Global Information Lookup Global Information

Glutathione information


Glutathione[1]
Names
IUPAC name
γ-Glutamylcysteinylglycine
Systematic IUPAC name
(2S)-2-Amino-5-({(2R)-1-[(carboxymethyl)amino]-1-oxo-3-sulfanylpropan-2-yl}amino)-5-oxopentanoic acid
Other names
γ-L-Glutamyl-L-cysteinylglycine
(2S)-2-Amino-4-({(1R)-1-[(carboxymethyl)carbamoyl]-2-sulfanylethyl}carbamoyl)butanoic acid
Identifiers
CAS Number
  • 70-18-8 checkY
3D model (JSmol)
  • Interactive image
Abbreviations GSH
ChEBI
  • CHEBI:16856 checkY
ChEMBL
  • ChEMBL1543 checkY
ChemSpider
  • 111188 checkY
DrugBank
  • DB00143 checkY
ECHA InfoCard 100.000.660 Edit this at Wikidata
IUPHAR/BPS
  • 6737
KEGG
  • C00051 checkY
MeSH Glutathione
PubChem CID
  • 124886
UNII
  • GAN16C9B8O checkY
CompTox Dashboard (EPA)
  • DTXSID6023101 Edit this at Wikidata
InChI
  • InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1 checkY
    Key: RWSXRVCMGQZWBV-WDSKDSINSA-N checkY
SMILES
  • C(CC(=O)N[C@@H](CS)C(=O)NCC(=O)O)[C@@H](C(=O)O)N
Properties
Chemical formula
C10H17N3O6S
Molar mass 307.32 g·mol−1
Melting point 195 °C (383 °F; 468 K)[1]
Solubility in water
Freely soluble[1]
Solubility in methanol, diethyl ether Insoluble[1]
Pharmacology
ATC code
V03AB32 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Glutathione (GSH, /ˌɡltəˈθn/) is an organic compound with the chemical formula HOCOCH(NH2)CH2CH2CONHCH(CH2SH)CONHCH2COOH. It is an antioxidant in plants, animals, fungi, and some bacteria and archaea. Glutathione is capable of preventing damage to important cellular components caused by sources such as reactive oxygen species, free radicals, peroxides, lipid peroxides, and heavy metals.[2] It is a tripeptide with a gamma peptide linkage between the carboxyl group of the glutamate side chain and cysteine. The carboxyl group of the cysteine residue is attached by normal peptide linkage to glycine.

  1. ^ a b c d Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. p. 3.284. ISBN 9781498754293.
  2. ^ Pompella A, Visvikis A, Paolicchi A, De Tata V, Casini AF (October 2003). "The changing faces of glutathione, a cellular protagonist". Biochemical Pharmacology. 66 (8): 1499–1503. doi:10.1016/S0006-2952(03)00504-5. PMID 14555227.

and 19 Related for: Glutathione information

Request time (Page generated in 0.5353 seconds.)

Glutathione

Last Update:

Glutathione (GSH, /ˌɡluːtəˈθaɪoʊn/) is an organic compound with the chemical formula HOCOCH(NH2)CH2CH2CONHCH(CH2SH)CONHCH2COOH. It is an antioxidant in...

Word Count : 2176

Glutathione peroxidase

Last Update:

Glutathione peroxidase (GPx) (EC 1.11.1.9) is the general name of an enzyme family with peroxidase activity whose main biological role is to protect the...

Word Count : 1577

Glutathione synthetase

Last Update:

Glutathione synthetase (GSS) (EC 6.3.2.3) is the second enzyme in the glutathione (GSH) biosynthesis pathway. It catalyses the condensation of gamma-glutamylcysteine...

Word Count : 2022

Drug metabolism

Last Update:

environment. The enzymes of xenobiotic metabolism, particularly the glutathione S-transferases are also important in agriculture, since they may produce...

Word Count : 3259

Glutathione reductase

Last Update:

Glutathione reductase (GR) also known as glutathione-disulfide reductase (GSR) is an enzyme that in humans is encoded by the GSR gene. Glutathione reductase...

Word Count : 3709

Glutathione disulfide

Last Update:

Glutathione disulfide (GSSG) is a disulfide derived from two glutathione molecules. In living cells, glutathione disulfide is reduced into two molecules...

Word Count : 465

Glutathione oxidase

Last Update:

In enzymology, a glutathione oxidase (EC 1.8.3.3) is an enzyme that catalyzes the chemical reaction 2 glutathione + O2 ⇌ {\displaystyle \rightleftharpoons...

Word Count : 129

Antioxidant

Last Update:

the rancidification of oils and fats. In cells, antioxidants such as glutathione, mycothiol, or bacillithiol, and enzyme systems like superoxide dismutase...

Word Count : 10076

Glutathione thiolesterase

Last Update:

enzyme glutathione thiolesterase (EC 3.1.2.7) catalyzes the reaction S-acylglutathione + H2O ⇌{\displaystyle \rightleftharpoons } glutathione + a carboxylate...

Word Count : 69

Glutathione synthetase deficiency

Last Update:

Glutathione synthetase deficiency (GSD) is a rare autosomal recessive metabolic disorder that prevents the production of glutathione. Glutathione helps...

Word Count : 557

Bacterial glutathione transferase

Last Update:

Bacterial glutathione transferases (GSTs; EC 2.5.1.18) are part of a superfamily of enzymes that play a crucial role in cellular detoxification. The primary...

Word Count : 1522

GSTP1

Last Update:

Glutathione S-transferase P is an enzyme that in humans is encoded by the GSTP1 gene. Glutathione S-transferases (GSTs) are a family of enzymes that play...

Word Count : 628

Glutathione amide reductase

Last Update:

Glutathione amide reductase (EC 1.8.1.16, GAR) is an enzyme with systematic name glutathione amide:NAD+ oxidoreductase. This enzyme catalyses the following...

Word Count : 160

Pyrimidodiazepine synthase

Last Update:

pyrimidodiazepine + glutathione disulfide + H2O ⇌ {\displaystyle \rightleftharpoons } 6-pyruvoyltetrahydropterin + 2 glutathione The 3 substrates of this...

Word Count : 152

Acetylcysteine

Last Update:

antioxidant glutathione. Hence administration of acetylcysteine replenishes glutathione stores. Glutathione, along with oxidized glutathione (GSSG) and...

Word Count : 5195

Kwashiorkor

Last Update:

maintain their blood volume. Kwashiorkor is also marked by low glutathione levels. Glutathione is used in many of the body processes on a molecule level....

Word Count : 4607

Leukotriene C4 synthase

Last Update:

encoded by this gene, LTC4S (or glutathione S-transferase II) is an enzyme that converts leukotriene A4 and glutathione to create leukotriene C4. This...

Word Count : 889

Brown bread

Last Update:

contain raw wheat germ, instead of toasted germ, have higher levels of glutathione, and thus result in lower loaf volumes. In Ireland, during the Famine...

Word Count : 1072

Sulfur assimilation

Last Update:

Second, glutathione is synthesized from γ-glutamylcysteine and glycine (in glutathione homologues, β-alanine or serine) catalyzed by glutathione synthetase...

Word Count : 2993

PDF Search Engine © AllGlobal.net