5-Hydroxymethylfurfural

Min.Order / FOB Price:Get Latest Price

10 Milligram	Negotiable

10 Milligram

Negotiable

Min.Order :10 Milligram
Purity: ≥98%
Payment Terms : T/T

Keywords

5-Hydroxymethylfurfural 67-47-0 standard supplier in China

Quick Details

Appearance:detailed see specifications
Application:analysis,activity test,Botanical Reference Materials,Standard materials
PackAge:According to the clients requirement.
ProductionCapacity:1|Metric Ton|Day
Storage:Store at 2~8°C
Transportation:by air or by ocean shipping

Superiority:

Hubei CuiRan Biotechnology Co., Ltd is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine，Traditional Chinese Medicine), Natural Active Pharmaceutical Ingredients worldwide. From small quantities for R&D or reference standard, to large quantities for customizing or manufacturing, Biopurify emphasizes on consistent and reliable services for his customers.
With excellent quality products and good service, we have clients from more than dozens countries and regions, and we pride ourselves in providing our customers with a total satisfaction experiences.
We are doing our best to be your reliable partner for high quality Phytochemicals and Reference Standards from china.

Our main services:
A. Supply active ingredients and reference standards ofTraditional Chinese Medicine, from mgs to kgs scale.
B. Custom extraction and purification, target Herb Active Ingredients
C. Custom synthesis and semi-synthesis for Natural Active Ingredients
D. CR, CM and PD services from lab scale, pilot scale to commercial scale(GMP is also available)
E.Traditional Chinese Medicine compounds library

1.Provide traditional Chinese medicine reference materials and natural active ingredients;
2.More than 2200 compounds are available for selection, continuously building high-quality natural product libraries for drug research and development;
3.Provide various screening libraries and more inhibitor products;
4.Provide separation and structural determination of natural products;
5.Laboratory scale pilot to commercial scale collaborative research and process development services.More than 180 experiences in phytochemistry (still increasing)
Each product has passed very strict testing (NMR/MS/HPLC)
Agents from many countries

General tips：For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging：1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition：Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Details:

Chemical Properties of 5-Hydroxymethylfurfural

Cas No.	67-47-0	SDF
PubChem ID	237332	Appearance	Powder
Formula	C₆H₆O₃	M.Wt	126.1
Type of Compound	Miscellaneous	Storage	Desiccate at -20°C
Solubility	DMSO : ≥ 50 mg/mL (396.48 mM) *"≥" means soluble, but saturation unknown.
Chemical Name	5-(hydroxymethyl)furan-2-carbaldehyde
SMILES	C1=C(OC(=C1)C=O)CO
Standard InChIKey	NOEGNKMFWQHSLB-UHFFFAOYSA-N
General tips	For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging	1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment.
Shipping Condition	Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of 5-Hydroxymethylfurfural

The rhizome of Typhonium giganteum Engl.

Biological Activity of 5-Hydroxymethylfurfural

Description

5-Hydroxymethylfurfural is one component of food, has antioxidative properties and is therefore used as an acting agent in a novel anticancer infusion solution, named Karal®, and an oral supplementation. 5-Hydroxymethylfurfural could be formed in soft beverages of rich sugar during process, and often used as an index of heat treatment, it is also considered as potentially carcinogenic to humans.

In vitro

Formation and reduction of 5-hydroxymethylfurfural at frying temperature in model system as a function of amino acid and sugar composition.[Pubmed: 25842323]

Food Chem. 2015 Sep 1;182:164-70.

5-Hydroxymethylfurfural (HMF) is formed during heat treatment of carbohydrate-containing foods, especially in a deep-fat frying process.
METHODS AND RESULTS:
This study aimed to investigate the effect of amino acids on the formation and reduction of 5-Hydroxymethylfurfural from glucose, fructose and sucrose at frying temperature in model systems containing binary mixtures of an amino acid and a sugar in equal concentrations (0.3M). The results revealed that the formation of 5-Hydroxymethylfurfural from sugars accelerated in the presence of acidic amino acids (i.e. glutamic and aspartic acids). Conversely, the presence of basic amino acids (i.e. lysine, arginine and histidine) led to reduced concentrations of 5-Hydroxymethylfurfural to non-detectable levels in model systems.
CONCLUSIONS:
The results showed that both pH and heating time significantly affected the formation of 5-Hydroxymethylfurfural from fructose in the presence of glutamic acid. In this regard, a higher amount of 5-Hydroxymethylfurfural was formed at lower pH.

Gold-catalyzed aerobic oxidation of 5-hydroxymethylfurfural in water at ambient temperature.[Pubmed: 19593753 ]

ChemSusChem. 2009 Jul 20;2(7):672-5.

METHODS AND RESULTS:
The aerobic oxidation of 5-Hydroxymethylfurfural, a versatile biomass-derived chemical, is examined in water with a titania-supported gold-nanoparticle catalyst at ambient temperature (30 °C). The selectivity of the reaction towards 2,5-furandicarboxylic acid and the intermediate oxidation product 5-hydroxymethyl-2-furancarboxylic acid is found to depend on the amount of added base and the oxygen pressure, suggesting that the reaction proceeds via initial oxidation of the aldehyde moiety followed by oxidation of the hydroxymethyl group of 5-Hydroxymethylfurfural.
CONCLUSIONS:
Under optimized reaction conditions, a 71% yield of 2,5-furandicarboxylic acid is obtained at full 5-Hydroxymethylfurfural conversion in the presence of excess base.

Protocol of 5-Hydroxymethylfurfural

Structure Identification

J Sep Sci. 2012 Oct;35(19):2567-74.

Development and validation of an HPLC method to determine metabolites of 5-hydroxymethylfurfural (5-HMF).[Pubmed: 22941583]

The food component 5-Hydroxymethylfurfural is supposed to have antioxidative properties and is therefore used as an acting agent in a novel anticancer infusion solution, named Karal®, and an oral supplementation. Previous studies showed that after oral and intravenous application, the substance is completely decomposed to its metabolites: 5-hydroxymethylfuroic acid, 2,5-furandicarboxylic acid, and N-(hydroxymethyl)furoyl glycine. The formation of a fourth metabolite, namely 5-sulphoxymethylfurfural, is still not clarified according to literature.
METHODS AND RESULTS:
Due to commercial unavailability, synthesis of 5-sulphoxymethylfurfural was conducted and a synthesis procedure for N-(hydroxymethyl)furoyl glycine had to be developed. Identification of the synthesised compounds was proven by LC-MS and NMR. An appropriate HPLC method was established to obtain good separation of the four possible metabolic substances and 5-Hydroxymethylfurfural within 12 min via a HILIC column (150 × 4.6 mm, 5 μm) using a gradient grade system switching from mobile phase A (ACN/ammonium formate 100 mM, pH 2.35, 95:5, v/v) to mobile phase B (ACN/ammonium formate 100 mM, pH 2.35, 85:15, v/v).
CONCLUSIONS:
The procedure was afterward validated following ICH guidelines in terms of selectivity, linearity, precision, LOD, and LOQ.

Preparing Stock Solutions of 5-Hydroxymethylfurfural

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	7.9302 mL	39.6511 mL	79.3021 mL	158.6043 mL	198.2554 mL
5 mM	1.586 mL	7.9302 mL	15.8604 mL	31.7209 mL	39.6511 mL
10 mM	0.793 mL	3.9651 mL	7.9302 mL	15.8604 mL	19.8255 mL
50 mM	0.1586 mL	0.793 mL	1.586 mL	3.1721 mL	3.9651 mL
100 mM	0.0793 mL	0.3965 mL	0.793 mL	1.586 mL	1.9826 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

References on 5-Hydroxymethylfurfural

Gold-catalyzed aerobic oxidation of 5-hydroxymethylfurfural in water at ambient temperature.[Pubmed:19593753]

ChemSusChem. 2009 Jul 20;2(7):672-5.

The aerobic oxidation of 5-Hydroxymethylfurfural, a versatile biomass-derived chemical, is examined in water with a titania-supported gold-nanoparticle catalyst at ambient temperature (30 degrees C). The selectivity of the reaction towards 2,5-furandicarboxylic acid and the intermediate oxidation product 5-hydroxymethyl-2-furancarboxylic acid is found to depend on the amount of added base and the oxygen pressure, suggesting that the reaction proceeds via initial oxidation of the aldehyde moiety followed by oxidation of the hydroxymethyl group of 5-Hydroxymethylfurfural. Under optimized reaction conditions, a 71% yield of 2,5-furandicarboxylic acid is obtained at full 5-Hydroxymethylfurfural conversion in the presence of excess base.

Development and validation of an HPLC method to determine metabolites of 5-hydroxymethylfurfural (5-HMF).[Pubmed:22941583]

J Sep Sci. 2012 Oct;35(19):2567-74.

The food component 5-Hydroxymethylfurfural is supposed to have antioxidative properties and is therefore used as an acting agent in a novel anticancer infusion solution, named Karal(R), and an oral supplementation. Previous studies showed that after oral and intravenous application, the substance is completely decomposed to its metabolites: 5-hydroxymethylfuroic acid, 2,5-furandicarboxylic acid, and N-(hydroxymethyl)furoyl glycine. The formation of a fourth metabolite, namely 5-sulphoxymethylfurfural, is still not clarified according to literature. Due to commercial unavailability, synthesis of 5-sulphoxymethylfurfural was conducted and a synthesis procedure for N-(hydroxymethyl)furoyl glycine had to be developed. Identification of the synthesised compounds was proven by LC-MS and NMR. An appropriate HPLC method was established to obtain good separation of the four possible metabolic substances and 5-Hydroxymethylfurfural within 12 min via a HILIC column (150 x 4.6 mm, 5 mum) using a gradient grade system switching from mobile phase A (ACN/ammonium formate 100 mM, pH 2.35, 95:5, v/v) to mobile phase B (ACN/ammonium formate 100 mM, pH 2.35, 85:15, v/v). The procedure was afterward validated following ICH guidelines in terms of selectivity, linearity, precision, LOD, and LOQ.

Formation and reduction of 5-hydroxymethylfurfural at frying temperature in model system as a function of amino acid and sugar composition.[Pubmed:25842323]

Food Chem. 2015 Sep 1;182:164-70.

5-Hydroxymethylfurfural (HMF) is formed during heat treatment of carbohydrate-containing foods, especially in a deep-fat frying process. This study aimed to investigate the effect of amino acids on the formation and reduction of HMF from glucose, fructose and sucrose at frying temperature in model systems containing binary mixtures of an amino acid and a sugar in equal concentrations (0.3M). The results revealed that the formation of HMF from sugars accelerated in the presence of acidic amino acids (i.e. glutamic and aspartic acids). Conversely, the presence of basic amino acids (i.e. lysine, arginine and histidine) led to reduced concentrations of HMF to non-detectable levels in model systems. The results showed that both pH and heating time significantly affected the formation of HMF from fructose in the presence of glutamic acid. In this regard, a higher amount of HMF was formed at lower pH.

Description

5-Hydroxymethylfurfural (2-Hydroxymethyl-5-furfural), derived from lignocellulosic biomass, inhibits yeast growth and fermentation as stressors.

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