S-p-Bromobenzylglutathione cyclopentyl diester

SIGMA/SML1306 - ≥98% (HPLC)

Synonym: BBGC; BBGD; BrBzGCp2; N-[S-[(4-Bromophenyl)methyl]-N-L-γ-glutamyl-L-cysteinyl]-Glycine dicyclopentyl ester; S-p-Bromobenzylglutathione dicyclopentyl ester; S-para-Bromobenzylglutathione cyclopentyl diester

CAS Number: 166038-00-2
Empirical Formula (Hill Notation): C₂₇H₃₈BrN₃O₆S
Molecular Weight: 612.58
MDL Number: MFCD28976196
Linear Formula: C₂₇H₃₈BrN₃O₆S
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-SML1306-5MG	5 mg	$129.00 1/EA	Add To Favorites
45-SML1306-25MG	25 mg	$509.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥98% (HPLC)
color	white to beige
form	powder
InChI	1S/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
InChI key	QIFSPGPRHFNZNN-GOTSBHOMSA-N
Quality Level	100
SMILES string	BrC1=CC=C(CSC[C@H](NC(CC[C@H](N)C(OC2CCCC2)=O)=O)C(NCC(OC3CCCC3)=O)=O)C=C1
solubility	DMSO: 20 mg/mL, clear
storage temp.	2-8°C

Application:	S-p-Bromobenzylglutathione cyclopentyl diester has been used as an inhibitor of glyoxalase 1 (GLO-1) enzyme to treat HL-1 cardiomyocytes for stimulating aging-based glycative stress. It has also been used as an inhibitor of GLO-1 in hepatic stellate cells.
Biochem/physiol Actions:	BBGC possesses antiproliferative activity, observed in human leukemia cells. Glyoxalases are associated with detoxification process. Inhibition of glyoxalases produces an anti-carcinogenic and anti-inflammatory effect.
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.
Biochem/physiol Actions:	S-p-Bromobenzylglutathione cyclopentyl diester (BBGC) is a cell-permeable inhibitor of Glyoxalase 1 (GLO1).
Packaging:	5, 25 mg in glass bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (HPLC)
Storage Temp.	2-8°C
UNSPSC	12352200

To Order From a Quote