D-Glutamine supplier | CasNO.5959-95-5

Name
D-Glutamine
EINECS 673-968-0
CAS No. 5959-95-5
Article Data23
CAS DataBase
Density 1.321 g/cm³
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
Appearance white crystalline powder
Safety 36/37/39-26-27
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
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;
PSA 106.41000
LogP 0.06440

Synthetic route

: 19427-23-7
D-glutamic acid-5-hydrazide

: 5959-95-5
D-Glutamin

Conditions

Conditions	Yield
With ethanol; nickel

: 42749-49-5
N2-(toluene-4-sulfonyl)-D-glutamine

: 5959-95-5
D-Glutamin

Conditions

Conditions	Yield
With ammonia; sodium

: 69489-32-3
DL-5-carbamylethylhydantoin

: 5959-95-5
D-Glutamin

Conditions

Conditions	Yield
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;

: 56-85-9, 585-21-7, 5959-95-5, 6899-04-3
GLUTAMINE

A: 5959-95-5
D-Glutamin

B: 56-85-9
L-glutamine

Conditions

Conditions	Yield
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;

: 56-85-9, 585-21-7, 5959-95-5, 6899-04-3
GLUTAMINE

: 101-41-7
benzeneacetic acid methyl ester

A: 5959-95-5
D-Glutamin

B: 28047-15-6
α-N-phenylacetyl-L-glutamine

Conditions

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

...Expand

: 6893-26-1
D-Glutamic acid

: 5959-95-5
D-Glutamin

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With CO In tetrahydrofuran; hydrogenchloride

...Expand

: 1-acetamido-3-carbamoylpropene

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

: 5959-95-5
D-Glutamin

Conditions

Conditions	Yield
With CO; (PPh3)2PdCl2 In tetrahydrofuran; hydrogenchloride

: 1422729-34-7
jagaricin

A: 24830-94-2
D-allo-threonine

B: 28954-12-3
(2S,3S)-2-amino-3-hydroxybutanoic acid

C: 72-19-5
L-threonine

D: 5959-95-5
D-Glutamin

E: 28715-21-1
(R)-3-hydroxytetradecanoic acid

F: 20748-08-7
dehydrobutyrine

G: 556-02-5
tyrosine

H: 56-40-6
glycine

I: 71-00-1
L-histidine

Conditions

Conditions	Yield
With hydrogenchloride; phenol In water at 105℃; Reagent/catalyst;

...Expand

: 56-85-9, 585-21-7, 5959-95-5, 6899-04-3
GLUTAMINE

: 5959-95-5
D-Glutamin

Conditions

Conditions	Yield
With fatty acid photodecarboxylase from Chlorella variabilis NC64A/G462Y mutant In aq. phosphate buffer; dimethyl sulfoxide at 20℃; for 12h; pH=8.5; Catalytic behavior; Reagent/catalyst; Irradiation; Resolution of racemate; Enzymatic reaction; enantioselective reaction;	n/a

: 5959-95-5
D-Glutamin

: (R)-N-(2-benzoyl-4-chlorophenyl)-2-[3,5-dihydro-4H-dinaphtho[2,1-c:1',2'-e]azepine-4-yl]acetamide

: 6018-89-9
nickel(II) acetate tetrahydrate

: C42H33ClN4NiO4

Conditions

Conditions	Yield
With potassium carbonate In methanol at 60 - 70℃; for 3h; diastereoselective reaction;	93%

...Expand

: 5959-95-5
D-Glutamin

: 53406-00-1
3-carbamoyl-1-(2,4-dinitrophenyl)pyridinium chloride

: C11H14N3O4(1+)

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 48h;	88.2%

: 5959-95-5
D-Glutamin

: 24424-99-5
di-tert-butyl dicarbonate

: 61348-28-5
(2R)-5-amino-2-(tert-butoxycarbonylamino)-5-oxo-pentanoic acid

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane; water at 0℃; for 1h;	86%

: 5959-95-5
D-Glutamin

: 100-39-0
benzyl bromide

: (R)-(+)-N,N-dibenzylglutamine benzyl ester

Conditions

Conditions	Yield
With potassium carbonate In water at 20℃; for 240h; benzylation;	46%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 0.833333h;

: 5959-95-5
D-Glutamin

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 2C5H6NO3(1-)*2Ba(2+)*CHO2(1-)*NO3(1-)

Conditions

Conditions	Yield
With barium(II) nitrate In water at 100℃; for 72h;	0.78%

: 7148-74-5, 22592-73-0, 71425-59-7, 52152-04-2
(R)-2-bromopropionyl chloride

: 5959-95-5
D-Glutamin

: N2-(2-bromo-propionyl)-glutamine

Conditions

Conditions	Yield
With alkali ;

: 28659-88-3, 59960-79-1, 104420-63-5
(R)-2-Bromo-4-methyl-pentanoyl chloride

: 5959-95-5
D-Glutamin

: N2-(2-bromo-4-methyl-valeryl)-glutamine

Conditions

Conditions	Yield
With alkali ;

: 5959-95-5
D-Glutamin

: 79-04-9
chloroacetyl chloride

: 13139-62-3
N2-chloroacetyl-glutamine

Conditions

Conditions	Yield
With sodium hydroxide; diethyl ether chloroacetyl-d-glutamine;

: 5959-95-5
D-Glutamin

: 103-80-0
phenylacetyl chloride

: 28047-15-6
α-N-phenylacetyl-L-glutamine

Conditions

Conditions	Yield
With sodium hydrogencarbonate

: 5959-95-5
D-Glutamin

: 75090-28-7
telocinobufagin 3-hemisuberate p-nitrophenyl ester

: 75104-51-7
telocinobufagin 3-suberoyl-D-glutamine ester

Conditions

Conditions	Yield
In pyridine; water for 5h; Ambient temperature;	2 mg

: 5959-95-5
D-Glutamin

: 71156-90-6
marinobufagin 3-hemisuberate p-nitrophenyl ester

: 71156-91-7
marinobufagin 3-suberoyl-D-glutamine ester

Conditions

Conditions	Yield
In pyridine; water for 1h; Ambient temperature;	10 mg

: 5959-95-5
D-Glutamin

: 3401-36-3
(N-benzyloxycarbonyl)-L-alanine N-hydroxysuccinimide ester

: 74842-54-9
Cbz-L-Ala-D-Gln

Conditions

Conditions	Yield
With triethylamine; 1-amino-3-(dimethylamino)propane 1.) THF, H2O, 4 deg C, 24 h, 2.) THF, H2O, 1 h; Yield given. Multistep reaction;

: 5959-95-5
D-Glutamin

: 34897-67-1
γ-OSu-N-Z-L-Glu-OBzl

: benzyloxycarbonyl-α-benzyl-γ-L-glutamyl-D-glutamine

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 24h; Ambient temperature; Yield given;

: 5959-95-5
D-Glutamin

: 67413-34-7
Oγ-benzyl-Nα-benzyloxycarbonylglutamic acid succinimidyl ester

: 75898-60-1
benzyloxycarbonyl-γ-benzyl-α-L-glutamyl-D-glutamine

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 24h; Ambient temperature; Yield given;

: 5959-95-5
D-Glutamin

: γ-D-glutamyl-D-glutamine

Conditions

Conditions	Yield
With Tris buffer (pH: 8.8) at 37℃; for 2h; transamidase from Bacillus natto; Yield given;
With γ-glutamyltransferase from Bacillus subtilis In aq. buffer at 22℃; for 24h; pH=8.5; pH-value; Enzymatic reaction;

: 5959-95-5
D-Glutamin

dl-α-bromo-isocaproic acid chloride: dl-α-bromo-isocaproic acid chloride

: N2-(2-bromo-4-methyl-valeryl)-glutamine

Conditions

Conditions	Yield
With alkali ;

: 5959-95-5
D-Glutamin

l-α-bromo-propionyl chloride: l-α-bromo-propionyl chloride

: N2-(2-bromo-propionyl)-glutamine

Conditions

Conditions	Yield
With alkali ;

: 328-50-7
α-ketoglutaric acid

: 5959-95-5
D-Glutamin

: N2-(1-carboxyethyl)-D-glutamine

Conditions

Conditions	Yield
With sodium cyanoborohydride; acetic acid In water pH=6.0 - 6.8;

: 5959-95-5
D-Glutamin

: 556050-48-7
carbonic acid 2,5-dioxopyrrolidin-1-yl ester 4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)benzyl ester

: (R)-4-Carbamoyl-2-[4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl)-benzyloxycarbonylamino]-butyric acid

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; water at 25℃;

: 38460-95-6
undec-10-enoyl chloride

: 5959-95-5
D-Glutamin

: (R)-4-Carbamoyl-2-undec-10-enoylamino-butyric acid

Conditions

Conditions	Yield
With sodium carbonate In tetrahydrofuran at 20℃;

: 5632-15-5
quinolin-2-ylmethylbromide

: 5959-95-5
D-Glutamin

: C25H24N4O3

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water

: 5959-95-5
D-Glutamin

: (R)-4-Carbamoyl-2-undecanoylamino-butyric acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. Na2CO3 / tetrahydrofuran / 20 °C 2: H2 / Pd/C / methanol / 20 °C / atmospheric pressure View Scheme

: 5959-95-5
D-Glutamin

: (R)-2-((S)-2-Amino-propionylamino)-4-carbamoyl-butyric acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1.) Et3N, 2.) dimethylaminopropylamine / 1.) THF, H2O, 4 deg C, 24 h, 2.) THF, H2O, 1 h 2: 1.) aq. Cs2CO3 / 1.) THF, 2.) DMF, RT, 48 h 3: H2, HOAc, 1 N HCl / 5percent Pd/C / 2 h / 760 Torr View Scheme

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)

Product Name

D-Glutamine

Synthetic route

D-Glutamine Specification

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