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l-glutamine

L-Glutamine

Glutamine (abbreviated as Gln or Q; encoded by the codons CAA and CAG) is an ɑ-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated -+NH3 form under biological conditions), an α-carboxylic acid group (which is in the deprotonated –COO- form under biological conditions), and a side chain amide which replaces the side chain hydroxyl of glutamic acid with an amine functional group, classifying it as a charge neutral, polar (at physiological pH) amino acid. It is non-essential and conditionally essential in humans, meaning the body can usually synthesize sufficient amounts of it, but in some instances of stress, the body's demand for glutamine increases and glutamine must be obtained from the diet.[2][3]

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Product Description


IUPAC name

Glutamine
Other names

L-Glutamine
(levo)glutamide
2-Amino-4-carbamoylbutanoic acid

CAS Number
56-85-9
Abbreviations Gln, Q
ChEBI CHEBI:28300
ChEMBL ChEMBL930
ChemSpider 718
EC Number 200-292-1
IUPHAR/BPS
723
Jmol interactive 3D Image
KEGG C00303
PubChem 738
UNII 0RH81L854J
InChI[show]
SMILES[show]

Chemical formula
C5H10N2O3
Molar mass 146.15 g·mol−1
Melting point decomposes around 185°C
Solubility in water
soluble
Acidity (pKa) 2.2 (carboxyl), 9.1 (amino)
Chiral rotation ([α]D)
+6.5º (H2O, c = 2)

ATC code A16AA03

Structure and
properties
Refractive index (n),
Dielectric constant (εr), etc.
Thermodynamic
data
Phase behaviour
solid–liquid–gas
Spectral data
UV, IR, NMR, MS