166038-00-2 Usage
Uses
Used in Pharmaceutical Research:
S-4-bromobenzylglutathione cyclopentyl diester is used as an inhibitor of the glyoxalase 1 (GLO-1) enzyme for treating HL-1 cardiomyocytes. This application is aimed at stimulating aging-based glycative stress, which can provide insights into the aging process and potential therapeutic targets for age-related conditions.
Used in Hepatic Research:
In the field of hepatic research, S-4-bromobenzylglutathione cyclopentyl diester is used as an inhibitor of GLO-1 in hepatic stellate cells. This application is significant for understanding the role of GLO-1 in liver function and its potential as a therapeutic target for liver-related diseases.
These uses highlight the versatility of S-4-bromobenzylglutathione cyclopentyl diester in different areas of medical and pharmaceutical research, particularly in the study of enzyme inhibition and its implications for human health.
Biochem/physiol Actions
S-p-Bromobenzylglutathione cyclopentyl diester (BBGC) is a cell-permeable inhibitor of Glyoxalase 1 (GLO1), an enzyme that detoxifies methylglyoxal, a toxic side-product of glycolysis that induces apoptosis at high levels and has been linked to arterial atherogenesis in diabetics. However, tumors use GLO as well and overexpression of GLO1 has been reported in a number of cancers, so GLO1 inhibitors including BBCG have been investigated as possible anticancer agents. Recent studies have indicated that methylglyoxal has some beneficial effects at low levels with GABAA receptor agonist activity, and that GLO1 inhibition with BBGC can reduce anxiety-like behavior and decrease antiseizure activity. S-p-bromobenzylglutathione cyclopentyl diester should be an inportant tool to study the glyoxalase system.
Check Digit Verification of cas no
The CAS Registry Mumber 166038-00-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,6,0,3 and 8 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 166038-00:
(8*1)+(7*6)+(6*6)+(5*0)+(4*3)+(3*8)+(2*0)+(1*0)=122
122 % 10 = 2
So 166038-00-2 is a valid CAS Registry Number.
InChI:InChI=1/C27H38BrN3O6S/c28-19-11-9-18(10-12-19)16-38-17-23(26(34)30-15-25(33)36-20-5-1-2-6-20)31-24(32)14-13-22(29)27(35)37-21-7-3-4-8-21/h9-12,20-23H,1-8,13-17,29H2,(H,30,34)(H,31,32)/t22-,23-/m0/s1
166038-00-2Relevant academic research and scientific papers
Thornalley, Paul J.,Edwards, Linda G.,Kang, Yubin,Wyatt, Catherine,Davies, Nathan,Ladan, Muhatri J.,Double, John
, p. 1365 - 1372 (1996)
The glyoxalase I inhibitor diester, S-p-bromobenzyl-glutathione cyclopentyl diester (BrBzGSHCp2), inhibited the growth of human leukaemia 60 (HL60) cells in vitro. The median growth inhibitory concentration GC50 value of BrBzGSHCpsu
Antitumor activity of S-(p-bromobenzyl)glutathione diesters in vitro: A structure-activity study
Thornalley, Paul J.,Ladan, Muhati J.,Ridgway, Simon J. S.,Kang, Yubin
, p. 3409 - 3411 (2007/10/03)
S-(p-Bromobenzyl)glutathione is a competitive inhibitor of human glyoxalase I which is part of the cytosolic glyoxalase system. It may be delivered into the cytosol of cells by diesterification wherein it is deesterified by cytosolic nonspecific esterases
