dextro-asparagine

D-asparagine

CAS: 2058-58-4 C4 H8 N2 O3 MW: 132.11936000

Identification

Namedextro-asparagine
IUPAC(2R)-2,4-diamino-4-oxobutanoic acid
CAS Number2058-58-4
EINECS218-163-3
FDA UNIIT6QV1010K6
Molecular FormulaC4 H8 N2 O3
Molecular Weight132.11936000
MDL NumberMFCD00008036
Nikkaji NumberJ9.207J
Beilstein1723526
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 SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for dextro-asparagine usage levels up tonot for fragrance use.
Recommendation for dextro-asparagine flavor usage levels up tonot for flavor use.

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Potential Uses

antistatic agents

Natural Occurrence

found in nature

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.