Stachyose

CAS# 10094-58-3

Stachyose

2D Structure

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Quality Control of Stachyose

3D structure

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Stachyose

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Chemical Properties of Stachyose

Cas No. 10094-58-3 SDF Download SDF
PubChem ID 439531 Appearance Powder
Formula C24H42O21 M.Wt 666.57
Type of Compound Miscellaneous Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2S,3R,4S,5R,6R)-2-[[(2R,3R,4S,5R,6S)-6-[[(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES C(C1C(C(C(C(O1)OCC2C(C(C(C(O2)OCC3C(C(C(C(O3)OC4(C(C(C(O4)CO)O)O)CO)O)O)O)O)O)O)O)O)O)O
Standard InChIKey UQZIYBXSHAGNOE-XNSRJBNMSA-N
Standard InChI InChI=1S/C24H42O21/c25-1-6-10(28)14(32)17(35)21(41-6)39-3-8-11(29)15(33)18(36)22(42-8)40-4-9-12(30)16(34)19(37)23(43-9)45-24(5-27)20(38)13(31)7(2-26)44-24/h6-23,25-38H,1-5H2/t6-,7-,8-,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 Stachyose

The herbs of Lycopus lucidus

Biological Activity of Stachyose

DescriptionStachyose, as prebiotics, can prevent indirectly colon cancer cell growth by promoting the proliferation of probiotics or producing beneficial materials in the intestine.Stachyose inhibits Caco-2 cell proliferation and induces apoptosis in a dose-dependent manner. Stachyose with an RS3 carrier has better preventative effects on colitis than Stachyose alone in mice.
TargetsBcl-2/Bax | P450 (e.g. CYP17) | Caspase | IL Receptor | TNF-α
In vitro

Stachyose-induced apoptosis of Caco-2 cells via the caspase-dependent mitochondrial pathway.[Pubmed: 25578308]

Food Funct. 2015 Mar 11;6(3):765-71.

Some studies have shown that Stachyose, as prebiotics, can prevent indirectly colon cancer cell growth by promoting the proliferation of probiotics or producing beneficial materials in the intestine. However, its direct inhibitory effects on cancer cells are still unclear. Thus, this study aims to investigate the direct inhibitory effect of Stachyose on human colon cancer cells and determine the molecular mechanism underlying this effect.
METHODS AND RESULTS:
The MTT assay was used to assess the inhibitory effect of Stachyose on Caco-2 cells. Apoptosis and mitochondrial membrane potential (ΔΨm) measurements were analyzed using flow cytometry. The activities and mRNA expressions of caspases 3 and 9 were determined using caspase assay kits and quantitative real-time polymerase chain reaction. The apoptotic protein expressions of Bcl-2, Bax, and cytochrome C (Cyt C) were detected through western blotting. Results showed that Stachyose inhibits Caco-2 cell proliferation and induces apoptosis in a dose-dependent manner. After pretreatment with 0.4, 0.8, 1.6 and 3.2 mg mL(-1) Stachyose, cell inhibitory rates of 15.31% ± 3.20%, 28.45% ± 2.10%, 40.23% ± 5.70%, and 55.67% ± 4.50% were respectively obtained. Compared with the control, decreases in ΔΨm, increases in caspase 3 and 9 activities and mRNA expressions, down-regulation of Bcl-2 protein expression, up-regulation of the Bax protein and Cyt C release of Caco-2 cells were clearly observed upon exposure to different Stachyose concentrations.
CONCLUSIONS:
The inhibitory mechanism of Stachyose on Caco-2 cells involves the caspase-dependent mitochondrial apoptosis pathway.

In vivo

Inhibitory effects of resistant starch (RS3) as a carrier for stachyose on dextran sulfate sodium-induced ulcerative colitis in C57BL/6 mice.[Pubmed: 24223664]

Exp Ther Med. 2013 Nov;6(5):1312-1316.


METHODS AND RESULTS:
The aim of this study was to determine the effects of resistant starch 3 (RS3) as a carrier for Stachyose on dextran sulfate sodium (DSS)-induced colitis in C57BL/6 mice. RS3 microspheres carrying Stachyose (RS3 + Stachyose) were produced and evaluated as a potentially improved colitis therapy for this study. The body weights of the mice treated with RS3 + Stachyose were higher compared with those of DSS-treated control mice. RS3 + Stachyose reduced the levels of the serum pro-inflammatory cytokines IL-6 and TNF-α to a greater extent compared with the same concentration of Stachyose combined with ordinary starch (Stachyose + starch). Histopathological examination of sections of colon tissues showed that the RS3 + Stachyose group recovered well from colitis; however, the tissue sections of the Stachyose + starch group presented necrosis to a more serious degree.
CONCLUSIONS:
These results suggest that Stachyose with an RS3 carrier has better preventative effects on colitis than Stachyose alone in mice.

Protocol of Stachyose

Kinase Assay

Study of influential factors on oligosaccharide formation by fructosyltransferase activity during stachyose hydrolysis by Pectinex ultra SP-L.[Pubmed: 21882802]

J Agric Food Chem. 2011 Oct 12;59(19):10705-11.

The influence of reaction conditions for oligosaccharide synthesis from Stachyose using a commercial enzymatic preparation from Aspergillus aculeatus (Pectinex Ultra SP-L) was studied.
METHODS AND RESULTS:
Oligosaccharides were analyzed by gas chromatography with flame ionization detection (GC-FID) and matrix-assisted laser desorption/ionization-time-of-flight-mass spectrometry (MALDI-TOF-MS). Galactosyl-melibiose (DP(3)) was synthesized as a result of fructosidase activity, whereas fructosyl-Stachyose (DP(5)) and difructosyl-Stachyose (DP(6)) were formed as a consequence of the fructosyltransferase activity of Pectinex Ultra SP-L. The optimal reaction conditions for the synthesis of penta- and hexasaccharides were 60 °C, pH 5.5, 600 mg/mL Stachyose, and 34 U/mL enzyme. Reaction time played an important role in oligosaccharide mixture composition constituted by 20% DP(5), 0.7% DP(6), 55% Stachyose, 21% galactosyl-melibiose, and 1% monosaccharides after 1 h and 16% DP(5), 4% DP(6), 27% Stachyose, 44% galactosyl-melibiose, and 2% monosaccharides after 3 h.
CONCLUSIONS:
In conclusion, Stachyose could be used as a substrate for the enzymatic synthesis of new oligosaccharides that may open new opportunities in the development of future prebiotics.

Stachyose Dilution Calculator

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Stachyose Molarity Calculator

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Preparing Stock Solutions of Stachyose

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.5002 mL 7.5011 mL 15.0022 mL 30.0044 mL 37.5054 mL
5 mM 0.3 mL 1.5002 mL 3.0004 mL 6.0009 mL 7.5011 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 0.3751 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 Stachyose

Study of influential factors on oligosaccharide formation by fructosyltransferase activity during stachyose hydrolysis by Pectinex ultra SP-L.[Pubmed:21882802]

J Agric Food Chem. 2011 Oct 12;59(19):10705-11.

The influence of reaction conditions for oligosaccharide synthesis from Stachyose using a commercial enzymatic preparation from Aspergillus aculeatus (Pectinex Ultra SP-L) was studied. Oligosaccharides were analyzed by gas chromatography with flame ionization detection (GC-FID) and matrix-assisted laser desorption/ionization-time-of-flight-mass spectrometry (MALDI-TOF-MS). Galactosyl-melibiose (DP(3)) was synthesized as a result of fructosidase activity, whereas fructosyl-Stachyose (DP(5)) and difructosyl-Stachyose (DP(6)) were formed as a consequence of the fructosyltransferase activity of Pectinex Ultra SP-L. The optimal reaction conditions for the synthesis of penta- and hexasaccharides were 60 degrees C, pH 5.5, 600 mg/mL Stachyose, and 34 U/mL enzyme. Reaction time played an important role in oligosaccharide mixture composition constituted by 20% DP(5), 0.7% DP(6), 55% Stachyose, 21% galactosyl-melibiose, and 1% monosaccharides after 1 h and 16% DP(5), 4% DP(6), 27% Stachyose, 44% galactosyl-melibiose, and 2% monosaccharides after 3 h. In conclusion, Stachyose could be used as a substrate for the enzymatic synthesis of new oligosaccharides that may open new opportunities in the development of future prebiotics.

Stachyose-induced apoptosis of Caco-2 cells via the caspase-dependent mitochondrial pathway.[Pubmed:25578308]

Food Funct. 2015 Mar;6(3):765-71.

Some studies have shown that Stachyose, as prebiotics, can prevent indirectly colon cancer cell growth by promoting the proliferation of probiotics or producing beneficial materials in the intestine. However, its direct inhibitory effects on cancer cells are still unclear. Thus, this study aims to investigate the direct inhibitory effect of Stachyose on human colon cancer cells and determine the molecular mechanism underlying this effect. The MTT assay was used to assess the inhibitory effect of Stachyose on Caco-2 cells. Apoptosis and mitochondrial membrane potential (DeltaPsim) measurements were analyzed using flow cytometry. The activities and mRNA expressions of caspases 3 and 9 were determined using caspase assay kits and quantitative real-time polymerase chain reaction. The apoptotic protein expressions of Bcl-2, Bax, and cytochrome C (Cyt C) were detected through western blotting. Results showed that Stachyose inhibits Caco-2 cell proliferation and induces apoptosis in a dose-dependent manner. After pretreatment with 0.4, 0.8, 1.6 and 3.2 mg mL(-1) Stachyose, cell inhibitory rates of 15.31% +/- 3.20%, 28.45% +/- 2.10%, 40.23% +/- 5.70%, and 55.67% +/- 4.50% were respectively obtained. Compared with the control, decreases in DeltaPsim, increases in caspase 3 and 9 activities and mRNA expressions, down-regulation of Bcl-2 protein expression, up-regulation of the Bax protein and Cyt C release of Caco-2 cells were clearly observed upon exposure to different Stachyose concentrations. The inhibitory mechanism of Stachyose on Caco-2 cells involves the caspase-dependent mitochondrial apoptosis pathway.

Inhibitory effects of resistant starch (RS3) as a carrier for stachyose on dextran sulfate sodium-induced ulcerative colitis in C57BL/6 mice.[Pubmed:24223664]

Exp Ther Med. 2013 Nov;6(5):1312-1316.

The aim of this study was to determine the effects of resistant starch 3 (RS3) as a carrier for Stachyose on dextran sulfate sodium (DSS)-induced colitis in C57BL/6 mice. RS3 microspheres carrying Stachyose (RS3 + Stachyose) were produced and evaluated as a potentially improved colitis therapy for this study. The body weights of the mice treated with RS3 + Stachyose were higher compared with those of DSS-treated control mice. RS3 + Stachyose reduced the levels of the serum pro-inflammatory cytokines IL-6 and TNF-alpha to a greater extent compared with the same concentration of Stachyose combined with ordinary starch (Stachyose + starch). Histopathological examination of sections of colon tissues showed that the RS3 + Stachyose group recovered well from colitis; however, the tissue sections of the Stachyose + starch group presented necrosis to a more serious degree. These results suggest that Stachyose with an RS3 carrier has better preventative effects on colitis than Stachyose alone in mice.

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