2,2-Dihydroxy-1-phenylethan-1-one

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Chemical Structure| 1075-06-5 同义名 : 水合苯乙二醛 ;Phenylglyoxal hydrate;1-Phenylethanedione hydrate
CAS号 : 1075-06-5
货号 : A385200
分子式 : C8H8O3
纯度 : 95%
分子量 : 152.147
MDL号 : MFCD00149499
存储条件:

Pure form Sealed in dry,Room Temperature

In solvent -20°C:3-6个月-80°C:12个月

溶解度 :

DMSO: 250 mg/mL(1643.14 mM),配合低频超声助溶,注意:DMSO长时间开封后,会吸水并导致溶解能力下降,请避免使用长期开封的DMSO

H2O: 25 mg/mL(164.31 mM),配合低频超声助溶

动物实验配方:
生物活性
描述 Phenylglyoxal H2O is a reagent specific for the modification of arginyl residues in proteins. The resulting arginine-phenylglyoxal adduct can lead to either suppression or induction of permeability transition, depending on the net charge and hydrogen bonding capacity of the adduct by both isolated mitochondria and mammalian cells. When mammalian cells were incubated with low concentrations of negatively charged phenylglyoxal derivatives, the addition of oligomycin caused a depolarization of the mitochondrial membrane potential[1]. Chloride exchange in resealed human erythrocyte ghosts can be irreversibly inhibited with phenylglyoxal. At 0 degrees C, inhibition is instantaneous and fully reversible, whereas at higher temperature in an alkaline extracellular medium, covalent binding of phenylglyoxal leads to an irreversible inhibition of the transport membranes system. The rate of modification of anion transport depends on phenylglyoxal concentration, pH, temperature, and the presence of anions and reversible inhibitors of the anion transport system in fashions[2]. Pretreatment of human neutrophils with 100 microgram phenylglyoxal/ml for 30 min at 37 degrees C resulted in almost complete inhibition of phagocytosis of opsonized zymosan. Phenylglyoxal can be used effectively in the bacterial-killing test of phagocytes to inhibit intracellular killing after an initial period of ingestion[3]. Chemical modification of the Ca(2+)-ATPase with phenylglyoxal, as a modifier of arginine residues, leads to an almost total loss of the ATPase activity[4].
实验方案
1mg 5mg 10mg

1 mM

5 mM

10 mM

6.57mL

1.31mL

0.66mL

32.86mL

6.57mL

3.29mL

65.73mL

13.15mL

6.57mL

参考文献

[1]Johans M, Milanesi E, Franck M, Johans C, Liobikas J, Panagiotaki M, Greci L, Principato G, Kinnunen PK, Bernardi P, Costantini P, Eriksson O. Modification of permeability transition pore arginine(s) by phenylglyoxal derivatives in isolated mitochondria and mammalian cells. Structure-function relationship of arginine ligands. J Biol Chem. 2005 Apr 1;280(13):12130-6

[2]Wieth JO, Bjerrum PJ, Borders CL Jr. Irreversible inactivation of red cell chloride exchange with phenylglyoxal, and arginine-specific reagent. J Gen Physiol. 1982 Feb;79(2):283-312

[3]van Schaik ML, Weening RS, Roos D. Phenylglyoxal is not a selective inhibitor of phagocytosis. J Cell Sci. 1979 Aug;38:331-43

[4]Corbalán-García S, Teruel JA, Gómez-Fernández JC. Involvement of an arginyl residue in the nucleotide-binding site of Ca(2+)-ATPase from sarcoplasmic reticulum as seen by reaction with phenylglyoxal. Biochem J. 1996 Aug 15;318 ( Pt 1)(Pt 1):179-85