N-Acetylneuraminic acid CAS NO.131-48-6

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N-Acetylneuraminic acid
131-48-6
standard supplier in China

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ProName: N-Acetylneuraminic acid
CasNo: 131-48-6
Molecular Formula: C11H19NO9
Appearance: detailed see specifications
Application: analysis,activity test,Botanical Refer...
DeliveryTime: 1-3?working?days?after?confirming?the?...
PackAge: According to the clients requirement.
Port: China main port
ProductionCapacity: 1 Metric Ton/Day
Purity: 98%
Storage: keep sealed and keep from direct light
Transportation: by air or by ocean shipping
LimitNum: 10 Milligram
Plant of Origin: Chinese herbal medicine
Testing Method: NMR/MS/HPLC
Product Ecification: 1mg-1kg
Heavy Metal: <10ppm
Voluntary Standards: company standard
Storage: Brown vial HDPE plastic bottle

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 N-Acetylneuraminic acid

Cas No.	131-48-6	SDF
PubChem ID	906	Appearance	White powder
Formula	C₁₁H₁₉NO₉	M.Wt	309.27
Type of Compound	Miscellaneous	Storage	Desiccate at -20°C
Synonyms	NANA; Lactaminic acid
Solubility	H2O : ≥ 100 mg/mL (323.34 mM) *"≥" means soluble, but saturation unknown.
Chemical Name	5-acetamido-2,4-dihydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
SMILES	CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)O)O
Standard InChIKey	SQVRNKJHWKZAKO-UHFFFAOYSA-N
Standard InChI	InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)
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 N-Acetylneuraminic acid

The cell membrane

Biological Activity of N-Acetylneuraminic acid

Description

N-Acetylneuraminic acid is a nine-carbon, sialic acid monosaccharide commonly found in glycoproteins on cell membranes and in glycolipids such as gangliosides in mammalian cells.Synthesis of pyrrolidine analogues of N‐acetylneuraminic acid could as potential sialidase inhibitors. N-Acetylneuraminic acid-containing substances has growth-promoting effects on bifidobacteria, a number of N-acetylneuraminic acid-based compounds as potential rotavirus inhibitors.

Targets

Antifection

In vitro

Aeromonas salmonicida binds differentially to mucins isolated from skin and intestinal regions of Atlantic salmon in an N-acetylneuraminic acid-dependent manner.[Pubmed: 25287918]

Infect Immun. 2014 Dec;82(12):5235-45.

Aeromonas salmonicida subsp. salmonicida infection, also known as furunculosis disease, is associated with high morbidity and mortality in salmonid aquaculture. The first line of defense the pathogen encounters is the mucus layer, which is predominantly comprised of secreted mucins.
METHODS AND RESULTS:
Here we isolated and characterized mucins from the skin and intestinal tract of healthy Atlantic salmon and studied how A. salmonicida bound to them. The mucins from the skin, pyloric ceca, and proximal and distal intestine mainly consisted of mucins soluble in chaotropic agents. The mucin density and mucin glycan chain length from the skin were lower than were seen with mucin from the intestinal tract. A. salmonicida bound to the mucins isolated from the intestinal tract to a greater extent than to the skin mucins. The mucins from the intestinal regions had higher levels of sialylation than the skin mucins. Desialylating intestinal mucins decreased A. salmonicida binding, whereas desialylation of skin mucins resulted in complete loss of binding. In line with this, A. salmonicida also bound better to mammalian mucins with high levels of sialylation, and N-Acetylneuraminic acid appeared to be the sialic acid whose presence was imperative for binding.
CONCLUSIONS:
Thus, sialylated structures are important for A. salmonicida binding, suggesting a pivotal role for sialylation in mucosal defense. The marked differences in sialylation as well as A. salmonicida binding between the skin and intestinal tract suggest interorgan differences in the host-pathogen interaction and in the mucin defense against A. salmonicida.

Synthesis and biological evaluation of N-acetylneuraminic acid-based rotavirus inhibitors.[Pubmed: 8632438]

J Med Chem. 1996 Mar 15;39(6):1314-20.

Rotavirus can cause severe gastrointestinal disease, especially in infants and young children, and is particularly prevalent in Third-World countries. Therefore, the development of potential inhibitors of this virus is of great interest.
METHODS AND RESULTS:
The present study describes the synthesis and in vitro biological evaluation of a number of N-Acetylneuraminic acid-based compounds as potential rotavirus inhibitors.
CONCLUSIONS:
Our data suggests that it is indeed possible to inhibit adhesion of the virus, and hence in vitro replication, with carbohydrate-based molecules, although this inhibition does appear to be strain dependent.

Growth-promoting Effects of N-Acetylneuraminic Acid-containing Substances on Bifidobacteria.[Reference: WebLink]

Biosci. Biotech. Biochem. 1994, 58(9):1720-2.

METHODS AND RESULTS:
The use of N-Acetylneuraminic acid, sialyl-lactose, and glyco-macropeptide by bifidobacteria and lactobacilli, and their growth-promoting effects on B. longum, B. breve, B. bifidum, and B. infantis were investigated.
CONCLUSIONS:
The data presented here suggest that fortification with N-Acetylneuraminic acid-containing substances of infant formula may provide formula-fed infants with a function that human milk possesses.

Protocol of N-Acetylneuraminic acid

Structure Identification

Carbohydr Res. 2015 Jan 30;402:133-45.

Characterization of the N-acetylneuraminic acid synthase (NeuB) from the psychrophilic fish pathogen Moritella viscosa.[Pubmed: 25498013]

Moritella viscosa is a Gram-negative psychrophilic bacterium that causes winter ulcer disease in Atlantic salmon and cod. Its genome reveals that it possesses the ability to synthesize sialic acids. Indeed, sialic acid can be isolated from the bacterium and when analyzed using HPLC-MS/MS, the presence of N-Acetylneuraminic acid was confirmed. Thus, the N-Acetylneuraminic acid synthase NeuB from M. viscosa (MvNeuB) was recombinantly produced and characterized.
METHODS AND RESULTS:
The optimum pH and temperature for MvNeuB activity are 7.5 and 30 °C, respectively. The KM for N-acetylmannosamine and phosphoenolpyruvate is 18±5 and 0.8±0.2 mM, respectively. The kcat value (∼225 min(-1)) for both N-acetylmannosamine and phosphoenolpyruvate is the highest turnover number found for an enzyme in this class until the date. A calorimetric study of MvNeuB shows that the enzyme has a two-step transition peak probably reflecting the two domains these proteins consist of. MvNeuB is less stable at higher temperature and has a high catalytic activity at lower temperature compared to mesophilic counterparts. Enzymes from psychrophilic organisms are generally cold adapted meaning they can maintain adequate function near the freezing point of water. Cold adapted enzymes are catalytically more efficient at lower temperature and are more thermo-labile compared to their mesophilic counterparts.
CONCLUSIONS:
MvNeuB is a typical cold adapted enzyme and could be further explored for production of sialic acids and derivates at low temperatures.

Preparing Stock Solutions of N-Acetylneuraminic acid

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	3.2334 mL	16.1671 mL	32.3342 mL	64.6684 mL	80.8355 mL
5 mM	0.6467 mL	3.2334 mL	6.4668 mL	12.9337 mL	16.1671 mL
10 mM	0.3233 mL	1.6167 mL	3.2334 mL	6.4668 mL	8.0836 mL
50 mM	0.0647 mL	0.3233 mL	0.6467 mL	1.2934 mL	1.6167 mL
100 mM	0.0323 mL	0.1617 mL	0.3233 mL	0.6467 mL	0.8084 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.