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| {{DISPLAYTITLE:''gamma''-Glutamylmethylamide}}
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| {{chembox
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| | verifiedrevid = 443832154
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| | Name = ''gamma''-Glutamylmethylamide
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| | ImageFile = GMA_2D_Structure.png
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| | ImageSize = 200px
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| | ImageName = gamma-Glutamylmethylamide
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| | ImageFile1 = GMA3d.png
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| | ImageSize1 = 200px
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| | ImageName1 = gamma-Glutamylmethylamide
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| | IUPACName =<small>(2''S'')-2-amino-5-(methylamino)-5-oxopentanoic acid</small>
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| | OtherNames = ''N''-Methyl-<small>L</small>-glutamine; metheanine
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| | Section1 = {{Chembox Identifiers
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| | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
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| | ChemSpiderID = 388957
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| | PubChem = 439925
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| | KEGG_Ref = {{keggcite|correct|kegg}}
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| | KEGG = C03153
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| | 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
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| | InChIKey = ONXPDKGXOOORHB-BYPYZUCNBU
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| | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
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| | StdInChI = 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
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| | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
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| | StdInChIKey = ONXPDKGXOOORHB-BYPYZUCNSA-N
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| | CASNo = 3081-62-7
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| | DrugBank_Ref = {{drugbankcite|correct|drugbank}}
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| | DrugBank = DB03473
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| | ChEBI_Ref = {{ebicite|correct|EBI}}
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| | ChEBI = 58200
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| | SMILES = O=C(NC)CC[C@H](N)C(=O)O
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| }}
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| | Section2 = {{Chembox Properties
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| | Formula = C<sub>6</sub>H<sub>12</sub>N<sub>2</sub>O<sub>3</sub>
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| | MolarMass = 160.17 g/mol
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| | Density = 1.211 g/mL
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| | BoilingPtC = 427.5
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| }}
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| }}
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| '''''gamma''-Glutamylmethylamide''', also known as '''GMA''', '''''N''-methyl-<small>L</small>-glutamine''', and '''metheanine''', is an [[amino acid]] found in [[green tea]],<ref name="Hypotensive-Yokogoshi">{{cite journal | author=Yokogoshi H, Kobayashi M. | title=Hypotensive effect of gamma-glutamylmethylamide in spontaneously hypertensive rats. | journal=Life Sci. | year=1998 | pages=1065–8 | volume=62 | issue=12 | pmid=9519808 | doi=10.1016/S0024-3205(98)00029-0}}</ref> which is structurally related to <small>L</small>-[[theanine]] and <small>L</small>-[[glutamine]]. | | '''''gamma''-Glutamylmethylamide''', also known as '''GMA''', '''''N''-methyl-<small>L</small>-glutamine''', and '''metheanine''', is an amino acid found in green tea, which is structurally related to <small>L</small>-[[theanine]] and <small>L</small>-[[glutamine]]. |
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| GMA has been shown to be an effective [[hypotensive]], more so than <small>L</small>-theanine.<ref name="Hypotensive-Yokogoshi" /> | | GMA has been shown to be an effective hypotensive, more so than <small>L</small>-theanine.< |
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| * [[Green tea]] | | * [[Green tea]] |
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| == References ==
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| {{reflist}}
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| {{DEFAULTSORT:Glutamylmethylamide, gamma-}}
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| [[Category:Amino acids]]
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| [[Category:Tea]] | | [[Category:Tea]] |
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| {{cardiovascular-drug-stub}}
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| [[fa:گاما-گلوتامیلمتیلآمید]]
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gamma-Glutamylmethylamide, also known as GMA, N-methyl-L-glutamine, and metheanine, is an amino acid found in green tea, which is structurally related to L-theanine and L-glutamine.
GMA has been shown to be an effective hypotensive, more so than L-theanine.<
See also