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2-Oxoglutarsure

2-Ketoglutaric acid Struktur
328-50-7
CAS-Nr.
328-50-7
Bezeichnung:
2-Oxoglutarsure
Englisch Name:
2-Ketoglutaric acid
Synonyma:
Oxoglutaric acid;α-Ketoglutaric acid;ALPHA-KETOGLUTARIC ACID;2-OXOGLUTARIC ACID;2-OXOPENTANEDIOIC ACID;A-KETOGLUTARIC ACID;α-KG;2-ketoglutarate;KETO-GLU;Oxoglurate
CBNumber:
CB1371815
Summenformel:
C5H6O5
Molgewicht:
146.1
MOL-Datei:
328-50-7.mol

2-Oxoglutarsure Eigenschaften

Schmelzpunkt:
113-115 °C
Siedepunkt:
185.67°C (rough estimate)
Dichte
1.2821 (rough estimate)
Dampfdruck
0.01Pa at 25℃
FEMA 
3891 | 2-OXOPENTANEDIOIC ACID
Brechungsindex
1.3920 (estimate)
storage temp. 
2-8°C
L?slichkeit
H2O: soluble0.1g/mL, clear, colorless
Aggregatzustand
Crystalline Powder
pka
2.47(at 25℃)
Farbe
White to slightly yellow
Geruch (Odor)
Odorless
PH
3.09(1 mM solution);2.36(10 mM solution);1.77(100 mM solution)
Wasserl?slichkeit
Soluble in water, methanol and dimethyl sulfoxide.
Merck 
14,5303
JECFA Number
634
BRN 
1705689
InChIKey
KPGXRSRHYNQIFN-UHFFFAOYSA-N
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
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xi,T
R-S?tze: 37/38-41-36/37/38-23/24/25
S-S?tze: 26-39-45-36/37/39
WGK Germany  3
TSCA  Yes
HS Code  29183000
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H318 Verursacht schwere Augensch?den. Schwere Augensch?digung Kategorie 1 Achtung GHS hazard pictogramssrc="/GHS05.jpg" width="20" height="20" /> P280, P305+P351+P338, P310
Sicherheit
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.

2-Oxoglutarsure Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R37/38:Reizt die Atmungsorgane und die Haut.
R41:Gefahr ernster Augensch?den.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R23/24/25:Giftig beim Einatmen, Verschlucken und Berührung mit der Haut.

S-S?tze 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 m?glich, 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.

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).

l?uterung methode

Crystallise the keto-acid repeatedly from Me2CO/*benzene, EtOAc or ethyl propionate. Dry it in vacuo.[Beilstein 3 IV 1813.]

2-Oxoglutarsure Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


2-Oxoglutarsure Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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328-50-7(2-Oxoglutarsure)Verwandte Suche:


  • 2-KETOGLUTARIC ACID
  • Glutaric acid, alpha keto
  • -Ketoglutaricacid
  • α-Ketoglutaricacid
  • PENTANEDIOIC ACID, 2-OXO-
  • 2-Oxo-1,5-dipentanedioic acid
  • 2-oxo-pentanedioicaci
  • 2-Oxpentanedioicacid
  • GAMMA-KETOGLUTARIC ACID
  • FEMA 3891
  • A-KetoglutaricAcidPuriss
  • KetoglutaricAcid,FreeAcid
  • A-KETOGLUTARIC ACID FREE ACID CELL*CULTU RE TESTED
  • A-KETOGLUTARIC ACID FREE ACID
  • 2-KETOGLUTARIC ACID BIOSYNTH
  • 2-KETOGLUTARIC ACID 99+%
  • 2-KETOGLUTARIC ACID, DISODIUM SALT, DIHYDRATE BIOTECH GRADE 99.5%
  • 2-OXOPENTANDIOICACID
  • 2-KETOGLUTARIC ACID 98.5%
  • 2-Ketoglutaric acid,98%
  • 2-Oxoglutaric acid, 2-Oxopentanedioic acid
  • KETOGLUTARIC ACID, ALPHA (SH)
  • α-Ketoglutaric acid ,99%
  • α-Ketoglutaric acid,2-Oxoglutaric acid, 2-Oxopentanedioic acid
  • 2-Oxoglutaric acid, extra pure
  • 2-Ketoglutaric acid, 98% 100GR
  • 2-Ketoglutaric acid, 98% 25GR
  • α-Ketoglutaric acid(AKG)
  • 2-Ketoglutaric acid SynonyMs 2-Oxoglutaric acid
  • alpha-Ketoglutaric acid >=99.0% (T)
  • α-Ketog
  • Alpha - ketone
  • Α-Oxoglutaric Or Alpha-Ketoglutaric Acid
  • α-Ketoglutaric acid, 99%, reagent grade
  • 2-OxoglutaricAcid>
  • PECTINASN,N-DIMETHYL-P-TOLUIDINEE
  • α-KetogL
  • 2-oxoglutaricaci
  • 2-Ketoglutaric acidr
  • α-Ketoglutaric acid, 99%+
  • a-Ketoglutaric acid puriss,99% 25GM
  • a-Ketoglutaric Acid (High Purity) extrapure AR, 99.5%
  • α-KETOGLUTARIC ACID Extra Pure
  • 3'-cGAMP
  • 2-OXOGLUTARIC ACID
  • 2-OXOPENTANEDIOIC ACID
  • A-KETOGLUTARIC ACID
  • Glutaric acid, 2-oxo-
  • 2-Oxo-1,5-pentanedioic acid
  • ALPHA-KETOGLUTARIC ACID
  • KETO-GLU
  • Oxoglutaric acid
  • β-ketoadipic acid
  • α-KG
  • Oxoglurate
  • 2-ketoglutarate
  • α-Ketoglutaric acid
  • AKG (2-Ketoglutaric acid)
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