CHEBI:28300 - glutamine

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ChEBI Name glutamine ChEBI ID CHEBI:28300 Definition An α-amino acid that consists of butyric acid bearing an amino substituent at position 2 and a carbamoyl substituent at position 4. Stars This entity has been manually annotated by the ChEBI Team. Secondary ChEBI IDs CHEBI:5432, CHEBI:24316 Supplier Information ChemicalBook:CB8874643, ChemicalBook:CB8381468, eMolecules:27678119 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License 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. The dietary sources of glutamine include especially the protein-rich foods like beef, chicken, fish, dairy products, eggs, vegetables like beans, beets, cabbage, spinach, carrots, parsley, vegetable juices and also in wheat, papaya, Brussels sprouts, celery, kale and fermented foods like miso. The one-letter symbol Q for glutamine was assigned in alphabetical sequence to N for asparagine, being larger by merely one methylene –CH2– group. Note that P was used for proline, and O was avoided due to similarity with D. The mnemonic Qlutamine was also proposed. Read full article at Wikipedia Formula C5H10N2O3 Net Charge 0 Average Mass 146.14458 Monoisotopic Mass 146.06914 InChI InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10) InChIKey ZDXPYRJPNDTMRX-UHFFFAOYSA-N SMILES NC(CCC(N)=O)C(O)=O Metabolite of Species Details Daphnia magna (NCBI:txid35525) See: PubMed Arabidopsis thaliana (NCBI:txid3702) See: PubMed Homo sapiens (NCBI:txid9606) See: PubMed Roles Classification Chemical Role(s): Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid ) Biological Role(s): fundamental metabolite Any metabolite produced by all living cells. View more via ChEBI Ontology ChEBI Ontology Outgoing glutamine (CHEBI:28300) has part 3-amino-3-oxopropyl group (CHEBI:50331) glutamine (CHEBI:28300) has role fundamental metabolite (CHEBI:78675) glutamine (CHEBI:28300) is a α-amino acid (CHEBI:33704) glutamine (CHEBI:28300) is a polar amino acid (CHEBI:26167) glutamine (CHEBI:28300) is conjugate acid of glutaminate (CHEBI:32678) glutamine (CHEBI:28300) is conjugate base of glutaminium (CHEBI:32679) Incoming N2-phenylacetylglutamine (CHEBI:8087) has functional parent glutamine (CHEBI:28300) glutamine derivative (CHEBI:70813) has functional parent glutamine (CHEBI:28300) D-glutamine (CHEBI:17061) is a glutamine (CHEBI:28300) L-glutamine (CHEBI:18050) is a glutamine (CHEBI:28300) glutaminium (CHEBI:32679) is conjugate acid of glutamine (CHEBI:28300) glutaminate (CHEBI:32678) is conjugate base of glutamine (CHEBI:28300) N2-glutamino group (CHEBI:21816) is substituent group from glutamine (CHEBI:28300) N5-glutamino group (CHEBI:21847) is substituent group from glutamine (CHEBI:28300) glutamine residue (CHEBI:32677) is substituent group from glutamine (CHEBI:28300) glutaminyl group (CHEBI:24320) is substituent group from glutamine (CHEBI:28300) IUPAC Name glutamine Synonyms Sources 2,5-diamino-5-oxopentanoic acid IUPAC 2-amino-4-carbamoylbutanoic acid JCBN 2-Aminoglutaramic acid KEGG COMPOUND glutamic acid γ-amide ChEBI Glutamin ChEBI Glutamine KEGG COMPOUND Glutaminsäure-5-amid ChEBI Hgln IUPAC Manual Xrefs Databases C00001359 KNApSAcK C00303 KEGG COMPOUND Glutamine Wikipedia View more database links Registry Numbers Types Sources 1723795 Reaxys Registry Number Reaxys 27318 Gmelin Registry Number Gmelin 585-21-7 CAS Registry Number ChemIDplus 6899-04-3 CAS Registry Number ChemIDplus Last Modified 06 July 2021