Basic information
- CAS
5959-95-5- Standard SMILES
NC(=O)CC[C@@H]([NH3+])C(=O)[O-]- InChIKey
ZDXPYRJPNDTMRX-GSVOUGTGSA-N- Molecular formula
- C5H10N2O3
- Average molar mass
- 146.14 g/mol
- Monoisotopic mass
- 146.06914219
Overview
D-glutamine zwitterion is zwitterionic form of D-glutamine arising from transfer of a proton from the carboxy to the amino group; major species at pH 7.3. It is a tautomer of a D-glutamine.
Names & identifiers
- Preferred name
- (2R)-5-amino-2-ammonio-5-oxopentanoate
- IUPAC
- (2R)-5-amino-2-azaniumyl-5-oxopentanoate
- English name
- D-Glutamine
- Molecular formula
- C5H10N2O3
- Molecular weight
- 146.14
Names & synonyms
(2R)-5-amino-2-ammonio-5-oxopentanoateglutamideD-glutamine zwitterionCHEBI:58000(2R)-5-amino-2-azaniumyl-5-oxopentanoateD-GlnD-Gln-OHH-D-GLN-OHD-GIn-0HD-GLUTAMINECAS5959-95-5D(-)-GLUTAMINE
Show more names
D-Glutamine>D-Glutamine99+%dextro-glutamine
Database identifiers
- CAS
5959-95-5- PubChem CID
- 6992096
- ChEBI
CHEBI:58000
Properties
Computed structural properties
- XLogP
- -2.5
- Topological polar surface area
- 111 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 140
Experimental & physicochemical properties
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 184 · 184-185 °C
- alpha
- -32 · -32 º (589nm, c=10, N HCl)
- Boiling point
- 265.74 °C · 265.74°C (rough estimate)
- Density
- 1.3394 · 1.3394 (rough estimate)
- refractive index
- -33 ° · -33 ° (C=5, 5mol/L HCl)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- Water (Slightly, Sonicated)
- pka
- 2.27 · 2.27±0.10(Predicted)
- form
- Powder
- color
- White
- Water Solubility
- 42.53 g/L · 42.53g/L(temperature not stated)
- BRN
- 1723796 · 1723796
- Major Application
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29241900
- risk_code
- 36/37/38
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- hazard_code
- Xi
- safety_code
- 36/37/39-26-27-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H314
- Precautionary statements
- P501-P264-P280-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P405
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
UsesD-Glutamine is an unnatural isomer of L-Glutamine (G597000) that is present in human plasma an is a source of liberated ammonia. D-Glutamine can be synthesized by enzymatic means or can be found in cheeses, wine and vinegars as well. It is often used to determine the activity of Glutamine synthetase, an enzyme that is commonly found in the mammalian liver and brain that controls the use of nitrogen in cells.
UsesD-Glutamine has been used to study its role in conferring protection against acetaldehyde-induced disruption of barrier function in Caco-2 cell monolayer.
General DescriptionGlutamine is a non-essential and the most abundant free amino acid present in the human body. It is an important component of proteins and is one of the 20 proteinogenic amino acids. It forms 5-6% of bound amino acids.
Upstream & downstream products
Downstream products
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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