File:L-Glutamin_-_L-Glutamine.svg · Wikimedia Commons · See Wikimedia Commons
L-glutamine
Sign in to saveAlso known as Gln, Q, L-2-aminoglutaramic acid, (S)-2,5-diamino-5-oxopentanoic acid, Glutamic acid 5-amide, L-(+)-glutamine, Levoglutamide, (2S)-2,5-Diamino-5-oxopentanoic acid
thumb|Glutamine ball and stick model spinning Glutamine (symbol Gln or Q) is an α-amino acid that is used in the biosynthesis of proteins. Its side chain is similar to that of glutamic acid, except the carboxylic acid group is replaced by an amide. It is classified as a charge-neutral, polar 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. It is encoded by the codons CAA and CAG. It is n
L-glutamine is an amino acid that your body uses to build proteins, and it's normally produced in sufficient quantities by your body itself, though stress or illness may increase your need for it from dietary sources. It's classified as a polar, charge-neutral amino acid, meaning it has specific chemical properties that make it useful for various biological functions.
AI-generated from the Wikipedia summary — may contain errors.
In the Vinony graph
Vinony's link graph records 962 inbound references to L-glutamine, and connects out to essential amino acid, picrotoxin and tetrahydrodeoxycorticosterone.
It sits within the topics Carboxamides, Chembox image size set and Chemical articles having a data page.
Vinony links it to 62 Wikipedia language editions.
Key facts
- Drug.drug_name
- L-glutamine oral powder
- Drug.tradename
- Endari, Nutrestore
- Drug.MedlinePlus
- a617035
- Drug.DailyMedID
- Glutamine
- Drug.routes_of_administration
- By mouth
- Drug.class
- Gastrointestinal agent
- Drug.ATC_prefix
- A16
- Drug.ATC_suffix
- AA03
- Drug.legal_US
- Rx-only
- Drug.CAS_number
- 56-85-9
- Drug.PubChem
- 5961
- Drug.DrugBank
- DB00130
- Drug.ChemSpiderID
- 5746
- Drug.UNII
- 0RH81L854J
- Drug.KEGG
- D00015
- Drug.KEGG2
- C00064
- Drug.ChEBI
- 58359
- Drug.ChEMBL
- 930
via Wikipedia infobox
Chemical data
- Formula
- C5H10N2O3
- Molecular weight
- 146.14 g/mol
- IUPAC name
- (2S)-2,5-diamino-5-oxopentanoic acid
- SMILES
- C(CC(=O)N)[C@@H](C(=O)O)N
- InChIKey
- ZDXPYRJPNDTMRX-VKHMYHEASA-N
- XLogP
- -3.1
- Polar surface area
- 106 Ų
- H-bond donors
- 3
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
58,302 papers- L-glutamine for sickle cell disease: Knight or pawn?ReviewExperimental biology and medicine (Maywood, N.J.) · 2020Sadaf A, Quinn CTDOI: 10.1177/1535370219900637
- L-glutamine for sickle cell disease: more than reducing redox.ReviewAnnals of hematology · 2022Jafri F, Seong G, Jang T et al.DOI: 10.1007/s00277-022-04867-y
- L-Glutamine-, peptidyl- and protein-glutaminases: structural features and applications in the food industry.ReviewWorld journal of microbiology & biotechnology · 2022Martínez YB, Ferreira FV, Musumeci MADOI: 10.1007/s11274-022-03391-5
- l-Glutamine for sickle cell anemia: more questions than answers.ReviewBlood · 2018Quinn CTDOI: 10.1182/blood-2018-03-834440
- L-glutamine sensitizes Gram-positive-resistant bacteria to gentamicin killing.Microbiology spectrum · 2023Fan L, Pan Z, Zhong Y et al.DOI: 10.1128/spectrum.01619-23
- L-Glutamine in sickle cell disease.Drugs of today (Barcelona, Spain : 1998) · 2020Cox SE, Hart E, Kirkham FJ et al.DOI: 10.1358/dot.2020.56.4.3110575
- An L-Glutamine Transporter Isoform for Neurogenesis Facilitated by L-Theanine.ReviewNeurochemical research · 2017Yoneda YDOI: 10.1007/s11064-017-2317-6
- L-arginine vs. L-glutamine oral suspensions for radiation-induced oral mucositis: a triple-blind randomized trial.Journal of cancer research and clinical oncology · 2025Hassanein FEA, Mikhail C, Elkot S et al.DOI: 10.1007/s00432-025-06213-x
via PubMed
Wikidata facts
- Mass
- 146.069
Show 5 more facts
- Commons category
- Glutamine
- chemical formula
- C₅H₁₀N₂O₃
- canonical SMILES
- C(CC(=O)N)C(C(=O)O)N
- isomeric SMILES
- N[C@@H](CCC(N)=O)C(O)=O
- NCI Thesaurus ID
- C522
Sources (8)
via Wikidata · CC0
~9 min read
Encyclopedic overview
15 sectionsContents
- Functions
- Roles in metabolism
- Production
- Biosynthesis
- Uses
- Nutrition
- Sickle cell disease
- Medical food
- Safety
- Structure
- Research
- Scientific application
- See also
- References
- External links
thumb|Glutamine ball and stick model spinning Glutamine (symbol Gln or Q) is an α-amino acid that is used in the biosynthesis of proteins. Its side chain is similar to that of glutamic acid, except the carboxylic acid group is replaced by an amide. It is classified as a charge-neutral, polar 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. It is encoded by the codons CAA and CAG. It is named after glutamic acid, which in turn is named after its discovery in cereal proteins, gluten.
In human blood, glutamine is the most abundant free amino acid.
Excerpted from Wikipedia’s “L-glutamine” article, available under the CC BY-SA 4.0 licence.
Gallery (14)
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