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6899-03-2 molecular structure
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(2S)-2-aminobutanedioic acid

ChemBase ID: 14
Molecular Formular: C4H7NO4
Molecular Mass: 133.10268
Monoisotopic Mass: 133.03750771
SMILES and InChIs

SMILES:
OC(=O)[C@@H](N)CC(=O)O
Canonical SMILES:
OC(=O)C[C@@H](C(=O)O)N
InChI:
InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m0/s1
InChIKey:
CKLJMWTZIZZHCS-REOHCLBHSA-N

Cite this record

CBID:14 http://www.chembase.cn/molecule-14.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S)-2-aminobutanedioic acid
IUPAC Traditional name
L-aspartic acid
Brand Name
Aspatofort
Synonyms
(+)-Aspartic acid
(2S)-Aspartic acid
(L)-Aspartic acid
(S)-Aminobutanedioic acid
(S)-Aspartic acid
Acide aspartique [INN-French]
Acido aspartico [INN-Spanish]
Acidum asparticum
Aminosuccinic acid
Asparagic acid
Asparaginic acid
Asparaginsaeure [German]
Aspartate
Aspartic acid
H-Asp-OH
L-(+)-Aspartic acid
L-2-Aminobutanedioic acid
L-Aminosuccinic acid
L-Asparagic acid
L-Asparaginic acid
L-Asparaginsaeure
L-Asparaginsyra
L-Aspartinsaeure
L-Aspartic Acid
ASPARTIC ACID, USP GRADE
L-Aspartic acid
(S)-(+)-Aminosuccinic acid
(S)-2-Aminosuccinic acid
(S)-(+)-氨基琥珀酸
(S)-氨基丁二酸
天冬氨酸
L-天冬氨酸
L-天门冬氨酸
CAS Number
6899-03-2
56-84-8
EC Number
200-291-6
MDL Number
MFCD00002616
Beilstein Number
1723530
Merck Index
14840
PubChem SID
24890873
46507997
160963477
24277948
24891191
24890976
24891385
24847046
PubChem CID
5960
FEMA ID
3656
Flavis Number
17.005

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 1.7025436  H Acceptors
H Donor LogD (pH = 5.5) -4.018386 
LogD (pH = 7.4) -5.749634  Log P -3.5037527 
Molar Refractivity 26.5327 cm3 Polarizability 10.896484 Å3
Polar Surface Area 100.62 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P -3.52  LOG S 0.03 
Solubility (Water) 1.42e+02 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
0.5 M HCl: soluble50 mg/mL (with heat) expand Show data source
1 M HCl: soluble0.5 M at 20 °C, clear, colorless expand Show data source
1 M HCl: soluble100 mg/mL expand Show data source
1 M HCl: soluble50 mg/mL expand Show data source
1 M NaOH: soluble50 mg/mL expand Show data source
4.5 g/l expand Show data source
H2O: soluble5 mg/mL expand Show data source
Apperance
powder expand Show data source
Powder expand Show data source
Melting Point
>300 °C (dec.)(lit.) expand Show data source
>300°C dec. expand Show data source
270-271 expand Show data source
270-271°C expand Show data source
Density
1.66 expand Show data source
Optical Rotation
[α]/D 24.0 to 26.0°, c = 8 in hydrochloric acid (6 N HCl) expand Show data source
[α]20/D +24.7±1°, c = 5% in 5 M HCl expand Show data source
[α]20/D +25°, c = 8 in 5 M HCl expand Show data source
+25 (c=2 in 5N HCl) expand Show data source
Absorption Wavelength
λ: 260 nm Amax: 0.20 expand Show data source
λ: 280 nm Amax: 0.10 expand Show data source
Hydrophobicity(logP)
-3.7 expand Show data source
Storage Condition
Room Temperature (15-30°C) expand Show data source
Storage Warning
IRRITANT expand Show data source
RTECS
CI9098500 expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
1 expand Show data source
Risk Statements
36 expand Show data source
Safety Statements
26 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H319 expand Show data source
GHS Precautionary statements
P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Storage Temperature
20-25°C expand Show data source
Gene Information
human ... CA1(759), CA2(760)rat ... Grin2a(24409) expand Show data source
Purity
≥99% expand Show data source
≥98% expand Show data source
≥98% (TLC) expand Show data source
≥98.5% expand Show data source
≥99% (TLC) expand Show data source
≥99.0% expand Show data source
≥99.0% (T) expand Show data source
≥99.5% (T) expand Show data source
98% expand Show data source
98.5-101.0% expand Show data source
98+% expand Show data source
99%, low metals content expand Show data source
Grade
certified reference material expand Show data source
EP expand Show data source
Ph Eur expand Show data source
PharmaGrade expand Show data source
reagent grade expand Show data source
SAJ special grade expand Show data source
TraceCERT® expand Show data source
USP expand Show data source
Optical Purity
ee: 98% (GLC) expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Download expand Show data source
Suitability
meets EP, USP testing specifications expand Show data source
suitable for cell culture expand Show data source
suitable for insect cell culture expand Show data source
suitable for manufacturing use expand Show data source
Ignition Residue
≤0.05% (as SO4) expand Show data source
≤0.1% expand Show data source
≤0.1% (as SO4) expand Show data source
Impurities
≤0.0005% Phosphorus (P) expand Show data source
≤0.1% Insoluble matter expand Show data source
≤0.3% foreign amino acids expand Show data source
endotoxin, tested expand Show data source
insoluble matter, passes filter test expand Show data source
Cation Traces
Al: ≤0.0005% expand Show data source
Al: ≤5 mg/kg expand Show data source
As: ≤0.1 mg/kg expand Show data source
Ba: ≤5 mg/kg expand Show data source
Bi: ≤5 mg/kg expand Show data source
Ca: ≤0.001% expand Show data source
Ca: ≤10 mg/kg expand Show data source
Cd: ≤5 mg/kg expand Show data source
Co: ≤5 mg/kg expand Show data source
Cr: ≤5 mg/kg expand Show data source
Cu: ≤0.0005% expand Show data source
Cu: ≤5 mg/kg expand Show data source
Fe: ≤0.0005% expand Show data source
Fe: ≤5 mg/kg expand Show data source
K: ≤0.005% expand Show data source
K: ≤50 mg/kg expand Show data source
Li: ≤5 mg/kg expand Show data source
Mg: ≤0.0005% expand Show data source
Mg: ≤5 mg/kg expand Show data source
Mn: ≤5 mg/kg expand Show data source
Mo: ≤5 mg/kg expand Show data source
Na: ≤0.005% expand Show data source
Na: ≤100 mg/kg expand Show data source
Na: ≤500 mg/kg expand Show data source
NH4+: ≤0.05% expand Show data source
NH4+: ≤200 mg/kg expand Show data source
NH4+: ≤500 mg/kg expand Show data source
Ni: ≤5 mg/kg expand Show data source
Pb: ≤0.001% expand Show data source
Pb: ≤5 mg/kg expand Show data source
Sr: ≤5 mg/kg expand Show data source
Zn: ≤0.0005% expand Show data source
Zn: ≤5 mg/kg expand Show data source
Antion Traces
chloride (Cl-): ≤0.05% expand Show data source
chloride (Cl-): ≤50 mg/kg expand Show data source
sulfate (SO42-): ≤0.05% expand Show data source
sulfate (SO42-): ≤150 mg/kg expand Show data source
sulfate (SO42-): ≤300 mg/kg expand Show data source
Biological Source
from non-animal source expand Show data source
Loss on Drying
≤0.1% loss on drying, 110 °C expand Show data source
Quality Level
GMP-COMPENDIA expand Show data source
PREMIUM expand Show data source
λ
0.5 M in 1 M HCl expand Show data source
Pharmacopeia
testing & handling conforms to Pharmacopeia expand Show data source
Product Line
BioReagent expand Show data source
BioUltra expand Show data source
BioXtra expand Show data source
Linear Formula
HO2CCH2CH(NH2)CO2H expand Show data source

DETAILS

DETAILS

DrugBank DrugBank Sigma Aldrich Sigma Aldrich MP Biomedicals MP Biomedicals
DrugBank - DB00128 external link
Item Information
Drug Groups approved; nutraceutical
Description One of the non-essential amino acids commonly occurring in the L-form. It is found in animals and plants, especially in sugar cane and sugar beets. It may be a neurotransmitter. [PubChem]
Indication There is no support for the claim that aspartates are exercise performance enhancers, i.e. ergogenic aids.
Pharmacology L-aspartate is considered a non-essential amino acid, meaning that, under normal physiological conditions, sufficient amounts of the amino acid are synthesized in the body to meet the body's requirements. L-aspartate is formed by the transamination of the Krebs cycle intermediate oxaloacetate. The amino acid serves as a precursor for synthesis of proteins, oligopeptides, purines, pyrimidines, nucleic acids and L-arginine. L-aspartate is a glycogenic amino acid, and it can also promote energy production via its metabolism in the Krebs cycle. These latter activities were the rationale for the claim that supplemental aspartate has an anti-fatigue effect on skeletal muscle, a claim that was never confirmed.
Toxicity Mild gastrointestinal side effects including diarrhea. LD50 (rat) > 5,000 mg/kg.
Affected Organisms
Humans and other mammals
Absorption Absorbed from the small intestine by an active transport process
External Links
Wikipedia
PDRhealth
Sigma Aldrich - A9256 external link
Biochem/physiol Actions
Principal neurotransmitter for fast synaptic excitation.
Sigma Aldrich - A93100 external link
Biochem/physiol Actions
Principal neurotransmitter for fast synaptic excitation.
Packaging
100, 500 g in poly bottle
2 kg in poly bottle
2.5 g in glass bottle
Sigma Aldrich - W365601 external link
Biochem/physiol Actions
Principal neurotransmitter for fast synaptic excitation.
Packaging
1 sample in glass bottle
1, 5 kg in poly bottle
Sigma Aldrich - 11189 external link
Biochem/physiol Actions
Principal neurotransmitter for fast synaptic excitation.
Sigma Aldrich - 11190 external link
Biochem/physiol Actions
Principal neurotransmitter for fast synaptic excitation.
L-Aspartic acid is a negatively charged carboxyl side-chain containing α amino acid. Aspartic acid is involved in nitrogen metabolism via its inter-conversion to oxaloacetate (OAA). As one of the 22 proteinogenic amino acids L-Asp is incorporated into proteins by translation processes in vitro. L-Aspartic acid is a non-essential amino acid added to cell culture media. L-aspartate supports polyamine biosynthesis.
Sigma Aldrich - 01-6810 external link
Biochem/physiol Actions
Principal neurotransmitter for fast synaptic excitation.
Sigma Aldrich - A4534 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
Principal neurotransmitter for fast synaptic excitation.
Sigma Aldrich - 77737 external link
Biochem/physiol Actions
Principal neurotransmitter for fast synaptic excitation.
Sigma Aldrich - A5474 external link
Biochem/physiol Actions
Principal neurotransmitter for fast synaptic excitation.
Packaging
Manufactured and Packaged under cGMP.
Sigma Aldrich - A8949 external link
Biochem/physiol Actions
Principal neurotransmitter for fast synaptic excitation.
L-Aspartic acid is a natural proteinogenic amino acid that may be used in the formulation of cell culture media and in protein and polypeptide synthesis systems and procedures. L-Aspartic acid, an NMDA receptor agonist and non-specific glutamate receptor agonist, is used to differentiate and study the mechanisms of NMDA receptors.
Packaging
10 mg in autosmp vl
Sigma Aldrich - A7219 external link
Biochem/physiol Actions
Principal neurotransmitter for fast synaptic excitation.
Sigma Aldrich - 51572 external link
Analysis Note
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34. This CRM is traceable to NIST SRM.
Biochem/physiol Actions
Principal neurotransmitter for fast synaptic excitation.
General description
Certified content by quantitative NMR incl. uncertainty and expiry are given in the certificate.Download your certificate at: http://www.sigma-aldrich.com.
Legal Information
TraceCERT is a registered trademark of Sigma-Aldrich Co. LLC
MP Biomedicals - 02194633 external link
Cell Culture Reagent
Crystalline
Purity: 99+%
MP Biomedicals - 02100809 external link
Crystalline
Purity: >99%

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Readily forms ?-lactam derivatives whichare valuable intermediates for the synthesis of a variety of products, including thienamycin: J. Am. Chem. Soc., 102, 6163 (1980); Tetrahedron Lett., 23, 2293 (1982).
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PATENTS

PATENTS

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INTERNET

INTERNET

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