N-(N-L-gamma-Glutamyl-L-cysteinyl)glycine monoethyl ester

Basic Information

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CAS Number

92614-59-0

Molecular Formula

C12H21N3O6S

Molecular Weight

335.38 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Density

1.314±0.06 g/cm3 (20 ºC 760 Torr),

SMILES

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CCOC(=O)CNC(=O)C(CS)NC(=O)CCC(C(=O)O)N

InChI

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

InChIKey

JKRODHBGNBKZLE-YUMQZZPRSA-N

LogP

-0.24550

Complexity

418

Synonyms & References

English

Glycine, L-g-glutamyl-L-cysteinyl-, 3-ethylester
Glutathione Ethyl Ester
Glutathione reduced ethyl ester
Glutathione-monoethyl ester (reduced)
GSH monoethylester
γ-Glu-Cys-Gly-OEt
GSH-MEE
L-gamma-Glutamyl-L-cysteinylglycine 3-ethyl ester
Glycine, N-(N-L-γ-glutamyl-L-cysteinyl)-, 1-ethyl ester (ZCI)
L
Glutathione ethyl ester
N-(N-L-gamma-Glutamyl-L-cysteinyl)glycine monoethyl ester
L-gamma-Glutamyl-L-cysteinyl Ethyl Glycinate
CS-0138219
glutathione-reduced-ethyl-ester
(2S)-2-amino-5-[[(2R)-1-[(2-ethoxy-2-oxoethyl)amino]-1-oxo-3-sulfanylpropan-2-yl]amino]-5-oxopentanoic acid
MFCD00156117
(2S)-2-azaniumyl-5-[[(2R)-1-[(2-ethoxy-2-oxoethyl)amino]-1-oxo-3-sulfanylpropan-2-yl]amino]-5-oxopentanoate
Glutathione reduced ethyl ester, >=90% (TLC)
CHEMBL511330
W-200037
Glycine, N-(N-L-gamma-glutamyl-L-cysteinyl)-, monoethyl ester
Glycine, L-gamma-glutamyl-L-cysteinyl-, 3-ethyl ester
GSH-OEt
(S)-2-Amino-5-(((R)-1-((2-ethoxy-2-oxoethyl)amino)-3-mercapto-1-oxopropan-2-yl)amino)-5-oxopentanoic acid
J-100171
92614-59-0
DTXSID20922674
118421-50-4
5-({1-[(2-Ethoxy-2-oxoethyl)imino]-1-hydroxy-3-sulfanylpropan-2-yl}imino)-5-hydroxynorvaline
HY-134124

MDL Number

MFCD00156117

FAQ

What are the physical and chemical properties of N-(N-L-gamma-Glutamyl-L-cysteinyl)glycine monoethyl ester (CAS: 92614-59-0)?

N-(N-L-gamma-Glutamyl-L-cysteinyl)glycine monoethyl ester (CAS: 92614-59-0) is a white crystalline solid with a molecular weight of approximately 386.42 g/mol. It has a solubility of about 0.01 g/mL in water. This compound is relatively stable under normal conditions but may react with strong acids or bases. It is not prone to spontaneous decomposition.

How is N-(N-L-gamma-Glutamyl-L-cysteinyl)glycine monoethyl ester (CAS: 92614-59-0) typically synthesized?

N-(N-L-gamma-Glutamyl-L-cysteinyl)glycine monoethyl ester (CAS: 92614-59-0) is synthesized through a multi-step process involving the coupling of L-cysteinylglycine and N-carboxyanhydride of N-(N-L-gamma-glutamyl)glycine followed by monoethyl esterification. The key steps include catalytic activation with a suitable acid and careful control of pH and temperature to achieve high yield and selectivity.

What industries use N-(N-L-gamma-Glutamyl-L-cysteinyl)glycine monoethyl ester (CAS: 92614-59-0)?

N-(N-L-gamma-Glutamyl-L-cysteinyl)glycine monoethyl ester (CAS: 92614-59-0) is primarily utilized in the pharmaceutical industry for its potential as a cysteine donor in thioether formation. It is also applicable in the production of peptide-based drugs and as a reagent in certain chemical syntheses. Additionally, it has potential uses in polymer chemistry and as a precursors in the development of advanced materials.

What precautions should be taken when handling N-(N-L-gamma-Glutamyl-L-cysteinyl)glycine monoethyl ester (CAS: 92614-59-0)?

When handling N-(N-L-gamma-Glutamyl-L-cysteinyl)glycine monoethyl ester (CAS: 92614-59-0), it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be cleaned up immediately using appropriate absorbents, and the area should be thoroughly rinsed. Always refer to the Material Safety Data Sheet (MSDS) for detailed emergency procedures.