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 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
EINECS:
Product Categories:
Mol File:221174-33-0.mol
L-gamma-Glutamyl-S-[[(4-bromophenyl)hydroxyamino]carbonyl]-L-cysteinylglycine diethyl ester monohydrochloride Structure
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
Safety Information
MSDS Information
L-gamma-Glutamyl-S-[[(4-bromophenyl)hydroxyamino]carbonyl]-L-cysteinylglycine diethyl ester monohydrochloride Usage And Synthesis
Biological Activitys-(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 vitroas 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 vivosmall-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].
targetglyoxalase 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.
L-gamma-Glutamyl-S-[[(4-bromophenyl)hydroxyamino]carbonyl]-L-cysteinylglycine diethyl ester monohydrochloride Preparation Products And Raw materials
Boc-D-Glutamine

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