Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

2-Methyl-aspartic acid monohydrate.

ABSTRACT: The title compound, C5H9NO4·H2O, is an isomer of the α-amino acid glutamic acid that crystallizes from water in its zwitterionic form as a monohydrate. It is not one of the 20 proteinogenic α-amino acids that are used in living systems and differs from the natural amino acids in that it has an α-methyl group rather than an α-H atom. In the crystal, an O-H⋯O hydrogen bond is present between the acid and water mol-ecules while extensive N-H⋯O and O-H⋯O hydrogen bonds link the components into a three-dimensional array.

SUBMITTER: Brewer G

PROVIDER: S-EPMC3885094 | biostudies-literature | 2013 Nov

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

2-Methyl-aspartic acid monohydrate.

Brewer Greg G Burton Aaron S AS Burton Aaron S AS Dworkin Jason P JP Butcher Ray J RJ

Acta crystallographica. Section E, Structure reports online 20131130 Pt 12

The title compound, C5H9NO4·H2O, is an isomer of the α-amino acid glutamic acid that crystallizes from water in its zwitterionic form as a monohydrate. It is not one of the 20 proteinogenic α-amino acids that are used in living systems and differs from the natural amino acids in that it has an α-methyl group rather than an α-H atom. In the crystal, an O-H⋯O hydrogen bond is present between the acid and water mol-ecules while extensive N-H⋯O and O-H⋯O hydrogen bonds link the components into a thr ...[more]

PMID: 24454270

Similar Datasets

2-(4-Methyl-benzo-yl)benzoic acid monohydrate.

Project description:In the title compound, C(15)H(12)O(3)·H(2)O, the two rings are oriented at a dihedral angle of 69.12 (3)°. In the crystal structure, intermolecular O-H⋯O hydrogen bonds link the mol-ecules into a three-dimensional framework.

| S-EPMC2961241 | biostudies-literature

2-[(4-Methyl-benzo-yl)hydrazono]-propionic acid monohydrate.

Project description:In the title compound, C(11)H(12)N(2)O(3)·H(2)O, the water mol-ecule is a hydrogen-bond donor to the double-bond amide and the carbonyl O atoms of two acid mol-ecules; it is also a hydrogen-bond acceptor to the acid -OH and amide -NH- groups. These hydrogen-bonding inter-actions give rise to a layer structure, with the layers parallel to the ab plane.

| S-EPMC2968368 | biostudies-literature

2-(Carboxy-methyl-sulfan-yl)pyridine-3-carboxylic acid monohydrate.

Project description:The title compound, C(8)H(7)NO(4)S·H(2)O, was obtained by reaction of 2-mercaptopyridine-3-carboxylic acid with chloro-acetic acid. In the mol-ecular structure, the dihedral angle between the two least-squares planes defined by the pyridine ring and the carb-oxy group is 8.32 (9)°. The carboxy-methyl-sulfanyl group makes a torsion angle of 82.64 (12)° with the pyridine ring. An intra-molecular O-H⋯N hydrogen bond between the acidic function of the carboxy-methyl-sulfanyl group and the pyridine N atom stabilizes the conformation, whereas inter-molecular O-H⋯O hydrogen bonding with the uncoordinated water mol-ecules is responsible for packing of the structure, leading to chains propagating in [001].

| S-EPMC2979580 | biostudies-literature

N-Hydroxypyrazolyl glycine derivatives as selective N-methyl-D-aspartic acid receptor ligands.

Project description:A series of analogues based on N-hydroxypyrazole as a bioisostere for the distal carboxylate group of aspartate have been designed, synthesized, and pharmacologically characterized. Affinity studies on the major glutamate receptor subgroups show that these 4-substituted N-hydroxypyrazol-5-yl glycine (NHP5G) derivatives are selectively recognized by N-methyl- d-aspartic acid (NMDA) receptors and that the ( R)-enantiomers are preferred. Moreover, several of the compounds are able to discriminate between individual subtypes among the NMDA receptors, providing new pharmacological tools. For example, 4-propyl NHP5G is an antagonist at the NR1/NR2A subtype but an agonist at the NR1/NR2D subtype. Molecular docking studies indicate that the substituent protrudes into a region that may be further exploited to improve subtype selectivity, thereby opening up a design strategy for ligands which can differentiate individual NMDA receptor subtypes.

| S-EPMC4850074 | biostudies-literature

1-Benzyl-5-methyl-1H-1,2,3-triazole-4-carboxylic acid monohydrate.

Project description:In the title compound, C(11)H(11)N(3)O(2)·H(2)O, the planes of the triazole and phenyl rings are almost perpendicular to each other [dihedral angle 89.5 (3)°]. The crystal packing is stabilized by strong inter-molecular O-H⋯O and O-H⋯N hydrogen bonds involving the water mol-ecule as both donor and acceptor.

| S-EPMC2969608 | biostudies-literature

3-Methyl-quinoxaline-2-carb-oxy-lic acid 4-oxide monohydrate.

Project description:In the crystal structure of the title compound, C(10)H(8)N(2)O(3)·H(2)O, mol-ecules are linked via inter-molecular O-H⋯O and O-H⋯N hydrogen bonds into a two-dimensional network.

| S-EPMC3006778 | biostudies-literature

Nurr1 protein is required for N-methyl-D-aspartic acid (NMDA) receptor-mediated neuronal survival.

Project description:NMDA receptor (NMDAR) stimulation promotes neuronal survival during brain development. Cerebellar granule cells (CGCs) need NMDAR stimulation to survive and develop. These neurons differentiate and mature during its migration from the external granular layer to the internal granular layer, and lack of excitatory inputs triggers their apoptotic death. It is possible to mimic this process in vitro by culturing CGCs in low KCl concentrations (5 mm) in the presence or absence of NMDA. Using this experimental approach, we have obtained whole genome expression profiles after 3 and 8 h of NMDA addition to identify genes involved in NMDA-mediated survival of CGCs. One of the identified genes was Nurr1, a member of the orphan nuclear receptor subfamily Nr4a. Our results report a direct regulation of Nurr1 by CREB after NMDAR stimulation. ChIP assay confirmed CREB binding to Nurr1 promoter, whereas CREB shRNA blocked NMDA-mediated increase in Nurr1 expression. Moreover, we show that Nurr1 is important for NMDAR survival effect. We show that Nurr1 binds to Bdnf promoter IV and that silencing Nurr1 by shRNA leads to a decrease in brain-derived neurotrophic factor (BDNF) protein levels and a reduction of NMDA neuroprotective effect. Also, we report that Nurr1 and BDNF show a similar expression pattern during postnatal cerebellar development. Thus, we conclude that Nurr1 is a downstream target of CREB and that it is responsible for the NMDA-mediated increase in BDNF, which is necessary for the NMDA-mediated prosurvival effect on neurons.

| S-EPMC3322860 | biostudies-literature

Conformational changes at the agonist binding domain of the N-methyl-D-aspartic acid receptor.

Project description:The conformational changes in the agonist binding domain of the glycine-binding GluN1 and glutamate-binding GluN2A subunits of the N-methyl D-aspartic acid receptor upon binding agonists of varying efficacy have been investigated by luminescence resonance energy transfer (LRET) measurements. The LRET-based distances indicate a cleft closure conformational change at the GluN1 subunit upon binding agonists; however, no significant changes in the cleft closure are observed between partial and full agonists. This is consistent with the previously reported crystal structures for the isolated agonist binding domain of this receptor. Additionally, the LRET-based distances show that the agonist binding domain of the glutamate-binding GluN2A subunit exhibits a graded cleft closure with the extent of cleft closure being proportional to the extent of activation, indicating that the mechanism of activation in this subunit is similar to that of the glutamate binding α-amino-5-methyl-3-hydroxy-4-isoxazole propionate and kainate subtypes of the ionotropic glutamate receptors.

| S-EPMC3089538 | biostudies-literature

Methyl 4-isonicotinamido-benzoate monohydrate.

Project description:The title compound, C(14)H(12)N(2)O(3)·H(2)O, synthesized by the reaction of methyl 4-amino-benzoate with isonicotinoyl chloride hydro-chloride, is relatively planar, with the pyridine ring being inclined by 7.46 (7)° to the benzene ring. In the crystal, the methyl 4-isonicotinamido-benzoate mol-ecules are inter-linked by water mol-ecules via N-H⋯O, O-H⋯N and O-H⋯O hydrogen bonds, leading to the formation of a double-chain ribbon-like structure.

| S-EPMC3007520 | biostudies-literature

Carb-oxy-methyl ursolate monohydrate.

Project description:In the title compound, C(28)H(50)O(5)·H(2)O, all of the six-membered rings of the penta-cyclic triterpene skeleton adopt chair conformations. In the crystal, mol-ecules are linked by O-H?O and C-H?O hydrogen bonds.

| S-EPMC3051648 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data