Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

β-d-Galacto-pyranosyl-(1→4)-2-amino-2-de-oxy-α-d-gluco-pyran-ose hydro-chloride monohydrate (lactosamine).

ABSTRACT: The title compound, C₁₂H₂₄NO₁₀ ⁺·Cl^-·H₂O, (I), crystallizes in the monoclinic space group P2₁ and exists as a monohydrate of a monosubstituted ammonium chloride salt, with the reducing carbohydrate portion existing exclusively as the α-pyran-ose tautomer. The glycosidic bond geometry in (I) is stabilized by an intra-molecular hydrogen bond and is close to that found in crystalline α-lactose. All heteroatoms except gluco-pyran-ose ring O4 participate in an extensive hydrogen-bonding network, which propagates in all directions in the crystal structure of (I).

SUBMITTER: Mossine VV

PROVIDER: S-EPMC9028551 | biostudies-literature | 2022 Jan

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

β-d-Galacto-pyranosyl-(1→4)-2-amino-2-de-oxy-α-d-gluco-pyran-ose hydro-chloride monohydrate (lactosamine).

Mossine Valeri V VV Kelley Steven P SP Mawhinney Thomas P TP

IUCrData 20220128 Pt 1

The title compound, C12H24NO10 +·Cl-·H2O, (I), crystallizes in the monoclinic space group P21 and exists as a monohydrate of a monosubstituted ammonium chloride salt, with the reducing carbohydrate portion existing exclusively as the α-pyran-ose tautomer. The glycosidic bond geometry in (I) is stabilized by an intra-molecular hydrogen bond and is close to that found in crystalline α-lactose. All het ...[more]

PMID: 36337090

Similar Datasets

Polyaniline Doping by α,α-Difluoro-β-amino Acids.

Project description:Currently, polyaniline (PANI) is considered as a promising polymer that can be used in biosensors, drug delivery systems, bioelectronics, etc. Its biocompatibility can be strongly improved by using dopants with biofunctionality. This study reveals the protonation/doping of PANI by fluorinated analogs of natural amino acids, namely, α,α-difluoro-β-amino acids (DFAAs) with alkyl and aromatic tails in N-methylpyrrolidone solutions. We find that these acids can dope PANI due to both the weakened basicity of their amino groups because of two fluorine atoms in α,α-positions and specific intermolecular interactions (π-π stacking, alkyl-π, F-π) of their tails with units of PANI chains. These interactions did not give the doped PANI salts with high conductivity but led to formation of stable PANI-DFAA complexes, which were confirmed both by clear changes in the UV-Vis and Fourier transform infrared spectra of the protonated/doped PANI and by their conductivity of ∼10-6 S/cm. Our results suggest an applicability of such PANI complexes as carriers of DFAA for their biomedical applications.

| S-EPMC6649075 | biostudies-literature

Asymmetric synthesis of anti-β-amino-α-hydroxy esters via dynamic kinetic resolution of β-amino-α-keto esters.

Project description:A method for the asymmetric synthesis of enantioenriched anti-α-hydroxy-β-amino acid derivatives by enantioconvergent reduction of the corresponding racemic α-keto esters is presented. The requisite α-keto esters are prepared via Mannich addition of ethyl diazoacetate to imines followed by oxidation of the diazo group with Oxone. Implementation of a recently developed dynamic kinetic resolution of β-substituted-α-keto esters via Ru(II)-catalyzed asymmetric transfer hydrogenation provides the title motif in routinely high diastereo- and enantioselectivity.

| S-EPMC3766400 | biostudies-literature

Biomimetic enantioselective synthesis of β,β-difluoro-α-amino acid derivatives.

Project description:Although utilization of fluorine compounds has a long history, synthesis of chiral fluorinated amino acid derivatives with structural diversity and high stereoselectivity is still very appealing and challenging. Here, we report a biomimetic study of enantioselective [1,3]-proton shift of β,β-difluoro-α-imine amides catalyzed by chiral quinine derivatives. A wide range of corresponding β,β-difluoro-α-amino amides were achieved in good yields with high enantioselectivities. The optically pure β,β-difluoro-α-amino acid derivatives were further obtained, which have high application values in the synthesis of fluoro peptides, fluoro amino alcohols and other valuable fluorine-containing molecules.

| S-EPMC9814941 | biostudies-literature

9-Amino-acridinium nitrate monohydrate.

Project description:The pyridine N atom of the cation in the title hydrated salt, C(13)H(11)N(2) (+)·NO(3) (-)·H(2)O, is protonated; the N atom of the NH(2) group shows a planar conformation. The former N atom is hydrogen bonded to a water mol-ecule. The amino group is involved in three N-H⋯O hydrogen bonds with two neighboring nitrate anions. The water mol-ecule is hydrogen bonded to two adjacent nitrate anions. In the crystal, this results in a layered network.

| S-EPMC3052121 | biostudies-literature

Enantioselective organocatalytic syntheses of α-selenated α- and β-amino acid derivatives.

Project description:Selenium-containing amino acids are valuable targets but methods for the stereoselective α-selenation of simple amino acid precursors are rare. We herein report the enantioselective electrophilic α-selenation of azlactones (masked α-amino acid derivatives) and isoxazolidin-5-ones (masked β-amino acids) using Cinchona alkaloids as easily accessible organocatalysts. A variety of differently substituted derivatives was accessed with reasonable levels of enantioselectivities and further studies concerning the stability and suitability of these compounds for further manipulations have been carried out as well.

| S-EPMC8790592 | biostudies-literature

Decarboxylative Annulation of α-Amino Acids with β-Ketoaldehydes.

Project description:Indolizidine and quinolizidine derivatives are readily assembled from l-proline or (±)-pipecolic acid and β-ketoaldehydes via a decarboxylative annulation process. These reactions are promoted by acetic acid and involve azomethine ylides as reactive intermediates.

| S-EPMC5937137 | biostudies-literature

Redox deracemization of β,γ-alkynyl α-amino esters.

Project description:The first non-enzymatic redox deracemization method using molecular oxygen as the terminal oxidant has been described. The one-pot deracemization of β,γ-alkynyl α-amino esters consisted of a copper-catalyzed aerobic oxidation and chiral phosphoric acid-catalyzed asymmetric transfer hydrogenation with excellent functional group compatibility. By using benzothiazoline as the reducing reagent, an exclusive chemoselectivity at the C[double bond, length as m-dash]N bond over the C[triple bond, length as m-dash]C bond was achieved, allowing for efficient deracemization of a series of α-amino esters bearing diverse α-alkynyl substituent patterns. The origins of chemo- and enantio-selectivities were elucidated by experimental and computational mechanistic investigation. The generality of the strategy is further demonstrated by efficient deracemization of β,γ-alkenyl α-amino esters.

| S-EPMC8159540 | biostudies-literature

4-Amino-2,3,5-trimethyl-pyridine monohydrate.

Project description:In the title compound, C(8)H(12)N(2)·H(2)O, four substituted pyridine mol-ecules alternate with four water mol-ecules, forming a large ring via O(water)-H⋯N(pyridine) and N(amine)-H⋯O(water) hydrogen bonding. Adjacent rings are connected via O(water)-H⋯O(water) hydrogen-bonds, forming a three-dimensional network.

| S-EPMC2969585 | biostudies-literature

2-Amino-pyrimidinium hydrogen oxalate monohydrate.

Project description:In the title hydrated salt, C(4)H(6)N(3) (+)·C(2)HO(4) (-)·H(2)O, inter-molecular N-H⋯O and O-H⋯O hydrogen bonding helps to stabilize the crystal structure.

| S-EPMC2971231 | biostudies-literature

2-Amino-pyridinium diphenyl-phosphinate monohydrate.

Project description:In the crystal of the title hydrated salt, C(5)H(7)N(2) (+)·C(12)H(10)O(2)P(-)·H(2)O, the cations, anions and water mol-ecules connected by N-H⋯O and O-H⋯O hydrogen bonds into a layer along the bc plane; the phenyl rings protrude into the space between the layers. The dihedral angle between rings of anion is 86.1 (1)°.

| S-EPMC2969954 | 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