Γ-Glutamylmethylamide

γ-Glutamylmethylamide (gamma-glutamylmethylamide, GMA, N-methyl-L-glutamine, metheanine) is an amino acid analog of the proteinogenic amino acids L-glutamic acid and L-glutamine, found primarily in plant and fungal species; simply speaking, it is L-glutamine methylated on the amide nitrogen.^{[citation needed]} It is an identified important biosynthetic intermediate allowing bacteria (e.g., methanotrophs) use of methylated amines as carbon and nitrogen source for growth (and so of significant biotechnological interest).^{[1][2][3][non-primary source needed]}

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γ-Glutamylmethylamide

Names
IUPAC name N-Methyl-L-glutamine
Systematic IUPAC name (2S)-2-Amino-5-(methylamino)-5-oxopentanoic acid
Other names Metheanine
Identifiers
CAS Number	3081-62-7 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:58200 Y
ChemSpider	388957 Y
DrugBank	DB03473 Y
KEGG	C03153 Y
PubChem CID	439925
UNII	2N7NDF57QD Y
CompTox Dashboard (EPA)	DTXSID70953014
InChI InChI=1S/C6H12N2O3/c1-8-5(9)3-2-4(7)6(10)11/h4H,2-3,7H2,1H3,(H,8,9)(H,10,11)/t4-/m0/s1 Y Key: ONXPDKGXOOORHB-BYPYZUCNSA-N Y InChI=1/C6H12N2O3/c1-8-5(9)3-2-4(7)6(10)11/h4H,2-3,7H2,1H3,(H,8,9)(H,10,11)/t4-/m0/s1 Key: ONXPDKGXOOORHB-BYPYZUCNBU
SMILES O=C(NC)CC[C@H](N)C(=O)O
Properties
Chemical formula	C6H12N2O3
Molar mass	160.17 g/mol
Density	1.211 g/mL
Boiling point	427.5 °C (801.5 °F; 700.6 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

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