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1948-31-8,MFCD28956143
Catalog No.:AA00I300

1948-31-8 | L-Alanyl-l-alanine

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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00I300
Chemical Name:
L-Alanyl-l-alanine
CAS Number:
1948-31-8
Molecular Formula:
C6H12N2O3
Molecular Weight:
160.1711
MDL Number:
MFCD28956143
SMILES:
CC(C(=O)O)NC(=O)C(N)C
Properties
Properties
 
BP:
402.6°C at 760 mmHg  
Form:
Solid  
MP:
280-285 °C(lit.)  
Refractive Index:
1.4500 (estimate)  
Solubility:
H2O: 0.1 g/mL, clear  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
169  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
3  
XLogP3:
-3.3  

Literature

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Journal: Bioprocess and biosystems engineering 20170801

Title: Atomic multipoles: electrostatic potential fit, local reference axis systems, and conformational dependence.

Journal: Journal of computational chemistry 20120730

Title: Intestinal permeability of cyclic peptides: common key backbone motifs identified.

Journal: Journal of the American Chemical Society 20120725

Title: An algorithm to find minimum free-energy paths using umbrella integration.

Journal: The Journal of chemical physics 20120721

Title: Interplaying factors that effect multiple sclerosis causation and sustenance.

Journal: ISRN neurology 20120101

Title: Force-momentum-based self-guided Langevin dynamics: a rapid sampling method that approaches the canonical ensemble.

Journal: The Journal of chemical physics 20111128

Title: Gay-Berne and electrostatic multipole based coarse-grain potential in implicit solvent.

Journal: The Journal of chemical physics 20111021

Title: Multiple state transition interface sampling of alanine dipeptide in explicit solvent.

Journal: The Journal of chemical physics 20111014

Title: Reactivity of alanylalanine diastereoisomers in neutral and acid aqueous solutions: a versatile stereoselectivity.

Journal: Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life 20111001

Title: A redesigned vancomycin engineered for dual D-Ala-D-ala And D-Ala-D-Lac binding exhibits potent antimicrobial activity against vancomycin-resistant bacteria.

Journal: Journal of the American Chemical Society 20110907

Title: A study of mass transfer kinetics of alanyl-alanine on a chiral crown ether stationary phase.

Journal: Journal of chromatography. A 20110805

Title: Fragmental modeling of hPepT2 and analysis of its binding features by docking studies and pharmacophore mapping.

Journal: Bioorganic & medicinal chemistry 20110801

Title: Perturbation analyses of intermolecular interactions.

Journal: Physical review. E, Statistical, nonlinear, and soft matter physics 20110801

Title: Probing peptide-inorganic surface interaction at the single molecule level using force spectroscopy.

Journal: Chemphyschem : a European journal of chemical physics and physical chemistry 20110509

Title: Toward canonical ensemble distribution from self-guided Langevin dynamics simulation.

Journal: The Journal of chemical physics 20110407

Title: Integrating diffusion maps with umbrella sampling: application to alanine dipeptide.

Journal: The Journal of chemical physics 20110407

Title: Dissociative electron attachment to glycyl-glycine, glycyl-alanine and alanyl-alanine.

Journal: Physical chemistry chemical physics : PCCP 20110314

Title: Bond dissociation of the dipeptide dialanine and its derivative alanine anhydride induced by low energy electrons.

Journal: The Journal of chemical physics 20110207

Title: Infrared spectroscopy of the alanine dipeptide analog in liquid water with DFT-MD. Direct evidence for P(II)/beta conformations.

Journal: Physical chemistry chemical physics : PCCP 20100921

Title: Synthesis of a D-Ala-D-Ala peptide isostere via olefin cross-metathesis and evaluation of vancomycin binding.

Journal: Bioorganic & medicinal chemistry letters 20100801

Title: Steady-state simulations using weighted ensemble path sampling.

Journal: The Journal of chemical physics 20100707

Title: Multicanonical ab inito QM/MM molecular dynamics simulation of a peptide in an aqueous environment.

Journal: Journal of computational chemistry 20100430

Title: Replica-exchange method in van der Waals radius space: overcoming steric restrictions for biomolecules.

Journal: The Journal of chemical physics 20100407

Title: Application of nonlinear dimensionality reduction to characterize the conformational landscape of small peptides.

Journal: Proteins 20100201

Title: Fluoroolefins as peptide mimetics. 2. A computational study of the conformational ramifications of peptide bond replacement.

Journal: The journal of physical chemistry. A 20100121

Title: A liquid chromatography-tandem mass spectrometry assay for Marfey's derivatives of L-Ala, D-Ala, and D-Ala-D-Ala: application to the in vivo confirmation of alanine racemase as the target of cycloserine in Escherichia coli.

Journal: Analytical biochemistry 20100101

Title: Introducing sampling entropy in repository based adaptive umbrella sampling.

Journal: The Journal of chemical physics 20091207

Title: A selective integrated tempering method.

Journal: The Journal of chemical physics 20091207

Title: Molecular mechanics force field-based map for peptide amide-I mode in solution and its application to alanine di- and tripeptides.

Journal: Physical chemistry chemical physics : PCCP 20091028

Title: Exploration of effective potential landscapes using coarse reverse integration.

Journal: The Journal of chemical physics 20091007

Title: Direct calculations of vibrational absorption and circular dichroism spectra of alanine dipeptide analog in water: quantum mechanical/molecular mechanical molecular dynamics simulations.

Journal: The Journal of chemical physics 20091007

Title: On-capillary derivatization using a hybrid artificial neural network-genetic algorithm approach.

Journal: The Analyst 20091001

Title: Numerical examination of the extended phase-space volume-preserving integrator by the Nosé-Hoover molecular dynamics equations.

Journal: Journal of computational chemistry 20090901

Title: Reconstructing the equilibrium Boltzmann distribution from well-tempered metadynamics.

Journal: Journal of computational chemistry 20090801

Title: Absolute free energies estimated by combining precalculated molecular fragment libraries.

Journal: Journal of computational chemistry 20090801

Title: L-alanyl-L-alanine conformational changes induced by pH as monitored by the Raman optical activity spectra.

Journal: The journal of physical chemistry. A 20090709

Title: Adaptive anisotropic kernels for nonparametric estimation of absolute configurational entropies in high-dimensional configuration spaces.

Journal: Physical review. E, Statistical, nonlinear, and soft matter physics 20090701

Title: Use of magnetic beads to study the interaction of ristocetin with peptides and bacteria.

Journal: Bioanalysis 20090701

Title: Exploring the free energy landscape: from dynamics to networks and back.

Journal: PLoS computational biology 20090601

Title: Theoretical study of the effective Chemical Shielding Anisotropy (CSA) in peptide backbone, rating the impact of CSAs on the cross-correlated relaxations in L-alanyl-L-alanine.

Journal: The journal of physical chemistry. B 20090416

Title: Comparison between integrated and parallel tempering methods in enhanced sampling simulations.

Journal: The Journal of chemical physics 20090328

Title: Carbon-deuterium vibrational probes of peptide conformation: alanine dipeptide and glycine dipeptide.

Journal: The Journal of chemical physics 20090328

Title: Vancomycin resistance: modeling backbone variants with D-Ala-D-Ala and D-Ala-D-Lac peptides.

Journal: Bioorganic & medicinal chemistry letters 20090215

Title: DD-ligases as a potential target for antibiotics: past, present and future.

Journal: Current medicinal chemistry 20090101

Title: [Dissolution enthalpies of DL-alpha-alanine and dipeptides of aliphatic series in aqueous solutions of KCl].

Journal: Biofizika 20090101

Title: Synthesis and structural study of cyclic 5-aminovaleric acid-linked beta-Ala-beta-Ala dipeptides.

Journal: Bioorganic & medicinal chemistry letters 20081115

Title: Characterization of structural variations in the peptidoglycan of vancomycin-susceptible Enterococcus faecium: understanding glycopeptide-antibiotic binding sites using mass spectrometry.

Journal: Journal of the American Society for Mass Spectrometry 20081001

Title: A versatile AMBER-Gaussian QM/MM interface through PUPIL.

Journal: Journal of computational chemistry 20080730

Title: Ethanol inhibits functional activity of the human intestinal dipeptide transporter hPepT1 expressed in Xenopus oocytes.

Journal: Alcoholism, clinical and experimental research 20080501

Title: Vancomycin derivative with damaged D-Ala-D-Ala binding cleft binds to cross-linked peptidoglycan in the cell wall of Staphylococcus aureus.

Journal: Biochemistry 20080325

Title: Determination of conformational preferences of dipeptides using vibrational spectroscopy.

Journal: The journal of physical chemistry. B 20080306

Title: Dependence of the L-alanyl-L-alanine conformation on molecular charge determined from ab initio computations and NMR spectra.

Journal: The journal of physical chemistry. B 20080214

Title: Dynamic selection of novel vancomycin N-terminal derivatives by resin-bound reversed D-Ala-D-Ala.

Journal: Journal of combinatorial chemistry 20080101

Title: Usefulness of spectroscopy for biomedical engineering.

Journal: Acta of bioengineering and biomechanics 20080101

Title: Dipeptide structure determination by vibrational circular dichroism combined with quantum chemistry calculations.

Journal: Chemphyschem : a European journal of chemical physics and physical chemistry 20071022

Title: Recognition of 2-aminothiazole-4-acetic acid derivatives by the peptide transporters PEPT1 and PEPT2.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20070901

Title: Single-molecule force spectroscopy and imaging of the vancomycin/D-Ala-D-Ala interaction.

Journal: Nano letters 20070301

Title: Serial replica exchange.

Journal: The journal of physical chemistry. B 20070215

Title: Replica exchange with dynamical scaling.

Journal: The Journal of chemical physics 20070207

Title: From A to B in free energy space.

Journal: The Journal of chemical physics 20070207

Title: Doubly resonant three-wave-mixing spectroscopy of a chiral coupled-chromophore system in solution: coherent two-dimensional optical activity spectroscopy.

Journal: The Journal of chemical physics 20070207

Title: Thermostable ATP regeneration system using polyphosphate kinase from Thermosynechococcus elongatus BP-1 for D-amino acid dipeptide synthesis.

Journal: Journal of bioscience and bioengineering 20070201

Title: Multiple pathways in conformational transitions of the alanine dipeptide: an application of dynamic importance sampling.

Journal: Journal of computational chemistry 20060801

Title: Human PEPT1 pharmacophore distinguishes between dipeptide transport and binding.

Journal: Journal of medicinal chemistry 20060615

Title: Total synthesis and evaluation of [Psi[CH2NH]Tpg4]vancomycin aglycon: reengineering vancomycin for dual D-Ala-D-Ala and D-Ala-D-Lac binding.

Journal: Journal of the American Chemical Society 20060308

Title: A complete set of NMR chemical shifts and spin-spin coupling constants for L-Alanyl-L-alanine zwitterion and analysis of its conformational behavior.

Journal: Journal of the American Chemical Society 20051207

Title: Phosphinate, sulfonate, and sulfonamidate dipeptides as potential inhibitors of Escherichia coli aminopeptidase N.

Journal: Bioorganic & medicinal chemistry letters 20051201

Title: Can proteins and crystals self-catalyze methyl rotations?

Journal: The journal of physical chemistry. B 20051103

Title: Reconciling observations of sequence-specific conformational propensities with the generic polymeric behavior of denatured proteins.

Journal: Biochemistry 20050830

Title: Three-dimensional quantitative structure-activity relationship analyses of beta-lactam antibiotics and tripeptides as substrates of the mammalian H+/peptide cotransporter PEPT1.

Journal: Journal of medicinal chemistry 20050630

Title: Enhanced sensitivity and resolution in (1)H solid-state NMR spectroscopy of paramagnetic complexes under very fast magic angle spinning.

Journal: Journal of the American Chemical Society 20050427

Title: Differential inhibition of Staphylococcus aureus PBP2 by glycopeptide antibiotics.

Journal: Journal of the American Chemical Society 20050316

Title: Affinity capture using vancomycin-bound magnetic nanoparticles for the MALDI-MS analysis of bacteria.

Journal: Analytical chemistry 20050315

Title: Anti-CD3 antibodies OKT3 and hOKT3gamma1(Ala-Ala) induce proliferation of T cells but impair expansion of alloreactive T cells; aspecifc T cell proliferation induced by anti-CD3 antibodies correlates with impaired expansion of alloreactive T cells.

Journal: International immunopharmacology 20050101

Title: Existence of specific 'folds' in polyproline II ensembles of an 'unfolded'alanine peptide detected by molecular dynamics.

Journal: Journal of the American Chemical Society 20041222

Title: Synchronized conformational fluctuations and binding site desolvation during molecular recognition.

Journal: Biochemistry 20041214

Title: Molecular recognition remolds the self-assembly of hydrogelators and increases the elasticity of the hydrogel by 10(6)-fold.

Journal: Journal of the American Chemical Society 20041124

Title: Solvation effects on alanine dipeptide: A MP2/cc-pVTZ//MP2/6-31G** study of (Phi, Psi) energy maps and conformers in the gas phase, ether, and water.

Journal: Journal of computational chemistry 20041115

Title: First principles investigation of vancomycin and teicoplanin binding to bacterial cell wall termini.

Journal: Journal of the American Chemical Society 20040714

Title: The non-polar solvent potential of mean force for the dimerization of alanine dipeptide: the role of solute-solvent van der Waals interactions.

Journal: Biophysical chemistry 20040501

Title: Investigation of noncovalent interactions in deprotonated peptides: structural and energetic competition between aggregation and hydration.

Journal: Journal of the American Chemical Society 20040317

Title: Role of solvent in determining conformational preferences of alanine dipeptide in water.

Journal: Journal of the American Chemical Society 20040303

Title: Water molecule adsorption on protonated dipeptides.

Journal: Journal of the American Chemical Society 20040204

Title: Improved treatment of the protein backbone in empirical force fields.

Journal: Journal of the American Chemical Society 20040128

Title: Supramolecular hydrogels respond to ligand-receptor interaction.

Journal: Journal of the American Chemical Society 20031112

Title: A six amino acid deletion, partially overlapping the VanSB G2 ATP-binding motif, leads to constitutive glycopeptide resistance in VanB-type Enterococcus faecium.

Journal: Molecular microbiology 20031101

Title: Replica-exchange method using the generalized effective potential.

Journal: Physical review letters 20030801

Title: Using bifunctional polymers presenting vancomycin and fluorescein groups to direct anti-fluorescein antibodies to self-assembled monolayers presenting d-alanine-d-alanine groups.

Journal: Journal of the American Chemical Society 20030416

Title: On-column derivatization of the antibiotics teicoplanin and ristocetin coupled to affinity capillary electrophoresis.

Journal: Electrophoresis 20030301

Title: Micro-HPLC and standard-size HPLC for the separation of peptide stereoisomers employing an ion-exchange principle.

Journal: Journal of pharmaceutical and biomedical analysis 20030115

Title: Application of a real-time biosensor to detect bacteria in platelet concentrates.

Journal: Biochemical and biophysical research communications 20030103

Title: A theoretical study of potassium cation binding to glycylglycine (GG) and alanylalanine (AA) dipeptides.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20021104

Title: A simple model for polyproline II structure in unfolded states of alanine-based peptides.

Journal: Protein science : a publication of the Protein Society 20021001

Title: Carbonic anhydrase activators: human isozyme II is strongly activated by oligopeptides incorporating the carboxyterminal sequence of the bicarbonate anion exchanger AE1.

Journal: Bioorganic & medicinal chemistry letters 20020422

Title: Gas-phase reactions of charged phenyl radicals with neutral biomolecules evaporated by laser-induced acoustic desorption.

Journal: Journal of the American Society for Mass Spectrometry 20020201

Title: Conformational preferences and vibrational frequency distributions of short peptides in relation to multidimensional infrared spectroscopy.

Journal: Journal of the American Chemical Society 20011226

Title: Evaluation of the conformational propensities of peptide isosteres as a basis for selecting bioactive pseudopeptides.

Journal: The journal of peptide research : official journal of the American Peptide Society 20011201

Title: A selectively deprotectable triazacyclophane scaffold for the construction of artificial receptors.

Journal: Organic letters 20011101

Title: Chiral recognition of dipeptide methyl esters by an anionic beta-cyclodextrin.

Journal: Chirality 20010801

Title: Perspective.

Journal: Protein science : a publication of the Protein Society 20010801

Title: Direct measurement indicates a slow cis/trans isomerization at the secondary amide peptide bond of glycylglycine.

Journal: Journal of the American Chemical Society 20010704

Title: Scaled quantum mechanical force field for alanyl-alanine peptide in solution.

Journal: Biopolymers 20010501

Title: Human dipeptide transporter, hPEPT1, stably transfected into Chinese hamster ovary cells.

Journal: Pharmaceutical research 19961101

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Tags:1948-31-8 Molecular Formula|1948-31-8 MDL|1948-31-8 SMILES|1948-31-8 L-Alanyl-l-alanine