Glyoxalase I inhibitor - CAS 221174-33-0
Catalog number:
221174-33-0
Category:
Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C21H30BrClN4O8S
Molecular Weight:
613.91
COA:
Inquire
Targets:
Others
Description:
Glyoxalase I inhibitor is a potent Glyoxalase I inhibitor, candidate for anticancer agents.
Publictions citing BOC Sciences Products
  • >> More
Purity:
>98%
Synonyms:
Glycine, L-γ-glutamyl-S-[[(4-bromophenyl)hydroxyamino]carbonyl]-L-cysteinyl-, diethyl ester, monohydrochloride (9CI)
MSDS:
Inquire
1.Oxidative stress and glyoxalase I activity mediate dicarbonyl toxicity in MCF-7 mamma carcinoma cells and a tamoxifen resistant derivative.
Nass N1, Sel S2, Ignatov A3, Roessner A4, Kalinski T4. Biochim Biophys Acta. 2016 Jun;1860(6):1272-80. doi: 10.1016/j.bbagen.2016.03.006. Epub 2016 Mar 10.
BACKGROUND: Acquired tamoxifen resistance is a significant problem in estrogen receptor positive breast cancer. In a cellular model, tamoxifen resistance was associated with increased sensitivity towards toxic dicarbonyls and reduced free sulfhydryl group content. We here analyzed the role of oxidative stress and glyoxalase I activity on dicarbonyl resistance and the significance of glyoxalase I expression for survival.
2.Inhibition by active site directed covalent modification of human glyoxalase I.
Holewinski RJ1, Creighton DJ2. Bioorg Med Chem. 2014 Jul 1;22(13):3301-8. doi: 10.1016/j.bmc.2014.04.055. Epub 2014 May 6.
The glyoxalase pathway is responsible for conversion of cytotoxic methylglyoxal (MG) to d-lactate. MG toxicity arises from its ability to form advanced glycation end products (AGEs) on proteins, lipids and DNA. Studies have shown that inhibitors of glyoxalase I (GLO1), the first enzyme of this pathway, have chemotherapeutic effects both in vitro and in vivo, presumably by increasing intracellular MG concentrations leading to apoptosis and cell death. Here, we present the first molecular inhibitor, 4-bromoacetoxy-1-(S-glutathionyl)-acetoxy butane (4BAB), able to covalently bind to the free sulfhydryl group of Cys60 in the hydrophobic binding pocket adjacent to the enzyme active site and partially inactivate the enzyme. Our data suggests that partial inactivation of homodimeric GLO1 is due to the modification at only one of the enzymatic active sites. Although this molecule may have limited use pharmacologically, it may serve as an important template for the development of new GLO1 inhibitors that may combine this strategy with ones already reported for high affinity GLO1 inhibitors, potentially improving potency and specificity.
3.Novel bivalent inhibitors with sub-nanomolar affinities towards human glyoxalase I.
Sang Y1, Shi Q1, Mo M1, Ni C1, Li Z1, Liu B1, Deng Q1, Creighton DJ2, Zheng ZB3. Bioorg Med Chem Lett. 2015 Nov 1;25(21):4724-7. doi: 10.1016/j.bmcl.2015.08.055. Epub 2015 Aug 20.
The zinc metalloenzyme glyoxalase I (GlxI) catalyzes the glutathione-dependent inactivation of cytotoxic methylglyoxal. Two competitive bivalent GlxI inhibitors, polyBHG2-62 (Ki=1.0 nM) and polyBHG2-54 (Ki=0.3 nM), were synthesized based on the transition-state analog S-(N-bromophenyl-N-hydroxycarbamoyl) glutathione (BHG). The most effective inhibitor, polyBHG2-54, is the first subnanomolar inhibitor of GlxI, and is over 50-fold more potent than BHG itself.
4.Evaluation of potential flavonoid inhibitors of glyoxalase-I based on virtual screening and in vitro studies.
Yadav A1, Kumar R2, Sunkaria A1, Singhal N3, Kumar M2, Sandhir R1. J Biomol Struct Dyn. 2016 May;34(5):993-1007. doi: 10.1080/07391102.2015.1064830. Epub 2015 Jul 28.
Glyoxalase-I (GLO-I) is a component of the ubiquitous detoxification system involved in the conversion of methylglyoxal (MG) to d-lactate in the glycolytic pathway. MG toxicity arises from its ability to form advanced glycation end products. GLO-I has been reported to be frequently overexpressed in various types of cancer cells. In this study, we performed structure-based virtual screening of focused flavonoids commercial library to identify potential and specific inhibitors of GLO-I. The compounds were ranked based on Glide extra precision docking score and five hits (curcumin, quercetin, morin, naringin and silibinin) were selected on the basis of their interaction with active site amino acid residues of GLO-I. Mixed mode QM/MM calculation was performed on the top-scoring hit to ascertain the role of zinc ion in ligand binding. In addition, the identified hits were subjected to MM/GBSA binding energy prediction, ADME prediction and similarity studies.
Molecular Weight Calculator Molarity Calculator Solution Dilution Calculator

Related Products


CAS 37519-14-5 3-Hydroxyacetaminophen

3-Hydroxyacetaminophen
(CAS: 37519-14-5)

A metabolite of acetaminophen, which is is a pain reliever and a fever reducer.

CAS 5534-95-2 Pentagastrin

Pentagastrin
(CAS: 5534-95-2)

Pentagastrin is a synthetic polypeptide used as a diagnostic aid for evaluation of gastric acid secretory function

CAS 69-65-8 D-Mannitol

D-Mannitol
(CAS: 69-65-8)

D-Mannitol inhibits renal tubular reabsorption of sodium, chloride, and other solutes.It also inhibits neutrophil apoptosis.

CAS 130405-40-2 (-)-Catechin gallate

(-)-Catechin gallate
(CAS: 130405-40-2)

(-)-catechin gallate, an antioxidant component existing in green tea, has been found to be probably effective in restraining tyrosine phosphorylation caused by ...

CAS 261365-11-1 MB05032

MB05032
(CAS: 261365-11-1)

MB05032 inhibits human liver FBPase with a potency (IC50 = 16 ± 1.5 nM) significantly greater than the natural inhibitor, AMP (IC50 = 1 μM), and the most well c...

CAS 68497-62-1 Pramiracetam

Pramiracetam
(CAS: 68497-62-1)

Pramiracetam is a central nervous system stimulant and nootropic agent belonging to the racetam family of drugs. It is a more potent nootropic drug derived from...

CAS 6859-01-4 Isorhynchophylline

Isorhynchophylline
(CAS: 6859-01-4)

Rhynchophylline and isorhynchophylline act as noncompetitive antagonists of the NMDA receptor and that this property may contribute to the neuroprotective and a...

FE-999024
(CAS: 168825-65-8)

FE-999024, a dipeptide compound, has been found to be a kallikrein inhibitor that was once studied in pancreatitis by Ferring Pharmaceuticals.

CAS 223580-51-6 Tiadinil

Tiadinil
(CAS: 223580-51-6)

Tiadinil is a plant activator of systemic acquired resistance, boosts the production of herbivore-induced plant volatiles; insecticide agent.

CAS 30045-16-0 Dehydrocorydaline

Dehydrocorydaline
(CAS: 30045-16-0)

Dehydrocorydaline, an alkaloid derived from the tubers of Corydalis ambigua, with potential anti-tumor activity it significantly inhibits MCF-7 cell proliferati...

CAS 50-33-9 Phenylbutazone

Phenylbutazone
(CAS: 50-33-9)

Phenylbutazone is used as a non-steroidal anti-inflammatory agent for the treatment of chronic pain, including the symptoms of arthritis. In the United States a...

CAS 153-18-4 Rutin

Rutin
(CAS: 153-18-4)

Rutin, a flavonol glycoside found in many plants including buckwheat; tobacco; forsythia; hydrangea; viola, etc., which possesses healthy effects for human.

CAS 1083-57-4 Bucetin

Bucetin
(CAS: 1083-57-4)

Bucetin, a phenacetin analog, has antipyretic and analgesic effect. It has been discontinued for showing renal toxicity.

CAS 1077-28-7 DL-ThioCtic acid

DL-ThioCtic acid
(CAS: 1077-28-7)

DL-α-Lipoic acid is an non-specific free radical scavenger and has anti-oxidant properties. It could be used as a fat-metabolism stimulator.

CAS 60-70-8 Veratramine

Veratramine
(CAS: 60-70-8)

Veratramine is useful as a signal transduction inhibitor for treating tumors.

CAS 113962-61-1 Cgp 13231

Cgp 13231
(CAS: 113962-61-1)

Cgp 13231 is the N-oxide metabolite of amocarzine

FR-900490
(CAS: 105424-59-7)

FR-900490 is a new type of immunoactive substance isolated from Disocia sp. F-11809. It is effective in reversing the damage to bone marrow caused by mitomycin ...

CAS 736994-63-1 Cyantraniliprole

Cyantraniliprole
(CAS: 736994-63-1)

Cyantraniliprole is an insecticide of the ryanoid class. It has activity against pests such as Diaphorina citri.

CAS 970-74-1 (-)-Epigallocatechin

(-)-Epigallocatechin
(CAS: 970-74-1)

(-)-Epigallocatechin is the most abundant flavonoid in green tea. It is a major green tea polyphenol with antioxidant, anti-inflammatory, and anticancer activit...

CAS 1164470-53-4 Sal003

Sal003
(CAS: 1164470-53-4)

Sal003 increases eIF2α phosphorylation status by blocking eIF2a phosphatases in cells.

Chemical Structure

CAS 221174-33-0 Glyoxalase I inhibitor

Quick Inquiry

Verification code

Featured Items