Crystal structures of non-proteinogenic amino acid peroxosolvates: rare example of H-bonded hydrogen peroxide chains

CrystEngComm ◽  
2018 ◽  
Vol 20 (46) ◽  
pp. 7413-7416 ◽  
Author(s):  
Mger A. Navasardyan ◽  
Dmitry A. Grishanov ◽  
Tatiana A. Tripol'skaya ◽  
Lyudmila G. Kuz'mina ◽  
Petr V. Prikhodchenko ◽  
...  
Keyword(s):  
Amino Acids ◽  
Hydrogen Peroxide ◽  
Amino Acid ◽  
Crystal Structures ◽  
Proteinogenic Amino Acid ◽  
X Ray ◽  
X Ray Crystallography

Novel peroxosolvates of the non-proteinogenic amino acids sarcosine C3H7NO2·H2O2 (1) and phenylserine C9H11NO3·H2O2 (2) were prepared and their structures were determined by X-ray crystallography.

X-ray studies on crystalline complexes involving amino acids and peptides. XL. Conformational variability, recurring and new features of aggregation, and effect of chirality in the malonic acid complexes of DL- and L-arginine

2002 ◽  
Vol 58 (6) ◽  
pp. 1051-1056 ◽  
Author(s):  
N. T. Saraswathi ◽  
M. Vijayan
Keyword(s):  
Amino Acids ◽  
Hydrogen Bonding ◽  
Amino Acid ◽  
Crystal Structures ◽  
Malonic Acid ◽  
Conformational Flexibility ◽  
X Ray ◽  
Conformational Variability ◽  
Aggregation Pattern ◽  
Positively Charged

The crystal structures of the complexes of malonic acid with DL- and L-arginine, which contain positively charged argininium ions and negatively charged semimalonate ions, further demonstrate the conformational flexibility of amino acids. A larger proportion of folded conformations than would be expected on the basis of steric consideration appears to occur in arginine, presumably because of the requirements of hydrogen bonding. The aggregation pattern in the DL-arginine complex bears varying degrees of resemblance to patterns observed in other similar structures. An antiparallel hydrogen-bonded dimeric arrangement of arginine, and to a lesser extent lysine, is a recurring motif. Similarities also exist among the structures in the interactions with this motif and its assembly into larger features of aggregation. However, the aggregation pattern observed in the L-arginine complex differs from any observed so far, which demonstrates that all the general patterns of amino-acid aggregation have not yet been elucidated. The two complexes represent cases where the reversal of the chirality of half the amino-acid molecules leads to a fundamentally different aggregation pattern.

scholarly journals Synthesis and Characterization of Various Amino Acid Derived Thiohydantoins

Proceedings ◽  
2018 ◽  
Vol 9 (1) ◽  
pp. 37
Author(s):  
Petar Stanić ◽  
Marija Živković ◽  
Biljana Šmit
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Allyl Isothiocyanate ◽  
Structural Diversity ◽  
Biologically Active ◽  
Reaction Conditions ◽  
X Ray ◽  
X Ray Crystallography ◽  
Sulfur Containing

Hydantoins and their sulfur containing analogues, thiohydantoins, are cyclic ureides that have attracted huge attention ever since their discovery. Most of them are biologically active compounds and several points of structural diversity have made them very synthetically attractive. Although substituents can be introduced to the hydantoin nucleus, most substituted hydantoins are synthesized from substrates already containing these groups, while forming the hydantoin nucleus. This is a common route to the synthesis of hydantoins and one of them is employed in this study. A series of 3-allyl-2-thiohydantoins is synthesized from various α-amino acids in a reaction with allyl isothiocyanate. The substitution of the acquired thiohydantoin depends on the structure of the starting α-amino acid. The residual group of the α-amino acid becomes the substituent at the C5-position, while N-monosubstituted amino acids give rise to a substituent in the N1-position. The reaction is carried out in a two-step process and the reaction conditions generally depend on the nature of the amino acid itself. All thiohydantoins are obtained in a good yield and fully characterized by NMR and IR spectroscopy, as well as X-ray crystallography.

Crystal structures of N6-modified-amino acid related nucleobase analogs (II): hybrid adenine-β-alanine and adenine-GABA molecules

2019 ◽  
Vol 43 (24) ◽  
pp. 9680-9688 ◽  
Author(s):  
Angel García-Raso ◽  
Angel Terrón ◽  
Adela López-Zafra ◽  
Andrés García-Viada ◽  
Agostina Barta ◽  
...  
Keyword(s):  
Amino Acid ◽  
Dft Calculations ◽  
Crystal Structures ◽  
X Ray ◽  
Π Interactions ◽  
X Ray Crystallography

H-Bonding networks and anion–π interactions in the crystal structures of N6-modified-amino acid adenine analogs are investigated using X-ray crystallography and DFT calculations.

Crystal structures of N6-modified-amino acid nucleobase analogs(iii): adenine–valeric acid, adenine–hexanoic acid and adenine–gabapentine

2020 ◽  
Vol 44 (28) ◽  
pp. 12236-12246 ◽  
Author(s):  
Angel García-Raso ◽  
Angel Terrón ◽  
Bartomeu Balle ◽  
Adela López-Zafra ◽  
Antonio Frontera ◽  
...  
Keyword(s):  
Amino Acid ◽  
Dft Calculations ◽  
Crystal Structures ◽  
Hexanoic Acid ◽  
Valeric Acid ◽  
X Ray ◽  
Π Interactions ◽  
X Ray Crystallography

H-bonding networks, anion–π and π–π interactions in the crystal structures of N6-modified-amino acid adenine analogs are investigated by means of DFT calculations and X-ray crystallography analysis.

scholarly journals Ancestral L-amino acid oxidases for deracemization and stereoinversion of amino acids

2020 ◽  
Vol 3 (1) ◽  
Author(s):  
Shogo Nakano ◽  
Kohei Kozuka ◽  
Yuki Minamino ◽  
Hiroka Karasuda ◽  
Fumihito Hasebe ◽  
...  
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Protein Engineering ◽  
Crystal Structures ◽  
Reaction Mechanisms ◽  
Molecular Level ◽  
Substrate Recognition ◽  
Engineering Method ◽  
Substrate Selectivity ◽  
X Ray

AbstractL-amino acid oxidases (LAAOs) can be applied to convert racemic amino acids to D-isomers, which are potential precursors of pharmaceuticals. However, this application is hampered by the lack of available stable and structure-determined LAAOs. In this study, we attempt to address this limitation by utilizing two ancestral LAAOs: AncLAAO-N4 and AncLAAO-N5. AncLAAO-N4 has the highest thermal and temporal stabilities among the designed LAAOs that can be used for deracemization and stereoinversion. AncLAAO-N5 can provide X-ray crystal structures, which are helpful to reveal substrate recognition and reaction mechanisms of LAAOs at the molecular level. Next, we attempted to improve activity of AncLAAO-N4 toward L-Val through a semi-rational protein engineering method. Three variants with enhanced activity toward L-Val were obtained. Taken together, we believe that the activity and substrate selectivity of AncLAAOs give them the potential to be key enzymes in various chemoenzymatic reactions.

Crystal and solution structure of (E)-1,2-bis(ethylsulphonyl)cyclobutane-1,2-dicarbonitrile

1989 ◽  
Vol 54 (12) ◽  
pp. 3253-3259
Author(s):  
Jaroslav Podlaha ◽  
Miloš Buděšínský ◽  
Jana Podlahová ◽  
Jindřich Hašek
Keyword(s):  
Hydrogen Peroxide ◽  
Solution Structure ◽  
Peroxide Oxidation ◽  
X Ray ◽  
X Ray Crystallography ◽  
Nmr Study ◽  
Hydrogen Peroxide Oxidation ◽  
Unusual Product ◽  
C Nmr

The unusual product of the reaction of 2-chloroacrylonitrile with ethane thiol and following hydrogen peroxide oxidation was found to be (E)-1,2-bis(ethylsulphonyl)cyclobutane-1,2-dicarbonitrile by means of X-ray crystallography. 1H and 13C NMR study of this compound has proven the same conformation of the molecule in solution.

scholarly journals A mixed chirality α-helix in a stapled bicyclic and a linear antimicrobial peptide revealed by X-ray crystallography

2021 ◽  
Author(s):  
Stéphane Baeriswyl ◽  
Hippolyte Personne ◽  
Ivan Di Bonaventura ◽  
Thilo Köhler ◽  
Christian van Delden ◽  
...  
Keyword(s):  
Antimicrobial Peptides ◽  
Antimicrobial Peptide ◽  
Crystal Structures ◽  
X Ray ◽  
X Ray Crystallography ◽  
Α Helix

We report the first X-ray crystal structures of mixed chirality α-helices comprising only natural residues as the example of bicyclic and linear membrane disruptive amphiphilic antimicrobial peptides containing seven l- and four d-residues.

Sign in / Sign up

Export Citation Format

Share Document