Glutaurine

Glutaurine
Names
	IUPAC name N5-(2-Sulfoethyl)-L-glutamine
	Systematic IUPAC name (2S)-2-Amino-5-oxo-5-[(2-sulfoethyl)amino]pentanoic acid
	Other names γ-Glutamyltaurine; γ-GT; γ-L-Glutamyltaurine
Identifiers
CAS Number	56488-60-9 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL2106758;
ChemSpider	62003;
KEGG	C05844;
PubChem CID	68759;
UNII	B5T2Z06Y9N ;
CompTox Dashboard (EPA)	DTXSID20205030 ;
	InChI InChI=1S/C7H14N2O6S/c8-5(7(11)12)1-2-6(10)9-3-4-16(13,14)15/h5H,1-4,8H2,(H,9,10)(H,11,12)(H,13,14,15)/t5-/m0/s1 Key: WGXUDTHMEITUBO-YFKPBYRVSA-N; InChI=1/C7H14N2O6S/c8-5(7(11)12)1-2-6(10)9-3-4-16(13,14)15/h5H,1-4,8H2,(H,9,10)(H,11,12)(H,13,14,15)/t5-/m0/s1 Key: WGXUDTHMEITUBO-YFKPBYRVBF;
	SMILES O=C(NCCS(=O)(=O)O)CC[C@@H](C(=O)O)N;
Properties
Chemical formula	C7H14N2O6S
Molar mass	254.26
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Glutaurine is an endogenous dipeptide which is an amide formed from glutamic acid and taurine.

Biological role edit

Glutaurine is an antiepileptic with antiamnesia properties.^{[medical citation needed]} Glutaurine was discovered in the parathyroid in 1980, and later in the mammalian brain. This led to studies on intrinsic and synthetic taurine peptides, and the suggestion that γ-glutamyltransferase (GGT; γ-glutamyl-transpeptidase) in the brain is responsible for its in vivo formation.^[2]

The versatile molecule mimics the anxiolytic drug diazepam, and is implicated in phenomena from feline aggression to amphibian metamorphosis, radiation protection, and the glutamatergic system in schizophrenic disorders.^[2]

References edit

^ "56488-60-9 CAS Manufactory". Chemicalbook.com. Retrieved 2012-04-21.
^ ^a ^b Bittner, S.; Win, T.; Gupta, R. (2005). "γ-L-glutamyltaurine". Amino Acids. 28 (4): 343–356. doi:10.1007/s00726-005-0196-7. PMID 15838590. S2CID 209532290.

[1] "56488-60-9 CAS Manufactory". Chemicalbook.com. Retrieved 2012-04-21.

[Bittner-2] Bittner, S.; Win, T.; Gupta, R. (2005). "γ-L-glutamyltaurine". Amino Acids. 28 (4): 343–356. doi:10.1007/s00726-005-0196-7. PMID 15838590. S2CID 209532290.

[1]

[2]

Names

IUPAC name N⁵-(2-Sulfoethyl)-L-glutamine
Systematic IUPAC name (2S)-2-Amino-5-oxo-5-[(2-sulfoethyl)amino]pentanoic acid
Other names γ-Glutamyltaurine; γ-GT; γ-L-Glutamyltaurine^[1]
Identifiers
CAS Number	56488-60-9^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL2106758
ChemSpider	62003
KEGG	C05844
PubChem CID	68759
UNII	B5T2Z06Y9N^Y
CompTox Dashboard (EPA)	DTXSID20205030
InChI InChI=1S/C7H14N2O6S/c8-5(7(11)12)1-2-6(10)9-3-4-16(13,14)15/h5H,1-4,8H2,(H,9,10)(H,11,12)(H,13,14,15)/t5-/m0/s1 Key: WGXUDTHMEITUBO-YFKPBYRVSA-N InChI=1/C7H14N2O6S/c8-5(7(11)12)1-2-6(10)9-3-4-16(13,14)15/h5H,1-4,8H2,(H,9,10)(H,11,12)(H,13,14,15)/t5-/m0/s1 Key: WGXUDTHMEITUBO-YFKPBYRVBF
SMILES O=C(NCCS(=O)(=O)O)CC[C@@H](C(=O)O)N
Properties
Chemical formula	C₇H₁₄N₂O₆S
Molar mass	254.26
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references