EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

dextro-asparagine
D-asparagine

Supplier Sponsors

Name:(2R)-2,4-diamino-4-oxobutanoic acid
CAS Number: 2058-58-4Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:218-163-3
FDA UNII: T6QV1010K6
Nikkaji Web:J9.207J
Beilstein Number:1723526
MDL:MFCD00008036
XlogP3:-3.40 (est)
Molecular Weight:132.11936000
Formula:C4 H8 N2 O3
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
D-Asparagine 98%
Glentham Life Sciences
D-Asparagine
Santa Cruz Biotechnology
For experimental / research use only.
D-Asparagine ≥99%
Sigma-Aldrich: Aldrich
For experimental / research use only.
D-Asparagine 99%
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
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.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :439600
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
(2R)-2,4-diamino-4-oxobutanoic acid
Chemidplus:0002058584
 
References:
 (2R)-2,4-diamino-4-oxobutanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):439600
Pubchem (sid):135058588
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
Golm Metabolome Database:Search
KEGG (GenomeNet):C01905
HMDB (The Human Metabolome Database):HMDB33780
FooDB:FDB011935
YMDB (Yeast Metabolome Database):YMDB00849
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
 antistatic agents
 
Occurrence (nature, food, other):note
 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
 

Articles:

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.
 
Notes:
Asparagine (abbreviated as Asn or N; Asx or B represent either asparagine or aspartic acid) is one of the 20 most common natural amino acids on Earth. It has carboxamide as the side-chain's functional group. It is not an essential amino acid. Its codons are AAU and AAC. (Wikipedia)
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