Bi(glutathion-S-yl)

Bezeichnung:Bi(glutathion-S-yl)

CAS-Nr27025-41-8

Englisch Name:L-Glutathione

CBNumberCB1200803

SummenformelC20H32N6O12S2

Molgewicht612.63

MOL-Datei27025-41-8.mol

Synonyma

Bi(glutathion-S-yl)

Bi(glutathion-S-yl) physikalisch-chemischer Eigenschaften

Schmelzpunkt	178 °C (dec.)(lit.)
alpha	-99 º (c=4, water)
Dichte	1.3688 (rough estimate)
Brechungsindex	-105 ° (C=2, H2O)
storage temp.	2-8°C
Löslichkeit	H₂O: soluble
Aggregatzustand	powder
pka	2.12, 3.59, 8.75, 9.65(at 25℃)
Farbe	White to off-white
Optische Aktivität	-111.016 (H2O)
Wasserlöslichkeit	soluble
Merck	13,4488
BRN	1718700
Stabilität	Stable. Incompatible with strong oxidizing agents.
InChIKey	YPZRWBKMTBYPTK-USZNOCQGSA-N
CAS Datenbank	27025-41-8(CAS DataBase Reference)
EPA chemische Informationen	Oxiglutatione (27025-41-8)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36-24/25-36/37/39-27-37/39
WGK Germany	2
RTECS-Nr.	MC0556500
HS Code	29309090
Toxizität	mouse,LD50,intravenous,> 2gm/kg (2000mg/kg),Kiso to Rinsho. Clinical Report. Vol. 23, Pg. 6793, 1989.

Gefahreninformationscode (GHS)

L-Glutathione Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S27:Beschmutzte, getränkte Kleidung sofort ausziehen.
Beschreibung
L-Glutathione oxidized(GSSG) is produced by the oxidation of glutathione. Detoxification of reactive oxygen species is accompanied by production of it. It can be used for the research of sickle cells and erythrocytes. The ratio of glutathione (GSH) to oxidised glutathione (GSSG) is a key indicator of cellular oxidative stress. It can be used in the clinical diagnosis and treatment of leukaemia by detecting the level of cellular GSH/GSSG in acute myeloid leukaemia (AML), which is characterised by oxidative stress leading to abnormally low levels of oxidised glutathione, with real-time, dynamic and highly sensitive characteristics^[1].
Verwenden
L-Glutathione is used as a Acts as hydrogen acceptor in enzymatic determination of NADP and NADPH, it is used to reduced back to glutathione (GSH) via the NADPH-dependent enzyme glutathione reductase. The ratio of GSH to GSSG is often used to gauge the level of oxidative stress in cells, with higher concentrations of GSSG implying more oxidative stress, L-Glutathione formation is used to study the polymorphism in glutathione conjugation ac tivity of human erythrocytes towards ethylene dibromide.
Application
L-Glutathione (GSH) has been used in the elution buffer to elute GST (glutathione S-transferase)-fused proteins using glutathione-agarose beads. It has been used to prepare a standard curve for GSH analyses. May be used at 5-10 mM to elute glutathione S-transferase (GST) from glutathione agarose.
Definition
ChEBI: Glutathione disulfide is an organic disulfide and a glutathione derivative. It has a role as an Escherichia coli metabolite and a mouse metabolite. It is a conjugate acid of a glutathione disulfide(2-).
Biochem/physiol Actions
L-Glutathione, oxidized is frequently measure in vivo as an indicator of oxidative stress. Oxidized L-Glutathione may be converted to L-glutathione by various reducing systems.
Nebenwirkungen
There have been few studies on the side effects of glutathione use, and as a supplement, no associated side effects have been reported from consuming high glutathione only from diet. However, long-term use of glutathione supplements may reduce zinc levels, and inhaling glutathione can cause breathing problems in some people with mild asthma. In addition, there are concerns that the use of glutathione supplements may cause cramps and bloating or allergic reactions, accompanied by symptoms such as rashes. If you experience any of these side effects, stop taking the supplement and contact your doctor.
läuterung methode
Purify it by recrystallisation from 50% aqueous EtOH. Its solubility in H2O is 5%. Store it at 4o. [Li et al. J Am Chem Soc 76 225 1954, Berse et al. Can J Chem 37 1733 1959, Beilstein 4 IV 3168.]
Einzelnachweise
[1] ABBASGHULAM. Construction of Genetically Encoded Biosensors to Monitor Subcellular Compartment-Specific Glutathione Response to Chemotherapeutic Drugs in Acute Myeloid Leukemia Cells.[J]. Analytical Chemistry, 2023, 95 5: 2838-2847. DOI:10.1021/acs.analchem.2c04255.

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