SML1306

S-p-Bromobenzylglutathione cyclopentyl diester

≥98% (HPLC), powder, Glyoxalase 1 inhibitor

• Sinónimos: 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
• Fórmula empírica (notación de Hill): C₂₇H₃₈BrN₃O₆S
• Número de CAS: 166038-00-2
• Peso molecular: 612.58
• Número MDL: MFCD28976196
• Código UNSPSC: 12352200
• ID de la sustancia en PubChem: 329825773
• NACRES: NA.77

Propiedades

• Nombre del producto: S-p-Bromobenzylglutathione cyclopentyl diester, ≥98% (HPLC)
• Nivel de calidad: 100
• Ensayo: ≥98% (HPLC)
• Formulario: powder
• color: white to beige
• solubilidad: DMSO: 20 mg/mL, clear
• temp. de almacenamiento: 2-8°C
• cadena SMILES: BrC1=CC=C(CSC[C@H](NC(CC[C@H](N)C(OC2CCCC2)=O)=O)C(NCC(OC3CCCC3)=O)=O)C=C1
• 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
• Clave InChI: QIFSPGPRHFNZNN-GOTSBHOMSA-N

Descripción

Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

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.

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable