Nystose

CAS# 13133-07-8

Nystose

2D Structure

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3D structure

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Nystose

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Chemical Properties of Nystose

Cas No. 13133-07-8 SDF Download SDF
PubChem ID 166775 Appearance Powder
Formula C24H42O21 M.Wt 666.58
Type of Compound Miscellaneous Storage Desiccate at -20°C
Solubility H2O : 300 mg/mL (450.06 mM; Need ultrasonic and warming)
Chemical Name (2R,3R,4S,5S,6R)-2-[(2S,3S,4S,5R)-2-[[(2R,3S,4S,5R)-2-[[(2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES C(C1C(C(C(C(O1)OC2(C(C(C(O2)CO)O)O)COC3(C(C(C(O3)CO)O)O)COC4(C(C(C(O4)CO)O)O)CO)O)O)O)O
Standard InChIKey FLDFNEBHEXLZRX-DLQNOBSRSA-N
Standard InChI InChI=1S/C24H42O21/c25-1-8-12(30)16(34)17(35)21(41-8)45-24(20(38)15(33)11(4-28)44-24)7-40-23(19(37)14(32)10(3-27)43-23)6-39-22(5-29)18(36)13(31)9(2-26)42-22/h8-21,25-38H,1-7H2/t8-,9-,10-,11-,12-,13-,14-,15-,16+,17-,18+,19+,20+,21-,22-,23-,24+/m1/s1
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 Nystose

The roots of Morinda officinalis How.

Biological Activity of Nystose

DescriptionNystose has antioxidant capacity. Nystose and 1-Kestose can modulate the intestinal Microorganisms flora, a high content of kestose and nestose in the diet can cause a decrease in ileal and cecal pH (to 5.42 and 5.49, respectively)of turkeys, which may promote digestion.
TargetsIFN-γ | IL Receptor
In vitro

In vitro anti‐hydroxyl radical activity of the fructooligosaccharides 1‐kestose and nystose using spectroscopic and computational approaches[Reference: WebLink]

Int. J. Food Sci. Tech., 2014, 49(6):1500-5.

Fructooligosaccharides (FOS) are bioactive oligosaccharide fructans with beneficial health effects. Anti‐hydroxyl radical activity is an important factor in the description of antioxidant capacity of any natural product.
METHODS AND RESULTS:
The aim of this study was to estimate in vitro anti‐hydroxyl radical activity of the FOS 1‐kestose and Nystose by electron paramagnetic resonance spectroscopy (EPR) and fluorescence spectroscopy (FS) followed by a theoretical approach based on quantum chemistry calculations. A significant anti‐hydroxyl radical potential of both compounds was observed (72% and 78% by EPR and 69% and 74% by FS, respectively), indicating the Nystose to be a more active natural product. In addition, the computational results have confirmed that Nystose follows the same pattern previously shown for 1‐kestose, that is, that carbohydrates can react with hydroxyl radical.
CONCLUSIONS:
It is well known that FOS belong to cardioprotective nutraceuticals, so the study may be of some interest to research in heart disease.

In vivo

Effect of a kestose and nystose preparation on growth performance and gastrointestinal tract function of turkeys.[Pubmed: 17495083]

Poult Sci. 2007 Jun;86(6):1133-9.

The aim of the present study was to determine the effects of dietary administration of a fructooligosaccharide preparation rich in kestose and nestose on growth performance and gastrointestinal parameters in young turkeys.
METHODS AND RESULTS:
The kestose and nestose preparation was obtained through bioconversion of sucrose using fungi fructosyl transferase and contained in DM 39.9% of kestose, 17.6% of Nystose, as well as 26.5% of glucose and 14.7% of sucrose. Three dietary levels of the sum of kestose and Nystose (0.3, 0.6, and 1.2%) were fed to growing turkeys for 8 wk. When compared with the control treatment, addition of the kestose and nestose preparation had no effect on feed intake, feed conversion, and BW. The kestose and nestose-supplemented diet, especially the medium level of kestose and Nystose, influenced microbial metabolism, especially in the ceca. Compared with the control group, the medium level of kestose and nestose decreased relative weight of gizzard (from 18.67 to 16.51 g/kg of BW) and weight of small intestine tissue (from 23.3 to 19.6 g/kg of BW) and increased weight of ceca digesta (from 3.51 to 4.77 g/kg of BW) as well as activities of microbial beta-glucosidase (an increase from 0.22 to 0.38 U/g) and alpha-galactosidase (an increase from 0.90 to 1.61 U/g), pH of digesta (a decrease from 6.13 to 5.79), concentration of NH3 (an increase from 0.60 to 0.98 mg/g), and concentration of total short-chain fatty acids (an increase from 81.1 to 107.7 micromol/g) in the cecal digesta. A high content of kestose and nestose in the diet caused a decrease in ileal and cecal pH (to 5.42 and 5.49, respectively).

Effects of 1-Kestose and Nystose on the Intestinal Microorganisms and Immune System in Mice.[Reference: WebLink]

J. Appl. Glycosci., 2006, 53(3):175-80.


METHODS AND RESULTS:
We investigated the effects of the major short chain fructooligosaccharides, 1-kestose and Nystose, on the intestinal microorganisms and on the intestinal and systemic immune responses of mice. Both 1-kestose and Nystose promoted intestinal Lactobacillus number. However, the balance of Lb. reuteri and Lb. intestinalis, the major Lactobacillus species in the mice was not altered. The IgA content in the feces of mice treated with both 1-kestose and Nystose increased from day 4 to day 7 after starting the administration and returned to the same level of control mice on day 14. Splenocyte responses to Con A, anti-CD3 plus anti-CD28 antibodies and LPS were reduced by 1-kestose and Nystose. Nystose lowered IL-2, IFN-γ, IL-12 and IL-4 secretion from the splenocytes more than 1-kestose.
CONCLUSIONS:
These results suggested that both 1-kestose and Nystose can influence the microorganisms as well as the intestinal and systemic immune responses, but to different degrees.

Protocol of Nystose

Structure Identification
Food Chem. 2015 Dec 1;188:658-63.

Comparative study on the effects of nystose and fructofuranosyl nystose in the glycation reaction on the antigenicity and conformation of β-lactoglobulin.[Pubmed: 26041244]

Our previous work indicated that the antigenicity of bovine β-lactoglobulin (β-LG) decreased after conjugation with fructo-oligosaccharides (FOS) which was related to its conformational changes.
METHODS AND RESULTS:
In attempt to unravel further changes of β-LG antigenicity, Nystose (GF3) and 1(F)-β-fructofuranosyl Nystose (GF4) of FOS were used to investigate the relationship between conformation and antigenicity. The antigenicity of β-LG after conjugated with GF3 and GF4 decreased from 143.4 to 29.5 and 31.6 μg/mL, respectively. The results of mass spectrometry revealed that the molecular weight of β-LG increased from 18.4 to 19.8 and 19.1 kDa after conjugation with GF3 and GF4, respectively.
CONCLUSIONS:
It was shown that the conformational changes of β-LG after conjugation with GF3 were bigger than that with GF4, including quenching of fluorescence intensity, the red-shift of fluorescence spectra, and the increase in sulfhydryl content. However, there was no significant difference in the antigenicity between β-LG-GF3 and β-LG-GF4 conjugates (P>0.05).

Nystose Dilution Calculator

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Preparing Stock Solutions of Nystose

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.5002 mL 7.501 mL 15.002 mL 30.0039 mL 37.5049 mL
5 mM 0.3 mL 1.5002 mL 3.0004 mL 6.0008 mL 7.501 mL
10 mM 0.15 mL 0.7501 mL 1.5002 mL 3.0004 mL 3.7505 mL
50 mM 0.03 mL 0.15 mL 0.3 mL 0.6001 mL 0.7501 mL
100 mM 0.015 mL 0.075 mL 0.15 mL 0.3 mL 0.375 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.

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References on Nystose

Comparative study on the effects of nystose and fructofuranosyl nystose in the glycation reaction on the antigenicity and conformation of beta-lactoglobulin.[Pubmed:26041244]

Food Chem. 2015 Dec 1;188:658-63.

Our previous work indicated that the antigenicity of bovine beta-lactoglobulin (beta-LG) decreased after conjugation with fructo-oligosaccharides (FOS) which was related to its conformational changes. In attempt to unravel further changes of beta-LG antigenicity, Nystose (GF3) and 1(F)-beta-fructofuranosyl Nystose (GF4) of FOS were used to investigate the relationship between conformation and antigenicity. The antigenicity of beta-LG after conjugated with GF3 and GF4 decreased from 143.4 to 29.5 and 31.6 mug/mL, respectively. The results of mass spectrometry revealed that the molecular weight of beta-LG increased from 18.4 to 19.8 and 19.1 kDa after conjugation with GF3 and GF4, respectively. It was shown that the conformational changes of beta-LG after conjugation with GF3 were bigger than that with GF4, including quenching of fluorescence intensity, the red-shift of fluorescence spectra, and the increase in sulfhydryl content. However, there was no significant difference in the antigenicity between beta-LG-GF3 and beta-LG-GF4 conjugates (P>0.05).

Effect of a kestose and nystose preparation on growth performance and gastrointestinal tract function of turkeys.[Pubmed:17495083]

Poult Sci. 2007 Jun;86(6):1133-9.

The aim of the present study was to determine the effects of dietary administration of a fructooligosaccharide preparation rich in kestose and nestose on growth performance and gastrointestinal parameters in young turkeys. The kestose and nestose preparation was obtained through bioconversion of sucrose using fungi fructosyl transferase and contained in DM 39.9% of kestose, 17.6% of Nystose, as well as 26.5% of glucose and 14.7% of sucrose. Three dietary levels of the sum of kestose and Nystose (0.3, 0.6, and 1.2%) were fed to growing turkeys for 8 wk. When compared with the control treatment, addition of the kestose and nestose preparation had no effect on feed intake, feed conversion, and BW. The kestose and nestose-supplemented diet, especially the medium level of kestose and Nystose, influenced microbial metabolism, especially in the ceca. Compared with the control group, the medium level of kestose and nestose decreased relative weight of gizzard (from 18.67 to 16.51 g/kg of BW) and weight of small intestine tissue (from 23.3 to 19.6 g/kg of BW) and increased weight of ceca digesta (from 3.51 to 4.77 g/kg of BW) as well as activities of microbial beta-glucosidase (an increase from 0.22 to 0.38 U/g) and alpha-galactosidase (an increase from 0.90 to 1.61 U/g), pH of digesta (a decrease from 6.13 to 5.79), concentration of NH3 (an increase from 0.60 to 0.98 mg/g), and concentration of total short-chain fatty acids (an increase from 81.1 to 107.7 micromol/g) in the cecal digesta. A high content of kestose and nestose in the diet caused a decrease in ileal and cecal pH (to 5.42 and 5.49, respectively).

Description

Nystose is a tetrasaccharide with two fructose molecules linked via beta (1→2) bonds to the fructosyl moiety of sucrose.

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