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D-Glutamine

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Name

D-Glutamine

EINECS 673-968-0
CAS No. 5959-95-5 Density 1.321 g/cm3
PSA 106.41000 LogP 0.06440
Solubility 42.53g/L(temperature not stated) Melting Point 184-185 °C
Formula C5H10N2O3 Boiling Point 445.6 °C at 760 mmHg
Molecular Weight 146.146 Flash Point 223.3 °C
Transport Information N/A Appearance white crystalline powder
Safety 36/37/39-26-27 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 5959-95-5 (D-Glutamine) Hazard Symbols IrritantXi
Synonyms

(2R)-2-amino-4-carbamoylbutanoic acid;H-D-Gln-OH;(2R)-2-azaniumyl-4-carbamoyl-butanoate;D-Glutaminsaeure-5-amid;D-2-Aminoglutaramic acid;(2R)-2,5-diamino-5-oxopentanoic acid;(R)-2,5-diamino-5-oxopentanoic acid;D(-)-Glutamine;D-(+)-Glutamine;

Article Data 23

D-Glutamine Synthetic route

19427-23-7

D-glutamic acid-5-hydrazide

5959-95-5

D-Glutamin

Conditions
ConditionsYield
With ethanol; nickel
42749-49-5

N2-(toluene-4-sulfonyl)-D-glutamine

5959-95-5

D-Glutamin

Conditions
ConditionsYield
With ammonia; sodium
69489-32-3

DL-5-carbamylethylhydantoin

5959-95-5

D-Glutamin

Conditions
ConditionsYield
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h;
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h; pH 8.0; enzymatic reaction;
Conditions
ConditionsYield
With (2R,3R,11R,12R)-(+)-18-crown-6-2,3,11,12-tetracarbonic acid
With R-(3,3'-dibromo-1,1'-binaphthyl)-20-crown-6 coated C18 silica gel column at 25℃; pH=2; Resolution of racemate;
101-41-7

benzeneacetic acid methyl ester

A

5959-95-5

D-Glutamin

B

28047-15-6

α-N-phenylacetyl-L-glutamine

Conditions
ConditionsYield
With sodium hydroxide; E. coli penicillin-G acylase F24A mutant at 25℃; pH=9.0;
6893-26-1

D-Glutamic acid

5959-95-5

D-Glutamin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: HCl
2: H2O; N2H4+H2O
3: Raney nickel; aqueous ethanol
View Scheme
6461-04-7

(R)-2-amino-5-methoxy-5-oxopentanoic acid

5959-95-5

D-Glutamin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2O; N2H4+H2O
2: Raney nickel; aqueous ethanol
View Scheme
882861-84-9

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

5959-95-5

D-Glutamin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water; NH3
2: sodium; liquid NH3
View Scheme
21957-65-3

1-(4'-methylbenzenesulfonyl)-5-oxopyrrolidine-2-carboxylic acid

5959-95-5

D-Glutamin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: brucine
2: water; NH3
3: sodium; liquid NH3
View Scheme
(PPh3)2 PdCl2

(PPh3)2 PdCl2

1-acetamido-3-carbamoylpropene

2-(2-isopropyl-5-methylcyclohexyloxy)ethanol

5959-95-5

D-Glutamin

Conditions
ConditionsYield
With CO In tetrahydrofuran; hydrogenchloride

D-Glutamine Specification

The IUPAC name of D-Glutamine is (2R)-2,5-diamino-5-oxopentanoic acid. With the CAS registry number 5959-95-5, it is also named as Acide 2,5-diamino-5-oxopentanoïque. The product's categories are Pharmacetical; Chiral; Glutamine [Gln, Q]; Amino Acids and Derivatives; alpha-Amino Acids; Amino Acids; Biochemistry; Amino Acids and Derivatives. It is white crystalline powder which is stable under normal temperature and pressure. Additionally, this chemical should be sealed in the container and stored in the cool and dry place. The refrigerating temperature is -15°C.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -1.67; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -4.17; (4)ACD/LogD (pH 7.4): -4.18; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 5; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.524; (13)Molar Refractivity: 33.83 cm3; (14)Molar Volume: 110.5 cm3; (15)Polarizability: 13.41×10-24 cm3; (16)Surface Tension: 64.5 dyne/cm; (17)Enthalpy of Vaporization: 77.13 kJ/mol; (18)Vapour Pressure: 3.5E-09 mmHg at 25°C; (19)Rotatable Bond Count: 4; (20)Tautomer Count: 2; (21)Exact Mass: 146.069142; (22)MonoIsotopic Mass: 146.069142; (23)Topological Polar Surface Area: 106; (24)Heavy Atom Count: 10; (25)Complexity: 146; (26)Defined Atom StereoCenter Count: 1.

Uses of D-Glutamine: It is an amino acid for medical purposes which can be used in treating the stomach, duodenal ulcer and the baby hypophrenia. And it is also used as intermediate of leukemia medicine.

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, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. 

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C(N)CCC(N)C(=O)O
2. InChI:InChI=1/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)

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