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ChemicalBook >  Product Catalog >  Biochemical Engineering >  Amino Acids and Derivatives >  Glycine derivative >  L-gamma-Glutamyl-S-[[(4-bromophenyl)hydroxyamino]carbonyl]-L-cysteinylglycine diethyl ester monohydrochloride

L-gamma-Glutamyl-S-[[(4-bromophenyl)hydroxyamino]carbonyl]-L-cysteinylglycine diethyl ester monohydrochloride

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L-gamma-Glutamyl-S-[[(4-bromophenyl)hydroxyamino]carbonyl]-L-cysteinylglycine diethyl ester monohydrochloride Basic information

Product Name:
L-gamma-Glutamyl-S-[[(4-bromophenyl)hydroxyamino]carbonyl]-L-cysteinylglycine diethyl ester monohydrochloride
Synonyms:
  • L-gamma-Glutamyl-S-[[(4-bromophenyl)hydroxyamino]carbonyl]-L-cysteinylglycine diethyl ester monohydrochloride
  • Glycine, L-γ-glutaMyl-S-[[(4-broMophenyl)hydroxyaMino]carbonyl]-L-cysteinyl-, diethyl ester, Monohydrochloride (9CI)
  • ethyl (2S)-2-amino-5-[[(2R)-3-[(4-bromophenyl)-hydroxycarbamoyl]sulfanyl-1-[(2-ethoxy-2-oxoethyl)amino]-1-oxopropan-2-yl]amino]-5-oxopentanoate
CAS:
221174-33-0
MF:
C21H30BrClN4O8S
MW:
613.91
Mol File:
221174-33-0.mol
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L-gamma-Glutamyl-S-[[(4-bromophenyl)hydroxyamino]carbonyl]-L-cysteinylglycine diethyl ester monohydrochloride Chemical Properties

storage temp. 
4°C, protect from light, stored under nitrogen
solubility 
Soluble in DMSO
form 
Powder
color 
Off-white to light yellow
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L-gamma-Glutamyl-S-[[(4-bromophenyl)hydroxyamino]carbonyl]-L-cysteinylglycine diethyl ester monohydrochloride Usage And Synthesis

Biological Activity

s-(n-aryl-n-hydroxycarbamoyl)glutathione derivatives have been proposed as possible anticancer agents, because of their ability to strongly inhibit the methylglyoxal-detoxifying enzyme glyoxalase i. glyoxalase i inhibitor is a potent inhibitor of glyoxalase i.

in vitro

as a tumor-selective anticancer agent, glyoxalase i inhibitor [3(et)2] was evaluated against b16 melanotic melanoma, l1210 murine leukemia, and nonproliferating murine splenic lymphocytes in culture. the diethyl ester prodrugs of glyoxalase i inhibitor [3(et)2] also displayed significant tumour-selective toxicity towards l1210 cells compared with normal murine splenic lymphocytes in vitro [1].

in vivo

small-scale efficacy studies indicated that 3b(et)2 could effectively inhibit tumour growth in plasma esterase-deficient mice bearing murine b16 melanoma and in esterasedeficient athymic nude mice bearing androgen-independent human prostate pc-3 tumours or human colon ht-29 tumours [2].

target

glyoxalase I

References

[1] kavarana mj, kovaleva eg, creighton dj, wollman mb, eiseman jl. mechanism-based competitive inhibitors of glyoxalase i: intracellular delivery, in vitro antitumor activities, and stabilities in human serum and mouse serum. j med chem. 1999;42(2):221-8.
[2] creighton dj, zheng zb, holewinski r, hamilton ds, eiseman jl. glyoxalase i inhibitors in cancer chemotherapy. biochem soc trans. 2003;31(pt 6):1378-82.

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L-gamma-Glutamyl-S-[[(4-bromophenyl)hydroxyamino]carbonyl]-L-cysteinylglycine diethyl ester monohydrochloride(221174-33-0)Related Product Information