dextro-asparagine
D-asparagine
Identification
| Name | dextro-asparagine |
| IUPAC | (2R)-2,4-diamino-4-oxobutanoic acid |
| CAS Number | 2058-58-4 |
| EINECS | 218-163-3 |
| FDA UNII | T6QV1010K6 |
| Molecular Formula | C4 H8 N2 O3 |
| Molecular Weight | 132.11936000 |
| MDL Number | MFCD00008036 |
| Nikkaji Number | J9.207J |
| Beilstein | 1723526 |
| XlogP3 | -3.40 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 234.00 °C. @ 760.00 mm Hg (est) |
| Boiling Point | 438.03 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 4.800000 mmHg @ 25.00 °C. (est) |
| Flash Point | 426.00 °F. TCC ( 218.70 °C. ) (est) |
| logP (o/w) | -1.880 (est) |
| Soluble in | water, 6.877e+004 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for dextro-asparagine usage levels up to | not for fragrance use. |
| Recommendation for dextro-asparagine flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
(2R)-2-
amino-3-carbamoylpropanoic acid
(R)-2-
amino-3-carbamoylpropanoic acid
(R)-2-
aminosuccinamic acid
D-2-
aminosuccinamic acid
D-
asparagin
D-
asparagine
dextro(-)-
asparagine monohydrate
(2R)-2,4-
diamino-4-oxobutanoic acid
PubMed:
Using D-Amino Acids to Delineate the Mechanism of Protein Folding: Application to Trp-cage.
PubMed:
Alloscardovia macacae sp. nov., isolated from the milk of a macaque (Macaca mulatta), emended description of the genus Alloscardovia and proposal of Alloscardovia criceti comb. nov.
PubMed:
In vivo evidence for a prodrug activation mechanism during colibactin maturation.
PubMed:
A prodrug resistance mechanism is involved in colibactin biosynthesis and cytotoxicity.
PubMed:
The discovery of stereoselectivity at biological receptors: Arnaldo Piutti and the taste of the asparagine enantiomers--history and analysis on the 125th anniversary.
PubMed:
A natural prodrug activation mechanism in nonribosomal peptide synthesis.
PubMed:
A sensitive and simple ultra-high-performance-liquid chromatography-tandem mass spectrometry based method for the quantification of D-amino acids in body fluids.
PubMed:
Acinetobacter strains IH9 and OCI1, two rhizospheric phosphate solubilizing isolates able to promote plant growth, constitute a new genomovar of Acinetobacter calcoaceticus.
PubMed:
Identification, biochemical characterization, and subcellular localization of allantoate amidohydrolases from Arabidopsis and soybean.
PubMed:
Degree of supersaturation-regulated chiral symmetry breaking in one crystal.
PubMed:
Identification of an essential gene responsible for D-Asp incorporation in the Lactococcus lactis peptidoglycan crossbridge.
PubMed:
Characterization of salt-tolerant glutaminase from Stenotrophomonas maltophilia NYW-81 and its application in Japanese soy sauce fermentation.
PubMed:
N-Acyl derivatives of Asn, new bacterial N-acyl D-amino acids with surfactant activity.
PubMed:
Biosensor for asparagine using a thermostable recombinant asparaginase from Archaeoglobus fulgidus.
PubMed:
pH and kinetic isotope effects in d-amino acid oxidase catalysis.
PubMed:
Structural basis for the activity and substrate specificity of Erwinia chrysanthemi L-asparaginase.
PubMed:
Purification and preliminary characterization of L-asparaginase from Erwinia aroideae NRRL B-138.
PubMed:
Multipin solid-phase synthesis of acyl 2, 3-diaminopropionic acid oligomers.
PubMed:
Determination of D-amino acids, derivatized with 4-fluoro-7-nitro-2,1,3-benzoxadiazole (NBD-F), in wine samples by high-performance liquid chromatography.
PubMed:
Quantification of D-aspartate in normal and Alzheimer brains.
PubMed:
Staphylococcal L-asparaginase: enzyme kinetics.
PubMed:
Purification and properties of an L-asparaginase from Cylindrocarpon obtusisporum MB-10.
PubMed:
Antiproliferative activity of L-asparaginase of Tetrahymena pyriformis on human breast cancer cell lines.
PubMed:
Characterization and partial purification of L-asparaginase from Corynebacterium glutamicum.
PubMed:
Purification and properties of a membrane-bound L-asparaginase of Tetrahymena pyriformis.
PubMed:
Substrate specificity of duckling hepatic and renal D-amino acid oxidase.
PubMed:
[A study on the bactericidal action of aspoxicillin against Escherichia coli].
PubMed:
Age-dependent accumulation of protein residues which can be hydrolyzed to D-aspartic acid in human erythrocytes.
PubMed:
Incorporation of beta-fluoroasparagine into peptides prevents N-linked glycosylation. In vitro studies with synthetic fluoropeptides.
PubMed:
Modified ammonia electrode method to investigate D-asparagine breakdown by Campylobacter strains.
PubMed:
A specific L-asparaginase from Thermus aquaticus.
PubMed:
Antitumor activity of DL-threo-beta-fluoroasparagine against human leukemia cells in culture and L1210 cells in DBA mice.
PubMed:
Use of an ammonia electrode to study bacterial deamination of amino acids with special reference to D-asparagine breakdown by campylobacters.
PubMed:
Asparaginase II of Saccharomyces cerevisiae: positive selection of two mutations that prevent enzyme synthesis.
PubMed:
Conformational comparisons of oxytocin agonists, partial agonists, and antagonists using laser Raman and circular dichroism spectroscopy. Examination of 1-penicillamine and diastereoisomeric analogues.
PubMed:
Structure of bacillomycin D, a new antibiotic of the iturin group.
PubMed:
[Immobilization of Citrobacter L-asparaginase in polyacrylamide gel].
PubMed:
[Synthesis and study of biospecific sorbents for isolating and purifying L-asparaginase from Escherichia coli].
PubMed:
The separation of peptide hormone diastereoisomers by reverse phase high pressure liquid chromatography. Factors affecting separation of oxytocin and its diastereoisomers--structural implications.
PubMed:
Tumor inhibitory and non-tumor inhibitory L-asparaginases from Pseudomonas geniculata.
PubMed:
[Substrate specificity, inhibitors and kinetics of deamidase AG (asparaginase-glutaminase) from Pseudomonas fluorescens AG].
PubMed:
Genetic and physiological relationships between L-asparaginase I and asparaginase II in Saccharomyces cerevisiae.
PubMed:
Purification and characterization of L-asparaginase with anti-lymphoma activity from Vibrio succinogenes.
PubMed:
Utilization of D-asparagine by Saccharomyces cerevisiae.
PubMed:
Purification and properties of L-asparaginase from Mycobacterium phlei.
PubMed:
The properties and large-scale production of L-asparaginase from citrobacter.
PubMed:
[Asparaginase and glutaminase activity in Pseudomonas fluorescens in continuous cultivation].
PubMed:
(A-21-D-asparagine) sheep insulin, a diastereoisomer of the natural hormone.
PubMed:
[Purification of microbial asparaginases by the aid of affinity chromatography].
PubMed:
"Dysgonic" strains of mycobacterium tuberculosis on Ogawa's egg medium isolated as pathogens from patients suffering from lung tuberculosis. II. Growth-inhibitory effects of D-asparagine, D-aspartic acid, Dl-serine, or L-serine against "dysgonic".
PubMed:
Synthesis and pharmacological activity of 4-d-glutamine-oxytocin, 5-d-asparagine-oxytocin, and 4-d-glutamine-5-d-asparagine-oxytocin.
PubMed:
Inhibition of L-asparaginase in extracts of Mycobacterium phlei by D-asparagine.