Characterization of Functional Interaction of Carboxylic Acid Group of Agonists and Arginine of the Seventh Transmembrane Domains of Four Prostaglandin E Receptor Subtypes

1997 ◽  
Vol 54 (1) ◽  
pp. 437-446 ◽  
Author(s):  
Chang-sheng Chang ◽  
Manabu Negishi ◽  
Nobuhiro Nishigaki ◽  
Atsushi Ichikawa
Keyword(s):  
Carboxylic Acid ◽  
Acid Group ◽  
Transmembrane Domains ◽  
Prostaglandin E ◽  
Receptor Subtypes ◽  
Carboxylic Acid Group ◽  
Functional Interaction

scholarly journals Crystallographic and spectroscopic characterization of (R)-O-acetylmandelic acid

2016 ◽  
Vol 72 (7) ◽  
pp. 901-903
Author(s):  
Cady Cirbes ◽  
Joseph M. Tanski
Keyword(s):  
Hydrogen Bonding ◽  
Carboxylic Acid ◽  
Mandelic Acid ◽  
Phenylacetic Acid ◽  
Spectroscopic Characterization ◽  
Acid Group ◽  
Intermolecular Hydrogen Bonding ◽  
Carboxylic Acid Group ◽  
Donor Acceptor

The title compound [systematic name: (R)-(−)-2-acetoxy-2-phenylacetic acid], C10H10O4, is a resolved chiral ester derivative of mandelic acid. The compound contains an acetate group and a carboxylic acid group, which engage in intermolecular hydrogen bonding, forming chains extending parallel to [001] with a short donor–acceptor hydrogen-bonding distance of 2.676 (2) Å.

scholarly journals Characterization of autohydrolysis aspen (P. tremuloides) lignins. Part 3. Infrared and ultraviolet studies of extracted autohydrolysis lignin

1979 ◽  
Vol 57 (19) ◽  
pp. 2603-2611 ◽  
Author(s):  
Miranda G. S. Chua ◽  
Morris Wayman
Keyword(s):  
Carboxylic Acid ◽  
Blocking Agent ◽  
Acid Group ◽  
Hydroxybenzoic Acid ◽  
Aspen Wood ◽  
Carboxylic Acid Group ◽  
Carboxylic Acid Groups ◽  
Acidic Conditions ◽  
Lignin Macromolecule

Infrared and ultraviolet studies of the lignins extracted from extractive-free aspen wood meal after autohydrolysis at 195 °C for periods varying from 5 min to 2 h indicated that these lignins were functionally modified and different from aspen milled wood lignin. The extracted lignins changed from a guaiacyl–syringyl type lignin to a syringyl-deficient type lignin with increasing autohydrolysis time. Extracted lignins were also observed to contain unconjugated β-ketone groups and conjugated carboxylic acid groups. It is proposed that the unconjugated β-ketone groups resulted from the depolymerization reactions of the lignin macromolecule under acidic conditions which formed monomeric, dimeric, and oligomeric/polymeric lignin fragments with Hibbert's ketone side chains. The conjugated carboxylic acid group observed to be present was attributed to p-hydroxybenzoic acid. p-Hydroxybenzoic acid has been postulated as contributing to the extractability of aspen lignin by acting as a blocking agent in the repolymerization of lignin fragments to form insoluble lignin.

Synthesis and Characterization of Novel Monoazo Naphthalimide Disperse Dyes Containing Carboxylic Acid Group with High Heat Fastness Properties

2008 ◽  
Vol 55 (6) ◽  
pp. 1300-1307 ◽  
Author(s):  
Moosa Sadeghi Kiakhani ◽  
Kamaladin Gharanjig ◽  
Mokhtar Arami ◽  
Javad Mokhtari ◽  
Niyaz Mohammad Mahmoodi
Keyword(s):  
Carboxylic Acid ◽  
Acid Group ◽  
High Heat ◽  
Synthesis And Characterization ◽  
Disperse Dyes ◽  
Fastness Properties ◽  
Carboxylic Acid Group

scholarly journals The first structural characterization of the protonated azacyclam ligand in catena-poly[[[(perchlorato)copper(II)]-μ-3-(3-carboxypropyl)-1,5,8,12-tetraaza-3-azoniacyclotetradecane] bis(perchlorate)]

2019 ◽  
Vol 75 (11) ◽  
pp. 1700-1704
Author(s):  
Liudmyla V. Tsymbal ◽  
Vladimir B. Arion ◽  
Yaroslaw D. Lampeka
Keyword(s):  
Carboxylic Acid ◽  
Metal Ion ◽  
Macrocyclic Ligand ◽  
Acid Group ◽  
Distorted Octahedral Geometry ◽  
Equatorial Orientation ◽  
Carboxylic Acid Group ◽  
Bond Lengths ◽  
Distorted Octahedral

The asymmetric unit of the title compound, catena-poly[[[(perchlorato-κO)copper(II)]-μ-3-(3-carboxypropyl)-1,5,8,12-tetraaza-3-azoniacyclotetradecane-κ4 N 1,N 5,N 8,N 12] bis(perchlorate)], {[Cu(C13H30N5O2)(ClO4)](ClO4)2} n , (I), consists of a macrocyclic cation, one coordinated perchlorate anion and two perchlorate ions as counter-anions. The metal ion is coordinated in a tetragonally distorted octahedral geometry by the four secondary N atoms of the macrocyclic ligand, the mutually trans O atoms of the perchlorate anion and the carbonyl O atom of the protonated carboxylic acid group of a neighbouring cation. The average equatorial Cu—N bond lengths [2.01 (6) Å] are significantly shorter than the axial Cu—O bond lengths [2.379 (8) Å for carboxylate and average 2.62 (7) Å for disordered perchlorate]. The coordinated macrocyclic ligand in (I) adopts the most energetically favourable trans-III conformation with an equatorial orientation of the substituent at the protonated distal 3-position N atom in a six-membered chelate ring. The coordination of the carboxylic acid group of the cation to a neighbouring complex unit results in the formation of infinite chains running along the b-axis direction, which are crosslinked by N—H...O hydrogen bonds between the secondary amine groups of the macrocycle and O atoms of the perchlorate counter-anions to form sheets lying parallel to the (001) plane. Additionally, the extended structure of (I) is consolidated by numerous intra- and interchain C—H...O contacts.

scholarly journals Crystallographic and spectroscopic characterization of 4-nitro-2-(trifluoromethyl)benzoic acid and 4-nitro-3-(trifluoromethyl)benzoic acid

2019 ◽  
Vol 75 (4) ◽  
pp. 524-528
Author(s):  
George L. Diehl III ◽  
Lisa Je ◽  
Joseph M. Tanski
Keyword(s):  
Hydrogen Bonding ◽  
Carboxylic Acid ◽  
Benzoic Acid ◽  
Nitro Group ◽  
Spectroscopic Characterization ◽  
Acid Group ◽  
Carboxylic Acid Group ◽  
Donor Acceptor ◽  
Graph Set

The title compounds, both C8H4F3NO4, represent two isomers of nitro trifluoromethyl benzoic acid. The compounds each contain a nitro functionality para to the carboxylic acid group, with the trifluoromethyl substituent ortho to the acid group in the 2-isomer and ortho to the nitro group in the 3-isomer. The regiochemistry with respect to the trifluoromethyl group results in steric interactions that rotate the carboxylic acid group or the nitro group out of the aromatic plane in the 2- and 3-isomer, respectively. Each molecule engages in intermolecular hydrogen bonding, forming head-to-tail dimers with graph-set notation R 2 2(8) and donor–acceptor hydrogen-bonding distances of 2.7042 (14) Å in the 2-isomer and 2.6337 (16) in the 3-isomer. Recrystallization attempts did not yield untwinned crystals.

scholarly journals Functional interaction of the carboxylic acid group of agonists and the arginine residue of the seventh transmembrane domain of prostaglandin E receptor EP3 subtype

1997 ◽  
Vol 322 (2) ◽  
pp. 597-601 ◽  
Author(s):  
Chang-sheng CHANG ◽  
Manabu NEGISHI ◽  
Nobuhiro NISHIGAKI ◽  
Atsushi ICHIKAWA
Keyword(s):  
Carboxylic Acid ◽  
Transmembrane Domain ◽  
Acid Group ◽  
Receptor Activation ◽  
Prostaglandin E ◽  
Affinity Binding ◽  
Polar Group ◽  
Dependent Manner ◽  
Wild Type ◽  
Carboxylic Acid Group

Prostaglandin (PG) E2 binds to PGE receptor EP3 subtype and induces Gi activity. To assess the role of the interaction of the carboxylic acid group of agonists and its putative binding site, Arg-309 in the seventh transmembrane domain of EP3α receptor, in receptor activation, we have mutated the positively charged Arg-309 to the polar but uncharged Gln (EP3α-R309Q) and Asn (EP3α-R309N), and to the non-polar Leu (EP3α-R309L). Wild-type, EP3α-R309Q and EP3α-R309N receptors showed high-affinity binding for PGE2, but the EP3α-R309L receptor showed very-low-affinity binding. Guanosine 5´-[γ-thio]triphosphate increased the PGE2 binding to the wild-type receptor, decreased the binding to EP3α-R309Q and EP3α-R309N receptors, but did not affect that to the EP3α-R309L receptor. Furthermore we examined the Gi activities of two types of EP3 agonist, TEI-3356 with a negatively charged carboxylic acid, and TEI-4343, a methyl ester of TEI-3356 with an uncharged but polar group, towards those receptors. Both agonists inhibited the forskolin-stimulated cAMP formation in wild-type, EP3α-R309Q and EP3α-R309N receptors in the same concentration-dependent manner, but the agonists showed a very low inhibition of EP3α-R309L receptor. These findings demonstrate that the hydrogen-bonding interaction of EP3 agonists and residue 309 in the seventh transmembrane domain of the EP3α receptor is sufficient for the functional activation of the EP3α receptor.

The inner salt 4-carboxy-2-(pyridinium-4-yl)-1H-imidazole-5-carboxylate monohydrate

2006 ◽  
Vol 62 (7) ◽  
pp. o2751-o2752 ◽  
Author(s):  
Ting Sun ◽  
Jian-Ping Ma ◽  
Ru-Qi Huang ◽  
Yu-Bin Dong
Keyword(s):  
Carboxylic Acid ◽  
Dihedral Angle ◽  
Title Compound ◽  
Acid Group ◽  
Planar Structure ◽  
Carboxyl Group ◽  
Carboxylic Acid Group ◽  
Pyridyl Group ◽  
Compound C

In the title compound, C10H7N3O4·H2O, one carboxyl group is deprotonated and the pyridyl group is protonated. The inner salt molecule has a planar structure, apart from the carboxylic acid group, which is tilted from the imidazole plane by a small dihedral angle of 7.3 (3)°.

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