GLN

GLUTAMINE

Created:	1999-07-08
Last modified:	2024-09-27

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97 entries where GLN is found as a standalone ligand10 entries where GLN is covalently linked to polymer or other heterogen groups 219,953 entries where GLN is found in a polymer sequence

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Chemical Details
Formal Charge	0
Atom Count	20
Chiral Atom Count	1
Bond Count	19
Aromatic Bond Count	0

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Chemical Component Summary
Name	GLUTAMINE
Systematic Name (OpenEye OEToolkits)	(2S)-2,5-diamino-5-oxo-pentanoic acid
Formula	C₅ H₁₀ N₂ O₃
Molecular Weight	146.144
Type	L-PEPTIDE LINKING

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(N)CCC(N)C(=O)O
SMILES	CACTVS	3.341	N[CH](CCC(N)=O)C(O)=O
SMILES	OpenEye OEToolkits	1.5.0	C(CC(=O)N)C(C(=O)O)N
Canonical SMILES	CACTVS	3.341	N[C@@H](CCC(N)=O)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C(CC(=O)N)[C@@H](C(=O)O)N
InChI	InChI	1.03	InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1
InChIKey	InChI	1.03	ZDXPYRJPNDTMRX-VKHMYHEASA-N

Drug Info: DrugBank

DrugBank ID	DB00130
Name	L-Glutamine
Groups	approved investigational nutraceutical
Description	A non-essential amino acid present abundantly throughout the body and is involved in many metabolic processes. It is synthesized from glutamic acid and ammonia. It is the principal carrier of nitrogen in the body and is an important energy source for many cells. An oral formulation of L-glutamine was approved by the FDA in July 2017 for use in sickle cell disease [L892]. This oral formulation is marketed under the tradename Endari by Emmaus Medical.
Synonyms	Glutamic acid amide L-(+)-glutamine L-glutamic acid γ-amide L-Glutaminsäure-5-amid L-2-aminoglutaramic acid (2S)-2-amino-4-carbamoylbutanoic acid L-Glutamin Glutamic acid 5-amide Levoglutamide Glutamine sodium (S)-2,5-diamino-5-oxopentanoic acid Glutamina (2S)-2,5-diamino-5-oxopentanoic acid Glutamine Q L-Glutamine
Brand Names	Endari NutreStore
Indication	Used for nutritional supplementation, also for treating dietary shortage or imbalance. Used to reduce the acute complications of sickle cell disease in adult and pediatric patients 5 years of age and older [FDA Label].
Categories	Alimentary Tract and Metabolism Amino Acids Amino Acids and Derivatives Amino Acids, Basic Amino Acids, Diamino Amino Acids, Neutral Amino Acids, Peptides, and Proteins Dietary Supplements Glutamine Proteinogenic Amino Acids Supplements
ATC-Code	A16AA03
CAS number	56-85-9

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
CTP synthase 1	MKYILVTGGVISGIGKGIIASSVGTILKSCGLHVTSIKIDPYINIDAGTF...	unknown	antagonist,substrate
Amidophosphoribosyltransferase	MELEELGIREECGVFGCIASGEWPTQLDVPHVITLGLVGLQHRGQESAGI...	unknown	substrate
Glutamine synthetase	MTTSASSHLNKGIKQVYMSLPQGEKVQAMYIWIDGTGEGLRCKTRTLDSE...	unknown	product of
Coagulation factor XIII A chain	MSETSRTAFGGRRAVPPNNSNAAEDDLPTVELQGVVPRGVNLQEFLNVTS...	unknown	substrate
Glutaminase kidney isoform, mitochondrial	MMRLRGSGMLRDLLLRSPAGVSATLRRAQPLVTLCRRPRGGGRPAAGPAA...	unknown	substrate
Glutaminase liver isoform, mitochondrial	MRSMKALQKALSRAGSHCGRGGWGHPSRSPLLGGGVRHHLSEAAAQGRET...	unknown	substrate
Protein-glutamine gamma-glutamyltransferase 2	MAEELVLERCDLELETNGRDHHTADLCREKLVVRRGQPFWLTLHFEGRNY...	unknown	substrate
Protein-glutamine gamma-glutamyltransferase 5	MAQGLEVALTDLQSSRNNVRHHTEEITVDHLLVRRGQAFNLTLYFRNRSF...	unknown	substrate
Protein-glutamine gamma-glutamyltransferase 6	MAGIRVTKVDWQRSRNGAAHHTQEYPCPELVVRRGQSFSLTLELSRALDC...	unknown	substrate
Protein-glutamine gamma-glutamyltransferase K	MMDGPRSDVGRWGGNPLQPPTTPSPEPEPEPDGRSRRGGGRSFWARCCGC...	unknown	substrate
Protein-glutamine gamma-glutamyltransferase 4	MMDASKELQVLHIDFLNQDNAVSHHTWEFQTSSPVFRRGQVFHLRLVLNQ...	unknown	substrate
Protein-glutamine gamma-glutamyltransferase E	MAALGVQSINWQTAFNRQAHHTDKFSSQELILRRGQNFQVLMIMNKGLGS...	unknown	substrate
Protein-glutamine gamma-glutamyltransferase Z	MDQVATLRLESVDLQSSRNNKEHHTQEMGVKRLTVRRGQPFYLRLSFSRP...	unknown	substrate
GMP synthase [glutamine-hydrolyzing]	MALCNGDSKLENAGGDLKDGHHHYEGAVVILDAGAQYGKVIDRRVRELFV...	unknown	substrate
Asparagine synthetase [glutamine-hydrolyzing]	MCGIWALFGSDDCLSVQCLSAMKIAHRGPDAFRFENVNGYTNCCFGFHRL...	unknown	substrate
Kynurenine--oxoglutarate transaminase 1	MAKQLQARRLDGIDYNPWVEFVKLASEHDVVNLGQGFPDFPPPDFAVEAF...	unknown	substrate
Phosphoribosylformylglycinamidine synthase	MSPVLHFYVRPSGHEGAAPGHTRRKLQGKLPELQGVETELCYNVNWTAEA...	unknown	substrate
Glutamyl-tRNA(Gln) amidotransferase subunit B, mitochondrial	MAAPMLRWGCRGRRWAFARVDGGSCHRRGAPTGSTSNQIRGESSVAQQPL...	unknown	substrate
Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 2	MCGIFAYMNYRVPRTRKEIFETLIKGLQRLEYRGYDSAGVAIDGNNHEVK...	unknown	substrate
CAD protein	MAALVLEDGSVLRGQPFGAAVSTAGEVVFQTGMVGYPEALTDPSYKAQIL...	unknown	substrate
Glutamine--tRNA ligase	MAALDSLSLFTSLGLSEQKARETLKNSALSAQLREAATQAQQTLGSTIDK...	unknown	substrate
Glutamine-dependent NAD(+) synthetase	MGRKVTVATCALNQWALDFEGNLQRILKSIEIAKNRGARYRLGPELEICG...	unknown	substrate
Sodium-coupled neutral amino acid transporter 1	MMHFKSGLELTELQNMTVPEDDNISNDSNDFTEVENGQINSKFISDRESR...	unknown	substrate
Sodium-coupled neutral amino acid transporter 2	MKKAEMGRFSISPDEDSSSYSSNSDFNYSYPTKQAALKSHYADVDPENQN...	unknown	substrate
Sodium-coupled neutral amino acid transporter 3	MEAPLQTEMVELVPNGKHSEGLLPVITPMAGNQRVEDPARSCMEGKSFLQ...	unknown	substrate
Neutral amino acid transporter B(0)	MVADPPRDSKGLAAAEPTANGGLALASIEDQGAAAGGYCGSRDQVRRCLR...	unknown	substrate
Sodium- and chloride-dependent neutral and basic amino acid transporter B(0+)	MDKLKCPSFFKCREKEKVSASSENFHVGENDENQDRGNWSKKSDYLLSMI...	unknown	substrate
Y+L amino acid transporter 1	MVDSTEYEVASQPEVETSPLGDGASPGPEQVKLKKEISLLNGVCLIVGNM...	unknown	substrate
Y+L amino acid transporter 2	MEAREPGRPTPTYHLVPNTSQSQVEEDVSSPPQRSSETMQLKKEISLLNG...	unknown	substrate
Large neutral amino acids transporter small subunit 1	MAGAGPKRRALAAPAAEEKEEAREKMLAAKSADGSAPAGEGEGVTLQRNI...	unknown	substrate
Large neutral amino acids transporter small subunit 2	MEEGARHRNNTEKKHPGGGESDASPEAGSGGGGVALKKEIGLVSACGIIV...	unknown	substrate
B(0,+)-type amino acid transporter 1	MGDTGLRKRREDEKSIQSQEPKTTSLQKELGLISGISIIVGTIIGSGIFV...	unknown	substrate
Monocarboxylate transporter 10	MVLSQEEPDSARGTSEAQPLGPAPTGAAPPPGPGPSDSPEAAVEKVEVEL...	unknown	inhibitor
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682