Combined QM/MM studies on spectroscopic parameters of Compound I, Compound II, and related intermediates of cytochrome P450cam

2015 ◽  
Vol 1063 ◽  
pp. 35-41 ◽  
Author(s):  
Ahmet Altun
Keyword(s):  
Cytochrome P450cam ◽  
Compound I ◽  
Spectroscopic Parameters ◽  
Compound Ii

scholarly journals Interplay between Oxo and Fluoro in Vanadium Oxyfluorides for Centrosymmetric and Non-Centrosymmetric Structure Formation

Molecules ◽  
2021 ◽  
Vol 26 (3) ◽  
pp. 603
Author(s):  
Prashanth Sandineni ◽  
Hooman Yaghoobnejad Asl ◽  
Weiguo Zhang ◽  
P. Shiv Halasyamani ◽  
Kartik Ghosh ◽  
...  
Keyword(s):  
Second Harmonic ◽  
Metastable Phase ◽  
Compound I ◽  
Hydrothermal Route ◽  
Prolonged Heating ◽  
Space Group ◽  
Lithium Vanadium Oxide ◽  
Compound Ii ◽  
Unambiguous Assignment ◽  
Centrosymmetric Structure

Herein, we report the syntheses of two lithium-vanadium oxide-fluoride compounds crystallized from the same reaction mixture through a time variation experiment. A low temperature hydrothermal route employing a viscous paste of V2O5, oxalic acid, LiF, and HF allowed the crystallization of one metastable phase initially, Li2VO0.55(H2O)0.45F5⋅2H2O (I), which on prolonged heating transforms to a chemically similar yet structurally different phase, Li3VOF5 (II). Compound I crystallizes in centrosymmetric space group, I2/a with a = 6.052(3), b = 7.928(4), c = 12.461(6) Å, and β = 103.99(2)°, while compound II crystallizes in a non-centrosymmetric (NCS) space group, Pna21 with a = 5.1173(2), b = 8.612(3), c = 9.346(3) Å. Synthesis of NCS crystals are highly sought after in solid-state chemistry for their second-harmonic-generation (SHG) response and compound II exhibits SHG activity albeit non-phase-matchable. In this article, we also describe their magnetic properties which helped in unambiguous assignment of mixed valency of V (+4/+5) for Li2VO0.55(H2O)0.45F5⋅2H2O (I) and +4 valency of V for Li3VOF5 (II).

scholarly journals Crystal structures of {[Cu(Lpn)2][Fe(CN)5(NO)]·H2O}nand {[Cu(Lpn)2]3[Cr(CN)6]2·5H2O}n[where Lpn = (R)-propane-1,2-diamine]: two heterometallic chiral cyanide-bridged coordination polymers

2015 ◽  
Vol 71 (4) ◽  
pp. 392-397
Author(s):  
Olha Sereda ◽  
Helen Stoeckli-Evans
Keyword(s):  
Hydrogen Bonds ◽  
Coordination Polymers ◽  
Three Dimensional ◽  
Water Molecules ◽  
Two Dimensional ◽  
Asymmetric Unit ◽  
Compound I ◽  
Distorted Octahedral ◽  
Coordination Spheres ◽  
Compound Ii

The title compounds,catena-poly[[[bis[(R)-propane-1,2-diamine-κ2N,N′]copper(II)]-μ-cyanido-κ2N:C-[tris(cyanido-κC)(nitroso-κN)iron(III)]-μ-cyanido-κ2C:N] monohydrate], {[Cu(Lpn)2][Fe(CN)5(NO)]·H2O}n, (I), and poly[[hexa-μ-cyanido-κ12C:N-hexacyanido-κ6C-hexakis[(R)-propane-1,2-diamine-κ2N,N′]dichromium(III)tricopper(II)] pentahydrate], {[Cu(Lpn)2]3[Cr(CN)6]2·5H2O}n, (II) [where Lpn = (R)-propane-1,2-diamine, C3H10N2], are new chiral cyanide-bridged bimetallic coordination polymers. The asymmetric unit of compound (I) is composed of two independent cation–anion units of {[Cu(Lpn)2][Fe(CN)5)(NO)]} and two water molecules. The FeIIIatoms have distorted octahedral geometries, while the CuIIatoms can be considered to be pentacoordinate. In the crystal, however, the units align to form zigzag cyanide-bridged chains propagating along [101]. Hence, the CuIIatoms have distorted octahedral coordination spheres with extremely long semicoordination Cu—N(cyanido) bridging bonds. The chains are linked by O—H...N and N—H...N hydrogen bonds, forming two-dimensional networks parallel to (010), and the networks are linkedviaN—H...O and N—H...N hydrogen bonds, forming a three-dimensional framework. Compound (II) is a two-dimensional cyanide-bridged coordination polymer. The asymmetric unit is composed of two chiral {[Cu(Lpn)2][Cr(CN)6]}−anions bridged by a chiral [Cu(Lpn)2]2+cation and five water molecules of crystallization. Both the CrIIIatoms and the central CuIIatom have distorted octahedral geometries. The coordination spheres of the outer CuIIatoms of the asymmetric unit can be considered to be pentacoordinate. In the crystal, these units are bridged by long semicoordination Cu—N(cyanide) bridging bonds forming a two-dimensional network, hence these CuIIatoms now have distorted octahedral geometries. The networks, which lie parallel to (10-1), are linkedviaO—H...O, O—H...N, N—H...O and N—H...N hydrogen bonds involving all five non-coordinating water molecules, the cyanide N atoms and the NH2groups of the Lpn ligands, forming a three-dimensional framework.

Zolmitriptan oxalate and zolmitriptan camphorsulfonate: the first structural study of salt complexes of the antimigraine drug zolmitriptan

2013 ◽  
Vol 69 (10) ◽  
pp. 1186-1191
Author(s):  
Balasubramanian Sridhar ◽  
Krishnan Ravikumar ◽  
Venkatasubramanian Hariharakrishnan
Keyword(s):  
Structural Study ◽  
Three Dimensional ◽  
Helical Chain ◽  
Side Chain ◽  
Indole Ring ◽  
Asymmetric Unit ◽  
Compound I ◽  
Space Group ◽  
Compound Ii ◽  
Ring Motif

Zolmitriptan hydrogen oxalate [(S)-dimethyl(2-{5-[(2-oxo-1,3-oxazolidin-4-yl)methyl]-1H-indol-3-yl}ethyl)azanium hydrogen oxalate], C16H22N3O2+·C2HO4−, (I), and zolmitriptan camphorsulfonate [(S)-dimethyl(2-{5-[(2-oxo-1,3-oxazolidin-4-yl)methyl]-1H-indol-3-yl}ethyl)azanium (S,R)-{2-hydroxy-7,7-dimethylbicyclo[2.2.1]heptan-1-yl}methanesulfonate], C16H22N3O2+·C10H15O4S−, (II), are the first reported salt complexes of the antimigraine drug zolmitriptan. Compound (I) crystallizes in the space groupP21with two molecules of protonated zolmitriptan and two oxalate monoanions in the asymmetric unit, while compound (II) crystallizes in the space groupP212121with one protonated zolmitriptan molecule and one camphorsulfonate anion in the asymmetric unit. The orientations of the ethylamine side chain and the oxazolidinone ring with respect to the indole ring of the zolmitriptan cation are different for (I) and (II). In (I), they are oriented in opposite directions and the molecule adopts a step-like appearance, while in (II) the corresponding side chains are folded in the same direction, giving the molecule a cup-like appearance. The zolmitriptan molecules of (I) form anR22(8) dimer, while in (II) they form a helical chain with aC(11) motif. The oxalate monoanions of (I) interact with the zolmitriptan cations and extend the dimer into a three-dimensional hydrogen-bonded network. In (II), the camphorsulfonate anion forms anR22(15) ring motif with the zolmitriptan cation.

scholarly journals Crystal structures of μ-oxalato-bis[azido(histamine)copper(II)] and μ-oxalato-bis[(dicyanamido)(histamine)copper(II)]

2015 ◽  
Vol 71 (11) ◽  
pp. 1379-1383 ◽  
Author(s):  
Chen Liu ◽  
Khalil A. Abboud
Keyword(s):  
Hydrogen Bonds ◽  
Copper Complexes ◽  
Copper Ions ◽  
Side Chain ◽  
Dinuclear Complexes ◽  
Compound I ◽  
Coordination Site ◽  
Oxalate Ligand ◽  
Compound Ii ◽  
Neighboring Molecule

The title compounds, μ-oxalato-κ4O1,O2:O1′,O2′-bis[[4-(2-aminoethyl)-1H-imidazole-κ2N3,N4](azido-κN1)copper(II)], [Cu2(C2O4)(N3)2(C5H9N3)2], (I), and μ-oxalato-κ4O1,O2:O1′,O2′-bis[[4-(2-aminoethyl)-1H-imidazole-κ2N3,N4](dicyanamido-κN1)copper(II)], [Cu2(C2O4)(C2N3)2(C5H9N3)2], (II), are two oxalate-bridged dinuclear copper complexes. Each CuIIion adopts a five-coordinate square-pyramidal coordination sphere where the basal N2O2plane is formed by two O atoms of the oxalate ligand and two N atoms of a bidentate chelating histamine molecule. The apical coordination site in compound (I) is occupied by a monodentate azide anion through one of its terminal N atoms. The apical coordination site in compound (II) is occupied by a monodentate dicyanamide anion through one of its terminal N atoms. The molecules in both structures are centrosymmetric. In the crystals of compounds (I) and (II), the dinuclear complexes are linked through N—H...Xand C—H...X(X= N, O) hydrogen bonds where the donors are provided by the histamine ligand and the acceptor atoms are provided by the azide, dicyanamide, and oxalate ligands. In compound (I), the coordinatively unsaturated copper ions interact with the histamine ligandviaa C—H...Cu interaction. The coordinatively unsaturated copper ions in compound (II) interactviaa weak N...Cu interaction with the dicyanamide ligand of a neighboring molecule. The side chain of the histamine ligand is disordered over three sets of sites in (II).

Bioactivity of allelochemicals isolated from the roots of Echinacea purpurea L. Moench on Amaranthus viridis L., Portulaca oleracea L. and Microcystis aeruginosa

2021 ◽  
Vol 52 (1) ◽  
pp. 119-130
Author(s):  
Xiao Jing-Lei ◽  
Zhang Yan-Xin ◽  
Jia Cheng-Guo ◽  
Zhang Ming-Zhe ◽  
Chen Wei ◽  
...  
Keyword(s):  
Microcystis Aeruginosa ◽  
Echinacea Purpurea ◽  
Shoot Length ◽  
Portulaca Oleracea ◽  
Algicidal Activity ◽  
Ionization Mass ◽  
Cichoric Acid ◽  
Compound I ◽  
Dicaffeoylquinic Acid ◽  
Compound Ii

Based on the bioassay-guided strategy, we isolated 6-six allelochemicals [cichoric acid (I), 1,3-dicaffeoylquinic acid (II), 4,5-dicaffeoylquinic acid (III), chlorogenic acid (IV), 1-hydroxy-2-phthoic acid (V), echinacoside (VI)] from the roots of Echinacea purpurea (L.) Moench. Their structures were identified by nuclear magnetic resonance (NMR) and electrospray ionization mass spectrometry (ESI-MS) spectroscopic data. The bioassays studies included allelopathic and algicidal activities to test the effects of extracts and isolated fractions against the test weeds (Amaranthus viridis L., Portulaca oleracea L. and Microcystis aeruginosa Kutzing). At 100 µg/mL, compound (II) inhibited the shoot length and germination of A. viridis and P. oleracea weeds with the germination RI of -0.95±0.04 and -0.95±0.02, respectively. Furthermore, compound (III) showed the strongest inhibition of root length of P. oleracea L. We also found that compounds I-VI have algicidal activity. The compound (I) at low inoculum (5.0×102 cells mL-1) and high inoculum (1.0×104 cells mL-1), showed the highest algicidal activity of 78 % and 87.67 % 6 h after the treatment at 5 µg mL-1 respectively.

Transformations of the Herbicide N-(1,1-dimethylpropynyl)-3,5-dichlorobenzamide in Soil

Weed Science ◽  
1970 ◽  
Vol 18 (5) ◽  
pp. 604-607 ◽  
Author(s):  
Roy Y. Yih ◽  
Colin Swithenbank ◽  
D. Harold McRae
Keyword(s):  
Soil Moisture ◽  
High Temperature ◽  
Soil Moisture Content ◽  
Chemical Change ◽  
Herbicidal Activity ◽  
Compound I ◽  
Subsequent Hydrolysis ◽  
Compound Ii ◽  
Hydrolysis Of

Transformation of N-(1,1-dimethylpropynyl)-3,5-dichlorobenzamide (compound I) in soil occurs readily and two products are produced, initial cyclization giving 2-(3,5-dichlorophenyl)-4,4-dimethyl-5-methyleneoxazoline (compound II) followed by subsequent hydrolysis to N-(1,1-dimethylacetonyl)-3,5-dichlorobenzamide (compound III). These transformations can be brought aboutin vitro, the first step by means of acid or base, and the second by extended treatment with acid. The rate of cyclization and hydrolysis of compound I varies directly with soil temperature, being rapid at high temperature (37 C) and very slow at low temperature (5 C). The rate of chemical change of compound I in soil is influenced to a much greater degree by temperature than by soil moisture content. The effect of soil type on transformation of compound I was studied and compounds II and III were present in five of the six soils examined. The herbicidal activity of compounds II and III was negligible in comparison to compound I.

scholarly journals N-(5′-Phosphopyridoxyl)glutamic acid and N-(5′-phosphopyridoxyl)-2-oxopyrrolidine-5-carboxylic acid and their action on the apoenzyme of aspartate aminotransferase

1971 ◽  
Vol 124 (1) ◽  
pp. 99-106 ◽  
Author(s):  
R M. Khomutov ◽  
H B. F. Dixon ◽  
L V. Vdovina ◽  
M P. Kirpichnikov ◽  
Y V. Morozov ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Carboxylic Acid ◽  
Glutamic Acid ◽  
Aspartate Aminotransferase ◽  
Fluorescence Spectra ◽  
Pyridoxal Phosphate ◽  
Hydroxyl Group ◽  
Side Chain ◽  
Compound I ◽  
Compound Ii

1. N-(5′-Phosphopyridoxyl)-l-glutamic acid (P-Pxy-Glu, compound I) is readily converted at pH3 into a substance (P-Pxy-Glp, compound II) characterized as N-(5′-phosphopyridoxyl)-2-oxopyrrolidine-5-carboxylic acid. 2. The u.v., i.r. and fluorescence spectra of P-Pxy-Glu and P-Pxy-Glp have been determined; from the u.v. spectra their pK values have been found and compared. 3. The apoenzyme of aspartate aminotransferase is rapidly and irreversibly inactivated by P-Pxy-Glu, but is inactivated more slowly by P-Pxy-Glp. The complex with P-Pxy-Glp is stable enough to be isolated, but it is slowly reactivated in the presence of excess of pyridoxal phosphate. 4. The u.v. spectrum of the complex of apoenzyme and P-Pxy-Glp suggests that it contains a hydrogen bond between the phenolic hydroxyl group and the pyrrolidone nitrogen; this specifies the conformation of most of the molecule of P-Pxy-Glp. This conformation is similar to that previously postulated for the enzyme–glutamate complex except for the side chain of glutamate. Hence both the affinity of P-Pxy-Glp for the apoenzyme and the fact that it is more easily removed than P-Pxy-Glu are explicable.

Small Reorganization Energy for Ligand-Centered Electron-Transfer Reduction of Compound I to Compound II in a Heme Model Study

2019 ◽  
Vol 58 (13) ◽  
pp. 8263-8266 ◽  
Author(s):  
Nami Fukui ◽  
Xiao-Xi Li ◽  
Wonwoo Nam ◽  
Shunichi Fukuzumi ◽  
Hiroshi Fujii
Keyword(s):  
Electron Transfer ◽  
Reorganization Energy ◽  
Compound I ◽  
Model Study ◽  
Compound Ii

scholarly journals Identification of a Novel Pyrrole Alkaloid from the Edible Mushroom Basidiomycetes-X (Echigoshirayukidake)

Molecules ◽  
2020 ◽  
Vol 25 (21) ◽  
pp. 4879
Author(s):  
Toshio Sakamoto ◽  
Ayaka Nishida ◽  
Naoki Wada ◽  
Yutaka Nakamura ◽  
Shinji Sato ◽  
...  
Keyword(s):  
Ethyl Acetate ◽  
Minor Component ◽  
Edible Mushroom ◽  
Dry Powder ◽  
Compound I ◽  
Butanoic Acid ◽  
Specific Component ◽  
Chemical Structures ◽  
Compound Ii ◽  
Acid Compound

Three pyrrole alkaloid derivatives were isolated from the edible mushroom Basidiomycetes-X (Echigoshirayukidake) by water extraction followed by ethyl acetate fractionation. The chemical structures determined by MS and NMR were 4-[2-formyl-5-(hydroxymethyl)-1H-pyrrol-1-yl] butanoic acid (compound I), 4-[2-formyl-5-(hydroxymethyl)-1H-pyrrol-1-yl] butanamide (compound II), and 5-(hydroxymethyl)-1H-pyrrole-2-carboxaldehyde (compound III). Compound I was found to be the major component, followed by compound II, and compound III was the minor component. The dry powder of Basidiomycetes-X contained approximately 825 μg g−1 compound I and 484 μg g−1 compound II. Compound II was found to be a novel pyrrole aldehyde homologue not previously reported and thus is a specific component of this mushroom.

Synthesis, Crystal Structure and Thermal Properties of Silver(I) Bromide Ethylenediamine Coordination Polymers

2004 ◽  
Vol 59 (9) ◽  
pp. 992-998 ◽  
Author(s):  
Christian Näther ◽  
Andreas Beck
Keyword(s):  
Crystal Structure ◽  
Thermal Properties ◽  
Coordination Polymer ◽  
Three Dimensional ◽  
Compound I ◽  
Major Phase ◽  
Dimensional Network ◽  
Pure Phase ◽  
Compound Ii ◽  
Silver Atoms

Reaction of silver(I) bromide with ethylenediamine (en) leads to the formation of the 1:1 compound poly[AgBr(μ2-en-N,N’)] (I). In the crystal structure the silver atoms of AgBr dimers are connected to two bridging bromine atoms and two nitrogen atoms of different en ligands. The dimers are thus connected by the ligands into layers via μ-N,N’ coordination. In the 2:1 coordination polymer poly[(AgBr)2(μ2-en-N,N’)] (II) a three-dimensional AgBr substructure occur which consists of helical AgBr chains that are connected via peripheral Ag-Br contacts into a three-dimensional network that contains large channels. The en ligands are situated in these channels bridging the Ag atoms. From solution this compound cannot be obtained as a pure phase, since compound I is always formed as the major phase. On heating the 1:1 compound I in a thermobalance the sample mass decreases slowly and several mass steps are observed, which are not fully resolved. If the reaction is stopped at 230°C, pure AgBr has formed. At 115°C only traces of compound II are found. The major phase consists of an as yet unidentified ligand poor compound.

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