4-Hydroxybenzaldehyde | CAS:123-08-0 | Manufacturer ChemFaces

4-Hydroxybenzaldehyde

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Description:

4-Hydroxybenzaldehyde shows an inhibitory effect on the GABA transaminase to contribute to an antiepileptic and anticonvulsive activity, and its inhibitory activity was higher than that of valproic acid, a known anticonvulsant.

Targets:

GABA Receptor

In vitro:

Malays J Med Sci . 2017 Mar;24(2):94-99.

The Effect of 4-hydroxybenzaldehyde on the γ-aminobutyric Acid Type A Receptor[Pubmed: 28894409]

Abstract The α1β2γ2 subtype of GABAA receptors is the most commonly found GABAA receptor subtype in the mammalian cortex and hippocampus. It is expressed heterologously in the Xenopus laevis oocyte as a α1β2γ2S/L subtype for application as an in vitro model for the screening of compounds that modulate receptor activities. In fact, 4-Hydroxybenzaldehyde (4-HB) has been identified as one of the major components in Dendrocalamus asper bamboo shoots in our previous study, and the current study showed that at 101.7 μM, 4-HB significantly reduced the GABA-induced chloride current of GABAA receptors expressed on Xenopus oocytes, indicating a possible GABAergic antagonistic effect at high concentrations. Keywords: GABAergic agents; Xenopus oocytes; bamboo shoot; electrophysiology; α1β2γ2 GABAA receptor.

4-Hydroxybenzaldehyde Description

Source:	The herbs of Gastrodia elata Blume.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Kinase Assay:

Bioorg Med Chem Lett. 2006 Feb;16(3):592-5. Epub 2005 Nov 14.

Inhibition of GABA shunt enzymes' activity by 4-hydroxybenzaldehyde derivatives.[Pubmed: 16290145]

4-Hydroxybenzaldehyde (HBA) derivatives were examined as inhibitors for GABA transaminase (GABA-T) and succinic semialdehyde dehydrogenase (SSADH). Investigation of structure-activity relation revealed that a carbonyl group or an amino group as well as a hydroxy group at the para position of the benzene ring are important for both enzymes' inhibition. HBA was shown to give competitive inhibition of GABA-T with respect to alpha-ketoglutarate and competitive inhibition of SSADH. 4-Hydroxybenzylamine (HBM) also showed the competitive inhibition on GABA-T with respect to GABA.

Structure Identification:

Biochemistry. 2015 Feb 10;54(5):1219-32.

Functional and structural characterization of an unusual cofactor-independent oxygenase.[Pubmed: 25565350]

The vast majority of characterized oxygenases use bound cofactors to activate molecular oxygen to carry out oxidation chemistry. Here, we show that an enzyme of unknown activity, RhCC from Rhodococcus jostii RHA1, functions as an oxygenase, using 4-hydroxyphenylenolpyruvate as a substrate. This unique and complex reaction yields 3-hydroxy-3-(4-hydroxyphenyl)-pyruvate, 4-Hydroxybenzaldehyde, and oxalic acid as major products. Incubations with H2(18)O, (18)O2, and a substrate analogue suggest that this enzymatic oxygenation reaction likely involves a peroxide anion intermediate. Analysis of sequence similarity and the crystal structure of RhCC (solved at 1.78 Å resolution) reveal that this enzyme belongs to the tautomerase superfamily. Members of this superfamily typically catalyze tautomerization, dehalogenation, or decarboxylation reactions rather than oxygenation reactions. The structure shows the absence of cofactors, establishing RhCC as a rare example of a redox-metal- and coenzyme-free oxygenase. This sets the stage to study the mechanistic details of cofactor-independent oxygen activation in the unusual context of the tautomerase superfamily.

Product Name	4-Hydroxybenzaldehyde
Price:	$30 / 20mg
CAS No.:	123-08-0
Catalog No.:	CFN99013
Molecular Formula:	C₇H₆O₂
Molecular Weight:	122.1 g/mol
Purity:	>=98%
Type of Compound:	Phenols
Physical Desc.:	Powder
Source:	The herbs of Gastrodia elata Blume.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF Manual
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Anti-inflammatory Compound Library Antioxidants Compound Library Inhibitors Compound Library Analgesia Compound Library Antiangiogenic Compound Library Antiepileptogenic Compound Library Anticonvulsant Compound Library Phenols Compound Library GABA Receptor Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	8.19 mL	40.95 mL	81.9001 mL	163.8002 mL	204.7502 mL
5 mM	1.638 mL	8.19 mL	16.38 mL	32.76 mL	40.95 mL
10 mM	0.819 mL	4.095 mL	8.19 mL	16.38 mL	20.475 mL
50 mM	0.1638 mL	0.819 mL	1.638 mL	3.276 mL	4.095 mL
100 mM	0.0819 mL	0.4095 mL	0.819 mL	1.638 mL	2.0475 mL

CFN99957	Helicid	80154-34-3	284.26	C₁₃H₁₆O₇
CFN99450	3,4-Dihydroxybenzaldehyde	139-85-5	138.1	C₇H₆O₃
CFN90463	Vanillin	121-33-5	152.14	C₈H₈O₃
CFN90358	Isovanillin	621-59-0	152.15	C₈H₈O₃
CFN99315	Veratraldehyde	120-14-9	166.2	C₉H₁₀O₃
CFN90111	3,5-Dihydroxybenzaldehyde	26153-38-8	138.12	C₇H₆O₃
CFN99307	2,5-Dihydroxybenzaldehyde	1194-98-5	138.1	C₇H₆O₃
CFN98680	2,4,5-Trimethoxybenzaldehyde	4460-86-0	196.2	C₁₀H₁₂O₄
CFN93158	Phenylacetaldehyde	122-78-1	120.2	C₈H₈O
CFN70004	Ethyl phenylacetate	101-97-3	164.2	C₁₀H₁₂O₂