Glutaurine

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Glutaurine
Glutaurine.svg
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
3D model (JSmol)
ChEMBL
ChemSpider
KEGG
PubChem CID
UNII
  • 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
  • O=C(NCCS(=O)(=O)O)CC[C@@H](C(=O)O)N
Properties
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).

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

Biological role

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]

Related Research Articles

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<span class="mw-page-title-main">GADL1</span> Enzyme

Glutamate decarboxylase like 1 (GADL1) is the enzyme responsible for decarboxylating aspartate (Asp) to β-alanine and cysteine sulfinic acid (CSA) to hypotaurine. GADL1 is a Pyridoxal 5’-phosphate (PLP)-dependent enzyme. By decarboxylating Asp to β-alanine, GADL1 consequently plays a role in the production of carnosine. Carnosine and taurine have multiple biological functions such as calcium regulation, pH buffering, metal chelation, and antioxidant effects. β-Alanine also plays a role as neurotransmitter or neuromodulator in the central nervous system (CNS) and olfactory bulbs.

References

  1. "56488-60-9 CAS Manufactory". Chemicalbook.com. Retrieved 2012-04-21.
  2. 1 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.