D(-)-Glutamic acid

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.

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