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Conformations of cyclic peptides. Folding of cyclic dipeptides containing an aromatic side chain

https://doi.org/10.1021/ja01000a035
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The optical properties of tyrosine‐containing cyclic dipeptides
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Theoretical conformational analysis on Cyclo(prolyl‐phenylalanyl) peptides
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Synthesis and carbon‐13 nuclear magnetic resonance spectra of Cyclo( D ‐leucyl‐ L ‐leucine) and Cyclo( L ‐leucyl‐ L ‐leucine)
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Enantiomer selection in the addition reaction of optically active 3‐methyl‐5‐substituted hydantoins to N‐[(S)‐α‐methylbenzyl]glycine N‐Carboxyanhydride: Model Reaction for the Stereoselective Polymerization of α‐amino acid N‐carboxyanhydride
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Molecular orbital calculations on the folding of cyclic dipeptides with aromatic and aliphatic side chains
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Solution Conformation by1H NMR of the diastereomeric cyclopeptides cyclo‐4‐thiapipecolic acid‐phenylalanine
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Rotational Side‐Chain Isomerism And Aggregation Of The Diastereomeric Cyclic Dipeptides Phenylalanine, 4‐Thiapipecolic Acid
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The Solid State Conformation of Trans N‐Pivaloyl‐D‐Phenylalanyl‐L‐Proline‐N‐Ethylamide C21H31H31N3O3
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Darstellung und Eigenschaften von 3,6‐Dihydro‐2 H ‐1,4‐oxazin‐2‐onen und 2 H ‐1,4‐Oxazin‐2‐onen
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Metal Ion Binding by Dipeptides: Structure of the Product Generated in “Aspartame” Hydrolysis, Sodium cyclo( L ‐α‐Aspartyl‐ L ‐phenylalanine) Tetrahydrate, Na[c(L‐Asp‐ L ‐Phe)] 4H2O
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Vibrational circular dichroism of a 2,5‐diketopiperazine (DKP) peptide: Evidence for dimer formation in cyclo LL or LD diphenylalanine in the solid state
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Die Wechselwirkung zwischen Walsh‐ und π‐Orbitalen im 7‐Cyclopropyliden‐norbornadien
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The Structure of Pyroergotamine
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Conformational analysis of the tyrosine dipeptide analogue in the gas phase and in aqueous solution by a density functional/continuum solvent model
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A 13C NMR study of cyclic dipeptides cyclo(‐ L ‐Ala‐ L ‐Ala‐) and cyclo(‐ L ‐Ala‐ D ‐Ala‐) in the solid state by cross polarization‐magic angle spinning method
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Conformations of highly hindered aryl ethers—XVII. Hindered rotation and carbon–halogen bond magnetic anisotropy in benzyl phenyl ethers
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1H NMR study of cyclo‐ L ‐Thr‐ L ‐Thr and cyclo‐ L ‐Thr‐ L ‐His conformations
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Conformational investigations on cyclic dipeptides containing a proline residue by means of 13C n.m.r. spectroscopy
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15N NMR spectroscopy. 19—spectroscopic characterization of cyclodipeptides (2,5‐dioxopiperazines)
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1H NMR long‐range coupling in the assignment of stereochemistry to 4‐imidazolidinones
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Complete analysis of the 1H and 13C NMR spectra of diastereomeric mixtures of (R,S‐ and S,S‐)‐3,6‐dimethoxy‐2,5‐dihydropyrazine‐substituted indoles and their conformational preference in solution
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Intramolecular reactions on polymer chains
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The Multinuclear NMR Approach to Peptides
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Naturally Occurring 2,5-Dioxopiperazines and Related Compounds
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Chirality Effects in Jet-Cooled Cyclic Dipeptides
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Intramolecular interactions II
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Investigation of dynamic equilibria using NMR spectroscopy II. An example of a weak intramolecular interaction
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Crystal and molecular structure of 1,6-dimethyl-3,6-dimethoxy-3-[(N-methylindol-3-yl)methyl] piperazine-2,5-dione, C18H23N3O4
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Diketopiperazines containing L-proline from Streptomyces lavendulae and their stereochemistry in solution
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Syntheses, conformation, and reactions of cyclic peptides
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Structural analysis and the effect of cyclo(His–Pro) dipeptide on neurotoxins—a dynamics and density functional theory study
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A new naphtho-γ-pyrone from mangrove endophytic fungus ZSU-H26
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Proton magnetic resonance studies of oligopeptides containing aromatic residues
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Solution conformation of virginiamycin S. II. The conformation of allohydroxy- and deoxyvirginiamycin S
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Polymyxin B. NMR evidence for a peptide antiobiotic with folded structure in water
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Calculated tyrosyl circular dichroism of proteins
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Heterocyclic steroids-part-IV: Studies on the total synthesis of 3-methoxy-7β-phenyl-6-oxaestra-1,3,5(10)-trien- 17β-ol
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Spin—spin coupling and the conformational states of peptide systems
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Conformational properties of tripeptides having cyclic dipeptide backbone and their catalytic properties for enantiomer-selective hydrolysis
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Pulse fluorometry of cyclo-(glycyl-l-tryptophyl)
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Synthesis and structural study of piperazine-2,5-diones derived from (R)-cysteine
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POLYPEPTIDES
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X-Ray Analysis: Conformation of Peptides in the Crystalline State
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A Perspective on the Application of Physical Methods to Peptide Conformational–Biological Activity Studies
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Circular Dichroism of Peptides
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Applications of Conformational Potential Energy Calculations
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The Cyclic Peptides: Structure, Conformation, and Function
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The Properties, Formation, and Biological Activity of 2,5-Diketopiperazines
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Dipeptide cis-cyclo(Leucyl-Tyrosyl) produced by sponge associated Penicillium sp. F37 inhibits biofilm formation of the pathogenic Staphylococcus epidermidis
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De novo design and synthesis of a μ-conotoxin KIIIA peptidomimetic
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Chirality effects in the structures of jet-cooled bichromophoric dipeptides
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N4-methylation changes the conformation of (3S,6S)-3-alkyl-6-benzylpiperazine-2,5-diones from folded to extended
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Insight into structural description of novel 1,4-Diacetyl-3,6-bis(phenylmethyl)-2,5-piperazinedione: synthesis, NMR, IR, Raman, X-ray, Hirshfeld surface, DFT and docking on breast cancer resistance protein
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The synthesis and anticancer activity of selected diketopiperazines
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Efficient synthesis of 2,5-diketopiperazines using microwave assisted heating
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Synthesis and spectroscopic investigation of substituted piperazine-2,5-dione derivatives
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Synthesis of mono Nα-trifluoroethylated cyclic dipeptides
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Unified enantioselective total synthesis of 3,6-dioxygenated diketopiperazine natural products, diatretol and lepistamides A, B and C
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Side-Chain Conformational Thermodynamics of Aspartic Acid Residue in the Peptides and Achatin-I in Aqueous Solution
inferred← citeshttps://doi.org/10.1016/s0021-9258(18)62900-xopenalex-snapshot
Low Temperature Circular Dichroism of Tyrosyl and Tryptophanyl Diketopiperazines
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The Properties of Bovine Growth Hormone
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A Conformational Study of Porcine Thyrocalcitonin
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The Circular Dichroism of Tyrosyl and Tryptophanyl Diketopiperazines
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The Fluorescence of Tyrosyl and Tryptophanyl Diketopiperazines
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Gas-liquid chromatography of 2,5-diketopiperazines as their trifluoroacetyl derivatives
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Reversed-phase high-performance liquid chromatographic separation of aspartame diastereomeric decomposition products
inferred← citeshttps://doi.org/10.1016/s0022-1139(00)80203-1openalex-snapshot
2,5-Dioxopipérazines β-monofluorées. II. Bases d'une étude comparative des conformations en solution avec des 2,5-dioxopipérazines non-fluorées par RMN du proton et du fluor
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2,5-Dioxopipérazines β-monofluorées. III. Influence du fluor sur la conformation en solution
inferred← citeshttps://doi.org/10.1016/s0022-1139(00)82242-3openalex-snapshot
2.5 - Dioxopiperazines β - monofluorees - I. Preparation
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Stereochemical investigations on the diketopiperazine derivatives of enalapril and lisinopril by NMR spectroscopy
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A conformational comparison of cyclo-[(S)-His-(S)-Leu] and cyclo-[(S)-His-(S)-Phe], catalysts for the asymmetric addition of HCN to aldehydes
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A Conformational Study on Cyclo[(S)-Phenylalanyl-(S)-Histidyl] by Molecular Modelling and NMR Techniques
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Synthesis of cyclic ketomethylene dipeptide derivatives
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CH/π interaction: Implications in organic chemistry
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Optical activity of lactones and lactams—I
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Optical activity of lactones and lactams—II
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Optical activity of lactones and lactams-III
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Optical activity of lactones and lactams—IV
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The structures of five diketopiperazines from Aspergillus ustus
inferred← citeshttps://doi.org/10.1016/s0040-4039(00)73534-9openalex-snapshot
The solution conformation of 1-(3,5-dimethylphenyl)methyl-3(S)-(1H-indol-3-yl)methyl-6(S)-phenylmethyl-2,5-piperazinedione (1): An NMR and molecular modelling study
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Origin of the ring-ring interaction in cyclic dipeptides incorporating an aromatic amino acid
inferred← citeshttps://doi.org/10.1016/s0040-4039(01)84356-2openalex-snapshot
Conformations of cyclo-l-his-l-ser, cyclo-l-his-l-asp, and cyclo-l-his-l-his
inferred← citeshttps://doi.org/10.1016/s0040-4039(01)88282-4openalex-snapshot
Acid hydrolysis of diastereomeric diketopiperazines
inferred← citeshttps://doi.org/10.1016/s0040-4039(01)93072-2openalex-snapshot
Asymmetric hydrogenation of model dehydrovalyl peptides
inferred← citeshttps://doi.org/10.1016/s0040-4039(01)93096-5openalex-snapshot
Glycyl methylene chemical shift non-equivalence. A useful conformational probe.
inferred← citeshttps://doi.org/10.1016/s0040-4039(01)95075-0openalex-snapshot
Synthesis, conformation and ion-complexing properties of -[L-tyr(OBzl)-gly]3
inferred← citeshttps://doi.org/10.1016/s0065-3233(08)60233-8openalex-snapshot
Molecular Orbital Calculations on the Conformation of Amino Acid Residues of Proteins
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Nuclear Magnetic Resonance Spectroscopy of Amino Acids, Peptides, and Proteins
inferred← citeshttps://doi.org/10.1016/s0066-4103(08)60368-3openalex-snapshot
Nuclear Magnetic Resonance Spectroscopy as an Aid in Conformational Analysis
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NMR and Conformations of Amino Acids, Peptides and Proteins
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Synthesis of (+)-(R)-methyl 2-aminotetraline-2-carboxylate: the hydroxypinanone method versus the bislactim method
inferred← citeshttps://doi.org/10.1016/s0960-894x(97)10006-3openalex-snapshot
4-Biaryl-substituted dihydropyridines with an unusual antiperiplanar conformation
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CH/π interaction in the conformation of peptides. A database study † †This paper is dedicated to the memory of the late Professor Sir Derek H. R. Barton, the founder of the concept of conformation. The authors sincerely regret the immeasurable loss of an outstanding figure in the world of science.
inferred← citeshttps://doi.org/10.1021/ac00062a010openalex-snapshot
Conformational effects in reversed-phase liquid chromatographic separation of diastereomers of cyclic dipeptides
inferred← citeshttps://doi.org/10.1021/ac60268a004openalex-snapshot
Determination of steric purity and configuration of diketopiperazines by gas-liquid chromatography, thin-layer chromatography, and nuclear magnetic resonance spectrometry
inferred← citeshttps://doi.org/10.1021/acs.chemmater.4c03245openalex-snapshot
Modulable Supramolecular Hydrogels via Co-Assembly Using Cyclic Dipeptides: Influence of One Methyl Group
inferred← citeshttps://doi.org/10.1021/acs.jpca.2c03789openalex-snapshot
Do Stereochemical Effects Overcome a Charge-Induced Perturbation in Isolated Protonated Cyclo(Tyr-Tyr)?
inferred← citeshttps://doi.org/10.1021/acs.jpcb.9b04529openalex-snapshot
Conformational Study of the Jet-Cooled Diketopiperazine Peptide Cyclo Tyrosyl-Prolyl
inferred← citeshttps://doi.org/10.1021/bi00407a032openalex-snapshot
Synthetic peptide models for the redox-active disulfide loop of glutaredoxin. Conformational studies
inferred← citeshttps://doi.org/10.1021/bi00735a013openalex-snapshot
Study of nitrogen-15-labeled amino acids and peptides by nuclear magnetic resonance spectroscopy
inferred← citeshttps://doi.org/10.1021/bi00838a028openalex-snapshot
Conformations of cyclic peptides. IV. Nuclear magnetic resonance studies of cyclo-pentaglycyl-L-leucyl and cyclo-diglycyl-L-histidyldiglycl-L-tyrosyl
inferred← citeshttps://doi.org/10.1021/cr100072xopenalex-snapshot
Relevance of Weak Hydrogen Bonds in the Conformation of Organic Compounds and Bioconjugates: Evidence from Recent Experimental Data and High-Level ab Initio MO Calculations
inferred← citeshttps://doi.org/10.1021/ja0462530openalex-snapshot
Helically Annelated and Cross-Conjugated Oligothiophenes: Asymmetric Synthesis, Resolution, and Characterization of a Carbon−Sulfur [7]Helicene
inferred← citeshttps://doi.org/10.1021/ja993568kopenalex-snapshot
Influence of Side Chain Restriction and NH···π Interaction on the β-Turn Folding Modes of Dipeptides Incorporating Phenylalanine Cyclohexane Derivatives
inferred← citeshttps://doi.org/10.1021/jf051313mopenalex-snapshot
Structures, Sensory Activity, and Dose/Response Functions of 2,5-Diketopiperazines in Roasted Cocoa Nibs (Theobroma cacao)
inferred← citeshttps://doi.org/10.1021/jo901594eopenalex-snapshot
Conformational Preferences of 1-Amino-2-phenylcyclohexanecarboxylic Acid, a Phenylalanine Cyclohexane Analogue
inferred← citeshttps://doi.org/10.1021/jp108341aopenalex-snapshot
Key Building Block of Photoresponsive Biomimetic Systems
inferred← citeshttps://doi.org/10.1021/jp211454vopenalex-snapshot
Absolute Configuration of a Cyclic Dipeptide Reflected in Vibrational Optical Activity: Ab Initio and Experimental Investigation
inferred← citeshttps://doi.org/10.1021/jp311151hopenalex-snapshot
Determination of Absolute Configuration and Conformation of a Cyclic Dipeptide by NMR and Chiral Spectroscopic Methods
inferred← citeshttps://doi.org/10.1021/np058113popenalex-snapshot
Metabolites from the Marine-Derived Fungus Chromocleista sp. Isolated from a Deep-Water Sediment Sample Collected in the Gulf of Mexico
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Cyclic Peptides from an Endophytic Fungus Obtained from a Mangrove Leaf (Kandelia candel)
inferred← citeshttps://doi.org/10.1023/a:1009567127868openalex-snapshot
The structure and conformation of the tryptophanyl diketopiperazines cyclo(Trp–Trp)·C2H6SO and cyclo(Trp–Pro)
inferred← citeshttps://doi.org/10.1039/b313104aopenalex-snapshot
CH/? hydrogen bonds in crystals
inferred← citeshttps://doi.org/10.1039/b902318fopenalex-snapshot
CH/π hydrogen bonds in organic and organometallic chemistry
inferred← citeshttps://doi.org/10.1039/c2np20010dopenalex-snapshot
The nonribosomal synthesis of diketopiperazines in tRNA-dependent cyclodipeptide synthase pathways
inferred← citeshttps://doi.org/10.1039/c3ob41216dopenalex-snapshot
Helicity discrimination in N,N′-dibenzoyl-1,2,3,4,7,8,9,10-octahydro-1,10-phenanthrolines and their thiono- and selenocarbonyl analogues by inclusion complexation with chiral diols
inferred← citeshttps://doi.org/10.1039/c8fd00079dopenalex-snapshot
Stereochemistry-dependent hydrogen bonds stabilise stacked conformations in jet-cooled cyclic dipeptides: (LD) vs. (LL) cyclo tyrosine–tyrosine
inferred← citeshttps://doi.org/10.1039/d1sm01206aopenalex-snapshot
Tyrosine-based photoluminescent diketopiperazine supramolecular aggregates
inferred← citeshttps://doi.org/10.1039/p29900000127openalex-snapshot
NMR studies on the conformation of aromatic cyclodipeptides with two non-identical L-aromatic amino-acid residues in solution: cyclo-[L-5(MeO)Trp-L-Tyr(Me)]
inferred← citeshttps://doi.org/10.1039/p29920000371openalex-snapshot
Thermodynamic and 1H NMR study of proton complex formation of histidine-containing cyclodipeptides in aqueous solution
inferred← citeshttps://doi.org/10.1063/5.0320687openalex-snapshot
The role of ring puckering and non-covalent interactions in the conformational chirality of 2,5-diketopiperazines with identical residues: A theoretical study
inferred← citeshttps://doi.org/10.1070/rcr5047openalex-snapshot
Modelling biologically important NH⋯π interactions
inferred← citeshttps://doi.org/10.1073/pnas.0812191106openalex-snapshot
Identification and structural basis of the reaction catalyzed by CYP121, an essential cytochrome P450 in Mycobacterium tuberculosis
inferred← citeshttps://doi.org/10.1073/pnas.67.1.239openalex-snapshot
An Approach to Conformational Analysis of Peptides and Proteins in Solution Based on a Combination of Nuclear Magnetic Resonance Spectroscopy and Conformational Energy Calculations
inferred← citeshttps://doi.org/10.1073/pnas.69.5.1261openalex-snapshot
Homonuclear Internuclear Double Resonance Spectroscopy as a Basis for Determination of Amino Acid Conformation
inferred← citeshttps://doi.org/10.1073/pnas.70.1.279openalex-snapshot
The Crystal Structures of 2,5-Piperazinediones Having Epipolysulfide Bridges Between C3 and C6: The Structures of N,N ′-Dimethyl-3,6-Epitetrathio-2,5-Piperazinedione
inferred← citeshttps://doi.org/10.1074/jbc.m112.443853openalex-snapshot
Substrate and Reaction Specificity of Mycobacterium tuberculosis Cytochrome P450 CYP121
inferred← citeshttps://doi.org/10.1080/08927020802595554openalex-snapshot
Switching conformation of cyclo(histidyl-histidyl) dipeptide: dynamics and density functional theory study
inferred← citeshttps://doi.org/10.1080/10610278.2011.628393openalex-snapshot
Spontaneous self-assembly of aromatic cyclic dipeptide into fibre bundles with high thermal stability and propensity for gelation
inferred← citeshttps://doi.org/10.1080/14786419.2013.796466openalex-snapshot
Isolation and antifungal properties of cyclo( d -Tyr- l -Leu) diketopiperazine isolated fromBacillussp. associated with rhabditid entomopathogenic nematode
inferred← citeshttps://doi.org/10.1098/rsos.180272openalex-snapshot
A facile synthesis of cysteine-based diketopiperazine from thiol-protected precursor
inferred← citeshttps://doi.org/10.1111/j.1399-3011.1977.tb03492.xopenalex-snapshot
CONFORMATIONAL STUDIES ON CYCLIC DIPEPTIDES*
inferred← citeshttps://doi.org/10.1111/j.1399-3011.1978.tb02840.xopenalex-snapshot
EMPIRICAL CALCULATIONS ON CYCLIC DIPEPTIDES
inferred← citeshttps://doi.org/10.1111/j.1399-3011.1984.tb00925.xopenalex-snapshot
Nuclear magnetic resonance analyses of side chain conformations of histidine and aromatic amino acid derivatives
inferred← citeshttps://doi.org/10.1111/j.1399-3011.1984.tb02698.xopenalex-snapshot
Crystal structure of cyclo‐L‐histidyl‐L‐methionine and studies of metal complexation with divalent metal ions
inferred← citeshttps://doi.org/10.1111/j.1399-3011.1986.tb03297.xopenalex-snapshot
Aromatic side chain rotational preference
inferred← citeshttps://doi.org/10.1111/j.1399-3011.1987.tb03313.xopenalex-snapshot
Conformation of dioxopiperazines
inferred← citeshttps://doi.org/10.1111/j.1399-3011.1987.tb03314.xopenalex-snapshot
Conformation of dioxopiperazines
inferred← citeshttps://doi.org/10.1111/j.1399-3011.1988.tb00018.xopenalex-snapshot
Potential energy calculations on phenylalanine rotamers in different boat forms of proline‐containing cyclic dipeptides
inferred← citeshttps://doi.org/10.1111/j.1399-3011.1988.tb00038.xopenalex-snapshot
The remarkable sensitivity to acid‐catalyzed peptolysis of peptide chains (endopeptolysis) having a succession of three N‐alkylated amino acid residues
inferred← citeshttps://doi.org/10.1111/j.1399-3011.1988.tb00046.xopenalex-snapshot
N.m.r. studies on the conformation of cyclo(‐ l ‐Trp‐ l ‐His) in solutions
inferred← citeshttps://doi.org/10.1111/j.1399-3011.1991.tb01402.xopenalex-snapshot
NMR studies on the conformation of cyclodipeptides with two identical L‐aromatic amino acid residues in solutions ‐ cyclo[‐ l ‐5(OH)Trp‐ l ‐5(OH)Trp] and cyclo[‐ l ‐Phe‐ l ‐Phe]
inferred← citeshttps://doi.org/10.1111/j.1432-1033.1970.tb00264.xopenalex-snapshot
An Investigation of the Conformation of Bovine α‐Lactalbumin by Proton Magnetic Resonance and Optical Spectroscopy
inferred← citeshttps://doi.org/10.1135/cccc20050041openalex-snapshot
Interesting Solvent Area in Crystal Structures of Two Natural Ergot Alkaloids
inferred← citeshttps://doi.org/10.1201/9780203564554-26openalex-snapshot
Food-Derived Neuroactive Cyclic Dipeptides
inferred← citeshttps://doi.org/10.1201/9780203564554.pt4openalex-snapshot
Food-Derived Neuroactive Cyclic Dipeptides
inferred← citeshttps://doi.org/10.1246/bcsj.54.2113openalex-snapshot
An Occurrence of Attractive Alkyl-Phenyl Interaction. The Conformations of Several 1-Phenyl-2-alkanols
inferred← citeshttps://doi.org/10.1246/bcsj.56.568openalex-snapshot
Facile Synthesis of Cyclic Dipeptides and Detection of Racemization
inferred← citeshttps://doi.org/10.1246/bcsj.58.497openalex-snapshot
Hydrolysis of Active Esters of Aliphatic Carboxylic Acids with Cyclic Dipeptide Catalysts Consisting of l -Histidine and Different Aliphatic α-Amino Acids
inferred← citeshttps://doi.org/10.1246/bcsj.59.2195openalex-snapshot
Synthesis and Conformation of Aromatic Cyclic Dipeptides. Cyclo(phenylalanyl)2, Cyclo(1-naphthylalanyl)2, and Cyclo(2-naphthylalanyl)2
inferred← citeshttps://doi.org/10.1246/cl.131001openalex-snapshot
Synthesis and Conformational Characterization of Diketopiperazines Bearing a Benzyl Moiety
inferred← citeshttps://doi.org/10.1248/yakushi.17-00176openalex-snapshot
Development of Novel Functional Molecules Based on the Molecular Structure Characteristics of Diketopiperazines
inferred← citeshttps://doi.org/10.1371/journal.pone.0187606openalex-snapshot
Linking gene dynamics to vascular hyperplasia – Toward a predictive model of vein graft adaptation
inferred← citeshttps://doi.org/10.1524/zkri.1997.212.8.593openalex-snapshot
Conformation of ergopeptam and ergopeptine alkaloids (ergocristam and ergocristine)
inferred← citeshttps://doi.org/10.3390/md11072293openalex-snapshot
Strategies for the Development of Conotoxins as New Therapeutic Leads
inferred← citeshttps://doi.org/10.3987/com-08-s(d)47openalex-snapshot
Use of Diketopiperazines for Determining Absolute Configurations of α-Substituted Serines by 1H-NMR Spectroscopy
inferred← citeshttps://doi.org/10.3987/rev-15-820openalex-snapshot
Chemistry of 2,5-Diketopiperazine and Its Bis-Lactim Ether: A Brief Review
inferred← citeshttps://doi.org/10.70675/1167d9f4zbac2z45d1z9263z601808913137openalex-snapshot
Mathematical models in computational surgery
inferred← citeshttps://doi.org/10.70675/d6f944a1ze154z4030z910dz7eed038f92d3openalex-snapshot
Environment effects on chiral recognition : a spectroscopic study
inferred← citeshttps://doi.org/10.70675/e27d1ca6za290z4995zbb55za0421800b45dopenalex-snapshot
Effets de stéréochimie sur la structure et la photoréactivité de biomolécules : étude théorique et expérimentale
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