S-Ethyl glutathione

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 597085

CAS#: 24425-52-3

Description: S-Ethyl glutathione is an inhibitor of the enzyme Glyoxalase 1.


Chemical Structure

img
S-Ethyl glutathione
CAS# 24425-52-3

Theoretical Analysis

MedKoo Cat#: 597085
Name: S-Ethyl glutathione
CAS#: 24425-52-3
Chemical Formula: C12H21N3O6S
Exact Mass: 335.12
Molecular Weight: 335.370
Elemental Analysis: C, 42.98; H, 6.31; N, 12.53; O, 28.62; S, 9.56

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: S-Ethyl glutathione; L-gamma-Glutamyl-S-ethyl-L-cysteinylglycine; Glutathione monoethyl ester; Glutathione ethyl ester;

IUPAC/Chemical Name: N5-((R)-1-((carboxymethyl)amino)-3-(ethylthio)-1-oxopropan-2-yl)-L-glutamine

InChi Key: HMFDVPSBWOHOAP-YUMQZZPRSA-N

InChi Code: InChI=1S/C12H21N3O6S/c1-2-22-6-8(11(19)14-5-10(17)18)15-9(16)4-3-7(13)12(20)21/h7-8H,2-6,13H2,1H3,(H,14,19)(H,15,16)(H,17,18)(H,20,21)/t7-,8-/m0/s1

SMILES Code: O=C(O)CNC([C@H](CSCC)NC(CC[C@@H](C(O)=O)N)=O)=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 335.37 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Jia Y, Wang HD, Wang Q, Ding H, Wu HM, Pan H. GSH depletion and consequent AKT inhibition contribute to the Nrf2 knockdown-induced decrease in proliferation in glioblastoma U251 cells. Oncol Rep. 2017 Apr;37(4):2252-2260. doi: 10.3892/or.2017.5467. Epub 2017 Feb 20. PubMed PMID: 28260004.

2: Trapphoff T, Heiligentag M, Simon J, Staubach N, Seidel T, Otte K, Fröhlich T, Arnold GJ, Eichenlaub-Ritter U. Improved cryotolerance and developmental potential of in vitro and in vivo matured mouse oocytes by supplementing with a glutathione donor prior to vitrification. Mol Hum Reprod. 2016 Dec;22(12):867-881. Epub 2016 Sep 7. PubMed PMID: 27604460.

3: Aminizadeh N, Tiraihi T, Mesbah-Namin SA, Taheri T. Stimulation of cell proliferation by glutathione monoethyl ester in aged bone marrow stromal cells is associated with the assistance of TERT gene expression and telomerase activity. In Vitro Cell Dev Biol Anim. 2016 Aug;52(7):772-81. doi: 10.1007/s11626-016-0021-5. Epub 2016 Jun 1. PubMed PMID: 27251157.

4: Habener A, Chowdhury A, Echtermeyer F, Lichtinghagen R, Theilmeier G, Herzog C. MitoNEET Protects HL-1 Cardiomyocytes from Oxidative Stress Mediated Apoptosis in an In Vitro Model of Hypoxia and Reoxygenation. PLoS One. 2016 May 31;11(5):e0156054. doi: 10.1371/journal.pone.0156054. eCollection 2016. PubMed PMID: 27243905; PubMed Central PMCID: PMC4887087.

5: Chung BY, Choi SR, Moon IJ, Park CW, Kim YH, Chang SE. The Glutathione Derivative, GSH Monoethyl Ester, May Effectively Whiten Skin but GSH Does Not. Int J Mol Sci. 2016 Apr 27;17(5). pii: E629. doi: 10.3390/ijms17050629. PubMed PMID: 27128906; PubMed Central PMCID: PMC4881455.

6: Jahan MS, Nozulaidi M, Khairi M, Mat N. Light-harvesting complexes in photosystem II regulate glutathione-induced sensitivity of Arabidopsis guard cells to abscisic acid. J Plant Physiol. 2016 May 20;195:1-8. doi: 10.1016/j.jplph.2016.03.002. Epub 2016 Mar 8. PubMed PMID: 26970687.

7: Martínez I, García-Carpizo V, Guijarro T, García-Gomez A, Navarro D, Aranda A, Zambrano A. Induction of DNA double-strand breaks and cellular senescence by human respiratory syncytial virus. Virulence. 2016 May 18;7(4):427-42. doi: 10.1080/21505594.2016.1144001. Epub 2016 Jan 25. PubMed PMID: 26809688; PubMed Central PMCID: PMC4871660.

8: Han H, Jin Q, Wang Y, Chen Y, Ji J. The rational design of a gemcitabine prodrug with AIE-based intracellular light-up characteristics for selective suppression of pancreatic cancer cells. Chem Commun (Camb). 2015 Dec 21;51(98):17435-8. doi: 10.1039/c5cc06654a. Epub 2015 Oct 15. PubMed PMID: 26468509.

9: Yi D, Hou Y, Wang L, Long M, Hu S, Mei H, Yan L, Hu CA, Wu G. N-acetylcysteine stimulates protein synthesis in enterocytes independently of glutathione synthesis. Amino Acids. 2016 Feb;48(2):523-33. doi: 10.1007/s00726-015-2105-z. Epub 2015 Oct 3. PubMed PMID: 26433892.

10: Yamaoka T, Kitamura Y. Characterization of a highly sensitive and selective novel trapping reagent, stable isotope labeled glutathione ethyl ester, for the detection of reactive metabolites. J Pharmacol Toxicol Methods. 2015 Nov-Dec;76:83-95. doi: 10.1016/j.vascn.2015.08.157. Epub 2015 Aug 24. PubMed PMID: 26314789.

11: Khurana H, Meena VK, Prakash S, Chuttani K, Chadha N, Jaswal A, Dhawan DK, Mishra AK, Hazari PP. Preclinical Evaluation of a Potential GSH Ester Based PET/SPECT Imaging Probe DT(GSHMe)₂ to Detect Gamma Glutamyl Transferase Over Expressing Tumors. PLoS One. 2015 Jul 29;10(7):e0134281. doi: 10.1371/journal.pone.0134281. eCollection 2015. PubMed PMID: 26221728; PubMed Central PMCID: PMC4519333.

12: Sobahan MA, Akter N, Okuma E, Uraji M, Ye W, Mori IC, Nakamura Y, Murata Y. Allyl isothiocyanate induces stomatal closure in Vicia faba. Biosci Biotechnol Biochem. 2015;79(10):1737-42. doi: 10.1080/09168451.2015.1045827. Epub 2015 Jun 1. PubMed PMID: 26027691.

13: Netzahualcoyotzi C, Tapia R. Degeneration of spinal motor neurons by chronic AMPA-induced excitotoxicity in vivo and protection by energy substrates. Acta Neuropathol Commun. 2015 May 14;3:27. doi: 10.1186/s40478-015-0205-3. PubMed PMID: 25968178; PubMed Central PMCID: PMC4429664.

14: Pizzurro DM, Dao K, Costa LG. Astrocytes protect against diazinon- and diazoxon-induced inhibition of neurite outgrowth by regulating neuronal glutathione. Toxicology. 2014 Apr 6;318:59-68. doi: 10.1016/j.tox.2014.01.010. Epub 2014 Feb 19. PubMed PMID: 24561003; PubMed Central PMCID: PMC3999384.

15: Giordano E, Davalos A, Nicod N, Visioli F. Hydroxytyrosol attenuates tunicamycin-induced endoplasmic reticulum stress in human hepatocarcinoma cells. Mol Nutr Food Res. 2014 May;58(5):954-62. doi: 10.1002/mnfr.201300465. Epub 2013 Dec 18. PubMed PMID: 24347345.

16: Butturini E, Carcereri de Prati A, Chiavegato G, Rigo A, Cavalieri E, Darra E, Mariotto S. Mild oxidative stress induces S-glutathionylation of STAT3 and enhances chemosensitivity of tumoural cells to chemotherapeutic drugs. Free Radic Biol Med. 2013 Dec;65:1322-30. doi: 10.1016/j.freeradbiomed.2013.09.015. Epub 2013 Oct 1. PubMed PMID: 24095958.

17: Kato T, Tada-Oikawa S, Wang L, Murata M, Kuribayashi K. Endocrine disruptors found in food contaminants enhance allergic sensitization through an oxidative stress that promotes the development of allergic airway inflammation. Toxicol Appl Pharmacol. 2013 Nov 15;273(1):10-8. doi: 10.1016/j.taap.2013.08.029. Epub 2013 Sep 10. PubMed PMID: 24035973.

18: [Protective action of ethylglutathione at hypoxia-reoxygenation of the heart: role of glucose]. Kardiologiia. 2013;53(4):49-54. Russian. PubMed PMID: 23952953.

19: do Amaral AS, Pawlick RL, Rodrigues E, Costal F, Pepper A, Galvão FH, Correa-Giannella ML, Shapiro AM. Glutathione ethyl ester supplementation during pancreatic islet isolation improves viability and transplant outcomes in a murine marginal islet mass model. PLoS One. 2013;8(2):e55288. doi: 10.1371/journal.pone.0055288. Epub 2013 Feb 12. PubMed PMID: 23424628; PubMed Central PMCID: PMC3570543.

20: Thomes PG, Ehlers RA, Trambly CS, Clemens DL, Fox HS, Tuma DJ, Donohue TM. Multilevel regulation of autophagosome content by ethanol oxidation in HepG2 cells. Autophagy. 2013 Jan;9(1):63-73. doi: 10.4161/auto.22490. Epub 2012 Oct 22. PubMed PMID: 23090141; PubMed Central PMCID: PMC3542219.