L-Glutamine, N-methyl- supplier

Name
gamma-glutamylmethylamide
EINECS
CAS No. 3081-62-7
Article Data15
CAS DataBase
Density 1.211 g/cm³
Solubility
Melting Point 202 °C (decomp)
Formula C₆H₁₂N₂O₃
Boiling Point 427.5 °C at 760 mmHg
Molecular Weight 160.173
Flash Point 212.4 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Glutamine,N-methyl- (6CI,7CI);Glutamine, N-methyl-, L- (8CI);L-Glutamyl-g-methylamide;N-Methyl-L-glutamine;γ-L-Glutamylmethylamide;γ-N-Methyl-L-glutamine;γ-N-Methylglutamine;γ-Glutamylmethylamide;
PSA 123.48000
LogP -0.36650

Synthetic route

: Copper(II); (S)-5-oxo-pyrrolidine-2-carboxylate

: 74-89-5
methylamine

: 3081-62-7
N-(γ-glutamyl)methylamine

Conditions

Conditions	Yield
In methanol at 70℃; for 168h;	26%

: 95082-75-0
N2-benzyloxycarbonyl-N5-methyl-L-glutamine

: 3081-62-7
N-(γ-glutamyl)methylamine

Conditions

Conditions	Yield
With palladium Hydrogenation;

: 73270-47-0
L-glutamic acid-5-ethyl ester; hydrochloride

: 74-89-5
methylamine

: 3081-62-7
N-(γ-glutamyl)methylamine

Conditions

Conditions	Yield
With ethanol

: 74-89-5
methylamine

: 98-79-3
L-Pyroglutamic acid

: 3081-62-7
N-(γ-glutamyl)methylamine

: 1499-55-4
L-glutamic acid 5-methyl ester

: 74-89-5
methylamine

: 3081-62-7
N-(γ-glutamyl)methylamine

Conditions

Conditions	Yield
(i) CS2, MeOH, (ii) AcOH; Multistep reaction;

: 593-51-1
methylamine hydrochloride

: 142-47-2
monosodium glutamate

: 3081-62-7
N-(γ-glutamyl)methylamine

Conditions

Conditions	Yield
In water at 30℃; for 0.166667h; γ-glutamylmethylamide synthetase from Methylophaga sp. AA-30, 0.5 M Tris HCl buffer pH 7.5, 2.5 M 2-mercaptoethanol, 0.1 M MnCl2, 0.1 M ATP;
In water at 30℃; for 0.166667h; γ-glutamylmethylamide synthetase from Methylophaga sp. AA-30, 0.5 M Tris HCl buffer pH 7.5, 2.5 M 2-mercaptoethanol, 0.1 M MnCl2, 0.1 M ATP; relative enzyme activity, Km, effect of pH, temperature, metal ions;

: 56-85-9
L-glutamine

: 74-89-5
methylamine

A: 56-86-0
L-glutamic acid

B: 3081-62-7
N-(γ-glutamyl)methylamine

Conditions

Conditions	Yield
With glutaminase from Pseudomonas nitroreducens IFO 12694; imidazole buffer In water at 30℃; for 1h; Product distribution; other reagent, pH dependence;

...Expand

: 56-85-9
L-glutamine

: 74-89-5
methylamine

: 3081-62-7
N-(γ-glutamyl)methylamine

Conditions

Conditions	Yield
With glutaminase from Pseudomonas nitroreducens IFO 12694; imidazole buffer In water at 30℃; relative rate of glutamyl transfer;
With recombinant Pseudomonas nitroreducens IFO12694 γ-glutamyltranspeptidase at 30℃; for 0.333333h; pH=10.5; aq. buffer; Enzymatic reaction;

: 70-18-8
GLUTATHIONE

: 74-89-5
methylamine

: 3081-62-7
N-(γ-glutamyl)methylamine

Conditions

Conditions	Yield
With glutaminase from Pseudomonas nitroreducens IFO 12694; imidazole buffer In water at 30℃; relative rate of glutamyl transfer;

: 74-89-5
methylamine

(S)-5-oxo-pyrrolidine-carboxylic acid-(2): (S)-5-oxo-pyrrolidine-carboxylic acid-(2)

: 3081-62-7
N-(γ-glutamyl)methylamine

Conditions

Conditions	Yield
With water at 37℃;

: 142-47-2
monosodium L-glutamate

: 74-89-5
methylamine

: 3081-62-7
N-(γ-glutamyl)methylamine

Conditions

Conditions	Yield
With imidazole buffer; Pseudomonas taetrolens Y-30 glutamine synthetase EC 6.3.1.2; magnesium chloride; ATP at 30℃; pH=8.5; Enzyme kinetics; Further Variations:; pH-values; Reagents;

: 593-51-1
methylamine hydrochloride

: 142-47-2
monosodium L-glutamate

: 3081-62-7
N-(γ-glutamyl)methylamine

Conditions

Conditions	Yield
With 1H-imidazole; ATP; magnesium chloride; Methylovorus mays No. 9 theanine-forming enzyme In water at 30℃; pH=7.75; Enzyme kinetics;

: 142-47-2
monosodium glutamate

: 74-89-5
methylamine

: 3081-62-7
N-(γ-glutamyl)methylamine

Conditions

Conditions	Yield
With recombinant (His)6-tagged Escherichia coli K12 W3110 γ-glutamylcysteine synthetase; magnesium sulfate; ATP In water at 37℃; for 1h; pH=8.5; aq. buffer; Enzymatic reaction;

: 10148-81-9
γ-L-glutamyl-L-glutamine

: 3081-62-7
N-(γ-glutamyl)methylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: recombinant Pseudomonas nitroreducens IFO12694 γ-glutamyltranspeptidase / 0.03 h / 30 °C / pH 10.5 / aq. buffer; Enzymatic reaction 2: recombinant Pseudomonas nitroreducens IFO12694 γ-glutamyltranspeptidase / 0.33 h / 30 °C / pH 10.5 / aq. buffer; Enzymatic reaction View Scheme

: tasiamide F

A: 3081-62-7
N-(γ-glutamyl)methylamine

B: 30925-14-5
(R)-(-)-α-methylamino phenylacetic acid

C: 147-85-3
L-proline

Conditions

Conditions	Yield
With hydrogenchloride In water at 110℃; for 24h;

...Expand

: 3081-62-7
N-(γ-glutamyl)methylamine

: 7646-85-7
zinc(II) chloride

: [(L-γ-glutamyl-methylamide(-1H))2Zn]*0.8H2O

Conditions

Conditions	Yield
With lithium hydroxide In methanol ligand was reacted with LiOH; soln. of ZnCl2 in methanol was added at room temp.; washed (methanol); elem. anal.;	63%

: 3081-62-7
N-(γ-glutamyl)methylamine

: 26366-65-4
2-oxo-glutaric acid-5-methylamide

Conditions

Conditions	Yield
With enzyme from the toxin of crotalus adamanteus; catalase

: 3081-62-7
N-(γ-glutamyl)methylamine

A: 56-86-0
L-glutamic acid

B: 74-89-5
methylamine

Conditions

Conditions	Yield
With recombinant Pseudomonas nitroreducens IFO12694 γ-glutamyltranspeptidase at 30℃; for 0.0333333h; pH=10.5; aq. buffer; Enzymatic reaction;

L-Glutamine, N-methyl- Specification

The L-Glutamine, N-methyl-, with the CAS registry number 3081-62-7, is also known as γ-N-Methyl-L-glutamine. This chemical's molecular formula is C₆H₁₂N₂O₃ and molecular weight is 160.17. What's more, its systematic name is N-methyl-L-glutamine.

Physical properties of L-Glutamine, N-methyl- are: (1)ACD/LogP: -1.44; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.94; (4)ACD/LogD (pH 7.4): -3.94; (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: 4; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 49.85 Å²; (13)Index of Refraction: 1.494; (14)Molar Refractivity: 38.52 cm³; (15)Molar Volume: 132.1 cm³; (16)Polarizability: 15.27×10^-24cm³; (17)Surface Tension: 50.3 dyne/cm; (18)Density: 1.211 g/cm³; (19)Flash Point: 212.4 °C; (20)Enthalpy of Vaporization: 74.85 kJ/mol; (21)Boiling Point: 427.5 °C at 760 mmHg; (22)Vapour Pressure: 1.66E-08 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(N)CC[C@H](NC)C(=O)O
(2)Std. InChI: InChI=1S/C6H12N2O3/c1-8-4(6(10)11)2-3-5(7)9/h4,8H,2-3H2,1H3,(H2,7,9)(H,10,11)/t4-/m0/s1
(3)Std. InChIKey: KSZFSNZOGAXEGH-BYPYZUCNSA-N

Product Name

gamma-glutamylmethylamide

Synthetic route

L-Glutamine, N-methyl- Specification

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