CAS Number5959-95-5
SynonymsUNII-U5JDO2770Z; D-2-Aminoglutaramic acid; (2S)-2-((2S)-2-Aminopropanoylamino)-4-carbamoylbutanoic acid; ZY1&VMYVQ2VZ &&L-L Form; glutaminic acid; D-Glutamic acid 5-amide; Gln; L-Ala-L-Gln; glutamine; L-Gln; L-Alanyl-L-glutamine; Levoglutamide; (S)-5-Amino-2-[(S)-2-aminopropanamido]-5-oxopentanoic acid; MFCD00065607; L-Glutamine,L-alanyl; (2S)-2-amino-4-carbamoylbutanoic acid; Alanyl-glutamine,Glutamine-S; (2R)-2,5-diamino-5-oxopentanoic acid; Ala-Gln; L-(+)-Glutamine; (S)-(+)-Glutamine; 5-Hydroxy-5-imino-L-norvaline; 2-amino-4-carbamoylbutanoic acid; N(2)-L-alanyl-L-glutamine; Glutamine-S; Alanyl-glutamine; L-Glutamic Acid g-Amide; H-D-Gln-OH; L-Glutamic acid γ-amide; N-L-alanyl-L-glutamine
Molecular FormulaC5H10N2O3
Molecular Weight146.14
Purity≥98 (HPLC)%
Density1.5±0.1 g/cm3
Boiling Point353.5±52.0 °C at 760 mmHg
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 5959-95-5 |
| Catalog No. | 2A-9007535 |
| Chinese Name | D-谷氨酰胺 |
| Synonyms | UNII-U5JDO2770Z; D-2-Aminoglutaramic acid; (2S)-2-((2S)-2-Aminopropanoylamino)-4-carbamoylbutanoic acid; ZY1&VMYVQ2VZ &&L-L Form; glutaminic acid; D-Glutamic acid 5-amide; Gln; L-Ala-L-Gln; glutamine; L-Gln; L-Alanyl-L-glutamine; Levoglutamide; (S)-5-Amino-2-[(S)-2-aminopropanamido]-5-oxopentanoic acid; MFCD00065607; L-Glutamine,L-alanyl; (2S)-2-amino-4-carbamoylbutanoic acid; Alanyl-glutamine,Glutamine-S; (2R)-2,5-diamino-5-oxopentanoic acid; Ala-Gln; L-(+)-Glutamine; (S)-(+)-Glutamine; 5-Hydroxy-5-imino-L-norvaline; 2-amino-4-carbamoylbutanoic acid; N(2)-L-alanyl-L-glutamine; Glutamine-S; Alanyl-glutamine; L-Glutamic Acid g-Amide; H-D-Gln-OH; L-Glutamic acid γ-amide; N-L-alanyl-L-glutamine |
| Molecular Formula | C5H10N2O3 |
| Molecular Weight | 146.14 |
| Purity | ≥98 (HPLC) |
| Density | 1.5±0.1 g/cm3 |
| Boiling Point | 353.5±52.0 °C at 760 mmHg |
| Appearance | powder |
| Storage Condition | -15℃ Avoid light, keep in a cool and dry place, se |
| Application | D-Glutamine is the D-stereoisomer of the cell-permeable glutamine. |
| HTC | 29241900 |
| PubChem ID | 24895357 |
| MDL Number | MFCD00065607 |
| SMILES | N[C@H](CCC(N)=O)C(O)=O |
| InChI | 1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m1/s1 |
| InChI Key | ZDXPYRJPNDTMRX-GSVOUGTGSA-N |
| Beilstein/REAXYS | 1723796 |
| NACRES Code | NA.32 |
| UNSPSC | 12352209 |
| Hazard Symbols | Transport |
| Risk Codes | R36/37/38 |
| Safety Description | S26;S36/37/39 |
| MSDS | msds/7535_1_5959_95_5.pdf |
| Bioactivity | D-Glutamine is a cell-permeable D type stereoisomer of Glutamine. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Autophagy >> Mitophagy Research Areas >> Metabolic Disease Natural Products >> Others In Vitro Glutamine is a key amino acid in the central nervous system (CNS), playing an important role in the glutamate/GABA-Glutamine cycle (GGC). In the GGC,Glutamine is transferred from astrocytes to neurons, where it will replenish the inhibitory and excitatory neurotransmitter pools[1]. D-Glutamine has been used to study its role in conferring protection against acetaldehyde-induced disruption of barrier function in Caco-2 cell monolayer. Role of L-Glutamine in the protection of intestinal epithelium from acetaldehyde-induced disruption of barrier function is evaluated in Caco-2 cell monolayer. L-Glutamine reduced the acetaldehyde-induced decrease in transepithelilal electrical resistance and increase in permeability to inulin and lipopolysaccharide in a time- and dose-dependent manner; D-Glutamine, L-aspargine, L-arginine, L-lysine, or L-alanine produced no significant protection. D-Glutamine also fails to influence the acetaldehyde-induced decrease in TER and increase in inulin flux. D-Glutamine or glutaminase inhibitor by themselves did not influence TER or inulin flux in control or acetaldehyde-treated cell monolayers. Lack of effect of D-Glutamine in protection from acetaldehyde indicates that the L-Glutamine-mediated protection is stereospecific[2]. Cell Assay Effect of D-Glutamine and glutaminase inhibitor on acetaldehyde-induced permeability. Caco-2 cell monolayers are incubated for 4 h without or with acetaldehyde (600 μM) and L-Glutamine or D-Glutamine (2 mM) in the absence or presence of 6-diazo-5-oxo-L-norleucine (DON). Transepithelial electrical resistance (TER) and FITC-inulin flux are measured. Values are means±SE (n=6)[2]. References [1]. Leke R, et al. The Glutamine Transporters and Their Role in the Glutamate/GABA-Glutamine Cycle. Adv Neurobiol. 2016;13:223-257. [2]. Seth A, et al. L-Glutamine ameliorates acetaldehyde-induced increase in paracellular permeability in Caco-2 cellmonolayer. Am J Physiol Gastrointest Liver Physiol. 2004 Sep;287(3):G510-7. Chemical & Physical Properties Density 1.5±0.1 g/cm3 Boiling Point 353.5±52.0 °C at 760 mmHg Molecular Formula C5H10N2O3 Molecular Weight 146.145 Flash Point 167.6±30.7 °C Exact Mass 146.069138 PSA 106.41000 LogP -1.28 Vapour Pressure 0.0±1.8 mmHg at 25°C Index of Refraction 1.564 InChIKey ZDXPYRJPNDTMRX-GSVOUGTGSA-N SMILES NC(=O)CCC(N)C(=O)O |
| Use of | D-Glutamine is a cell-permeable D type stereoisomer of Glutamine. Properties Articles20 Name D-glutamine Synonym More Synonyms D-glutamine Biological Activity Description D-Glutamine is a cell-permeable D type stereoisomer of Glutamine. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Autophagy >> Mitophagy Research Areas >> Metabolic Disease Natural Products >> Others References [1]. Leke R, et al. The Glutamine Transporters and Their Role in the Glutamate/GABA-Glutamine Cycle. Adv Neurobiol. 2016;13:223-257. Chemical & Physical Properties Molecular Formula C5H10N2O3 Exact Mass 146.069138 PSA 106.41000 LogP -1.28 Index of Refraction 1.564 InChIKey ZDXPYRJPNDTMRX-GSVOUGTGSA-N SMILES NC(=O)CCC(N)C(=O)O |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 30.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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