2-Oxoglutarsure

Bezeichnung:2-Oxoglutarsure

CAS-Nr328-50-7

Englisch Name:2-Ketoglutaric acid

CBNumberCB1371815

SummenformelC5H6O5

Molgewicht146.1

MOL-Datei328-50-7.mol

Synonyma

2-Oxoglutarsure

2-Oxoglutarsure physikalisch-chemischer Eigenschaften

Schmelzpunkt	113-115 °C
Siedepunkt	185.67°C (rough estimate)
chüttdichte	800kg/m3
Dichte	1.2821 (rough estimate)
Dampfdruck	0.01Pa at 25℃
Brechungsindex	1.3920 (estimate)
FEMA	3891 \| 2-OXOPENTANEDIOIC ACID
storage temp.	2-8°C
Löslichkeit	H2O: soluble0.1g/mL, clear, colorless
pka	2.47(at 25℃)
Aggregatzustand	Crystalline Powder
Farbe	White to slightly yellow
Geruch (Odor)	Odorless
PH	3.09(1 mM solution);2.36(10 mM solution);1.77(100 mM solution)
Wasserlöslichkeit	Soluble in water, methanol and dimethyl sulfoxide.
Merck	14,5303
JECFA Number	634
BRN	1705689
Henry's Law Constant	9.9×10⁶ mol/(m³Pa) at 25℃, Saxena and Hildemann (1996)
Kosmetik-Inhaltsstoffe Funktionen	DEODORANT
InChI	1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10)
InChIKey	KPGXRSRHYNQIFN-UHFFFAOYSA-N
SMILES	OC(=O)CCC(=O)C(O)=O
LogP	-2.08 at 25℃
CAS Datenbank	328-50-7(CAS DataBase Reference)
NIST chemische Informationen	2-Oxopentanedioic acid(328-50-7)
EPA chemische Informationen	Pentanedioic acid, 2-oxo- (328-50-7)

Sicherheit

Kennzeichnung gefährlicher	Xi,T
R-Sätze:	37/38-41-36/37/38-23/24/25
S-Sätze:	26-39-45-36/37/39
WGK Germany	3
TSCA	TSCA listed
HS Code	29183000
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Eye Dam. 1

Gefahreninformationscode (GHS)

2-Ketoglutaric acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R37/38:Reizt die Atmungsorgane und die Haut.
R41:Gefahr ernster Augenschäden.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R23/24/25:Giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S39:Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Beschreibung
2-Ketoglutaric acid also known as α-Ketoglutaric acid (AKG) is a chemical found in the body. It is a ketone derivative of the organic compound glutaric acid. It is important for the proper metabolism of all essential amino acids and the transfer of cellular energy in the citric acid or Krebs cycle. In combination with L-glutamate, AKG can reduce levels of ammonia formed in the brain, muscles, and kidneys, as well as help balance the body’s nitrogen chemistry and prevent nitrogen excess in body tissues and fluids.
α-Ketoglutaric acid is used for kidney disease; intestinal and stomach disorders, including bacterial infections; liver problems; cataracts; and recurring yeast infections. It is also used for improving the way kidney patients receiving hemodialysis treatments process protein.
Chemische Eigenschaften
2-Ketoglutaric acid is a white to yellowish crystalline powder. It is easily soluble in water, alcohol, and extremely insoluble in ether. It becomes light gray-yellow when stored for a long time, and is easy to deliquescence.
Verwenden
2-Ketoglutaric acid has a wide range of applications in the animal feed, food, pharmaceutical and fine chemistry industries. It is used as an intermediate in the kreb's cycle catalyzed by glutamate dehydrogenase enzyme on glutamate. It is also used in dietary supplements to improve protein synthesis.
synthetische
Synthesis of α-ketoglutaric acid: 225 g of triethyl nitrilotricarboxylate and 600 ml of concentrated hydrochloric acid were mixed and left to pass through. It was concentrated by distillation to 140°C, and the residue was crystallized by cooling to obtain 110-112 g of α-ketoglutaric acid with a yield of 92-93%.
Definition
ChEBI: 2-oxoglutaric acid is an oxo dicarboxylic acid that consists of glutaric acid bearing an oxo substituent at position 2. It is an intermediate metabolite in Krebs cycle. It has a role as a fundamental metabolite. It derives from a glutaric acid. It is a conjugate acid of a 2-oxoglutarate(1-).
Application
2-Ketoglutaric acid is a derivative of glutaric acid. It plays an important role in the metabolism of microbial cells and It acts as precursor for the synthesis of amino acids and nucleotides. α-ketoglutaric acid along with L-arginine can undergo reduction with sodium cyanoborohydride to form the diastereomers, nopaline and isonopaline. α-ketoglutaric acid can be prepared in 1:1 and 2:1 L-arginine alpha-ketoglutarate for sports nutrition. mainly as an ingredient in sports nutrition drinks.
Allgemeine Beschreibung
2-Ketoglutaric acid is a 2-oxocarboxylic acid (2-OCA), one of the important intermediates in the Krebs cycle, after isocitrate and before succinyl CoA. It is an important nitrogen transporter and is transaminate along with glutamine to form glutamate. It can be used to differentiate microorganisms based on metabolic properties. It also possesses metabolic properties, decreasing the level of hydrogen peroxide in cell culture.
Flammability and Explosibility
Not classified
Biotechnological Applications
a-Ketoglutaric acid is an intermediate of the tricarboxylic acid cycle and the main compound of amino acid and protein metabolism. This organic acid could be used as building-block chemical for the chemical synthesis of heterocycles, dietary supplement, component of infusion solutions, and wound healing compounds (Otto et al. 2013).
läuterung methode
Crystallise the keto-acid repeatedly from Me2CO/*benzene, EtOAc or ethyl propionate. Dry it in vacuo.[Beilstein 3 IV 1813.]

2-Ketoglutaric acid Upstream-Materialien And Downstream Produkte

2-Oxoglutarsure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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