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D(-)-Glutamic acid

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Name

D(-)-Glutamic acid

EINECS 230-000-8
CAS No. 6893-26-1 Density 1.409 g/cm3
PSA 100.62000 LogP -0.03660
Solubility 7 g/L (20 °C) in water Melting Point 200-202 °C
Formula C5H9NO4 Boiling Point 333.8 °C at 760 mmHg
Molecular Weight 147.131 Flash Point 155.7 °C
Transport Information N/A Appearance white crystalline powder
Safety 24/25-36-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 6893-26-1 (D(-)-Glutamic acid) Hazard Symbols IrritantXi
Synonyms

H-D-Glu-OH;H-DL-Glu-OH;D-Glutaminsaeure;(R)-2-Amino-pentanedioic acid;(2R)-2-azaniumylpentanedioate;Glutamic acid, D-;2-aminopentanedioic acid;D-2-Aminoglutaric acid;D-2-Aminopentanedioic acid;(R)-2-aminopentanedioic acid;(2R)-2-aminopentanedioic acid;D-GLT;D-Glutamate;

Article Data 95

D(-)-Glutamic acid Synthetic route

617-65-2

Glutamic acid

6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
durch Einw. von gaerender Hefe;
durch Einw. von Penicillium purpurogenum;
Einw. von Penicillium glaucum;
5817-08-3

Acetyl-D,L-glutaminsaeure

6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
Enzymatische Herstellung;
6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
Enzymatische Herstellung;
1155-62-0, 5619-01-2, 63648-73-7

N-benzyloxycarbonyl-DL-glutamic acid

6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
With sodium hydroxide; aniline; papain Hydrogenolyse der dabei unveraendert zurueckbleibenden N-Carbobenzoxy-D-glutaminsaeure an Palladium in Methanol;
Enzymatische Herstellung;
882861-84-9

5-oxo-1-(toluene-4-sulfonyl)-D-proline

6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
With sodium hydroxide anschliessend mit Natrium und NH3;
With hydrogen bromide anschliessend mit Natrium und NH3;
617-65-2

Glutamic acid

A

6893-26-1

D-Glutamic acid

B

56-86-0

L-glutamic acid

56-86-0

L-glutamic acid

6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
In water at 140℃; Rate constant; pH 8.0;
With L-amino acid deaminase from Proteus mirabilis; Burkholderia stabilis formate dehydrogenase; meso-diaminopimelate dehydrogenase from Symbiobacterium thermophilum mutant H227V; sodium formate; ammonium chloride; NADPH In aq. phosphate buffer at 45℃; pH=9; Enzymatic reaction;
617-61-8

D-glutamic acid hydrochloride

6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
With methyloxirane In ethanol for 0.5h; Heating; Yield given;
69489-41-4

(R)-2-amino-4-cyanobutanoic acid

6893-26-1

D-Glutamic acid

Conditions
ConditionsYield
With hydrogenchloride at 95℃;
34404-28-9

N-[(1,1-dimethylethoxy)carbonyl]-D-glutamic acid

A

6893-26-1

D-Glutamic acid

B

56-86-0

L-glutamic acid

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane for 1h; Ambient temperature; Yield given. Yields of byproduct given;

D(-)-Glutamic acid History

The substance was discovered and identified in the year 1866, by the German chemist Karl Heinrich Leopold Ritthausen. In 1907 Japanese researcher Kikunae Ikeda of the Tokyo Imperial University identified brown crystals left behind after the evaporation of a large amount of kombu broth as glutamic acid. These crystals, when tasted, reproduced the ineffable but undeniable flavor he detected in many foods, most especially in seaweed. Professor Ikeda termed this flavor umami. He then patented a method of mass-producing a crystalline salt of glutamic acid, monosodium glutamate.

D(-)-Glutamic acid Specification

The IUPAC name of D-Glutamic acid is (2R)-2-aminopentanedioic acid. With the CAS registry number 6893-26-1, it is also named as D-2-Aminopentanedioic acid. The product's categories are Amino Acids Series; Glutamic Acid [Glu, E]; Amino Acids and Derivatives; alpha-Amino Acids; Amino Acids; Biochemistry; for Resolution of Bases; Optical Resolution; Synthetic Organic Chemistry; Nutritional Supplements; Amino Acids; Glutamate Receptor. Besides, it is white crystalline powder, which should be stored at room temperature. In addition, its molecular formula is C5H9NO4 and molecular weight is 147.13.

The other characteristics of this product can be summarized as: (1)EINECS: 230-000-8; (2)ACD/LogP: -1.44; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -4.7; (5)ACD/LogD (pH 7.4): -4.93; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 1; (9)ACD/KOC (pH 7.4): 1; (10)#H bond acceptors: 5; (11)#H bond donors: 4; (12)#Freely Rotating Bonds: 5; (13)Index of Refraction: 1.522; (14)Molar Refractivity: 31.83 cm3; (15)Molar Volume: 104.3 cm3; (16)Density: 1.409 g/cm3; (17)Flash Point: 155.7 °C; (18)Melting point: 200-202 °C; (19)alpha: -31.3 °(c=10, 2 N HCl); (20)Water solubility: 7 g/L (20 °C); (21)Enthalpy of Vaporization: 63.39 kJ/mol; (22)Boiling Point: 333.8 °C at 760 mmHg; (23)Vapour Pressure: 2.55E-05 mmHg at 25 °C.

Preparation of D-Glutamic acid: frist of all, please use acylase to treat Acetyl-DL-glutamic acid. And then you would obtain this chemical after refining and drying.

Uses of D-Glutamic acid: this chemical is used as amino acids medicine. It can also used for biochemical studies. Additionally, it can react with phenylmethanol to get D-glutamic acid-5-benzyl ester.



This reaction needs H2SO4. The yield is 58.9 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing to avoid contact with skin and eyes.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=C(O)CC[C@@H](N)C(=O)O
(2)InChI: InChI=1/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m1/s1
(3)InChIKey: WHUUTDBJXJRKMK-GSVOUGTGBI

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