,β-Cyclic-β-benzamido hydroxamic acids: Novel templates for the design, synthesis, and evaluation of selective inhibitors of TNF-α converting enzyme (TACE)
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- Chimeric (α-amino acid + nucleoside-β-amino acid)npeptide oligomers show sequence specific DNA/RNA recognition
- (2007) Khirud Gogoi et al. CHEMICAL COMMUNICATIONS
- Peptides derived from nucleoside β-amino acids form an unusual 8-helix
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- Cis-Configured Aziridines Are New Pseudo-Irreversible Dual-Mode Inhibitors ofCandida albicans Secreted Aspartic Protease 2
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- Novel N-(phosphonomethyl) glycine derivatives: Design, characterization and biological activity
- (2007) Emilia D. Naydenova et al. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
- Versatile Synthesis of Free andN-Benzyloxycarbonyl-Protected 2,2-Disubstituted Taurines
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- Asymmetric Diels–Alder Reaction of Aminodienes with a Nonracemic Acrylate Bound to Rink Resin: A Comparison of These Reactions with Their Solution-State Analogues
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- Rapid and Efficient Synthesis of Dysiherbaine and Analogues to Explore Structure−Activity Relationships
- (2007) Makoto Sasaki et al. JOURNAL OF ORGANIC CHEMISTRY
- Synthesis ofepi-Oxetin via a Serine-Derived 2-Methyleneoxetane
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- A general and efficient stereoselective synthesis of γ-azido-tetrahydrofuran carboxylic acids from glycals
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- Rapid access to CF3-containing heterocycles
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