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1,2-Epoxy-1-hydroxymethylpyrrolizidine

CAS# 15211-03-7

1,2-Epoxy-1-hydroxymethylpyrrolizidine

Catalog No. BCN1557----Order now to get a substantial discount!

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Quality Control of 1,2-Epoxy-1-hydroxymethylpyrrolizidine

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Chemical structure

1,2-Epoxy-1-hydroxymethylpyrrolizidine

3D structure

Chemical Properties of 1,2-Epoxy-1-hydroxymethylpyrrolizidine

Cas No. 15211-03-7 SDF Download SDF
PubChem ID 14110209 Appearance Powder
Formula C8H13NO2 M.Wt 155.20
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES C1CC2C3(C(O3)CN2C1)CO
Standard InChIKey FRPJEHRSJNAWEI-BIIVOSGPSA-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 1,2-Epoxy-1-hydroxymethylpyrrolizidine

The

Biological Activity of 1,2-Epoxy-1-hydroxymethylpyrrolizidine

In vitro

Evidence for arginine as the endogenous precursor of necines in heliotropium.[Pubmed: 16665402]

Plant Physiol. 1987 May;84(1):42-6.


METHODS AND RESULTS:
In pyrrolizidine alkaloid-bearing Heliotropium angiospermum and H. indicum shoots exposed, in the light, to (14)C-labeled CO(2) for 44 hours, the incorporation of (14)C into 1,2-Epoxy-1-hydroxymethylpyrrolizidine and retronecine amounted to 0.23 and 0.15%, respectively, of the total carbon assimilated. Treatment of the shoots with alpha-dl-difluoromethylornithine, the specific ornithine decarboxylase inhibitor, at 1 to 2 millimolar had no effect on (14)C incorporation into the necines. In contrast, alpha-dl-difluoromethylarginine, the specific arginine decarboxylase inhibitor, prevented the incorporation of (14)C into the necines of both species; the inhibitor did not affect the absolute incorporation of (14)C from exogenous [1,4-(14)C] putrescine in either species.
CONCLUSIONS:
Thus, arginine is the only apparent endogenous precursor of the putrescine channeled into pyrrolizidines, at least in these two Heliotropium species that exhibited a relatively much higher in vitro activity of arginine decarboxylase than of ornithine decarboxylase. However, within 28 hours after administration, not only exogenous l-[5-(14)C]arginine, but also exogenous l-[5-(14)C]ornithine exhibited significant incorporation of their label into the necines, incorporation that could be partially prevented by both inhibitors. Neither inhibitor affected the rates of (14)C-labeled CO(2) assimilation, transformation of labeled assimilates into ethanol-insoluble compounds, or the very high degree of conversion of the introduced amino acids into other compounds. Methodology related to alkaloid biosynthetic studies is discussed.

1,2-Epoxy-1-hydroxymethylpyrrolizidine Dilution Calculator

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1,2-Epoxy-1-hydroxymethylpyrrolizidine Molarity Calculator

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Preparing Stock Solutions of 1,2-Epoxy-1-hydroxymethylpyrrolizidine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 6.4433 mL 32.2165 mL 64.433 mL 128.866 mL 161.0825 mL
5 mM 1.2887 mL 6.4433 mL 12.8866 mL 25.7732 mL 32.2165 mL
10 mM 0.6443 mL 3.2216 mL 6.4433 mL 12.8866 mL 16.1082 mL
50 mM 0.1289 mL 0.6443 mL 1.2887 mL 2.5773 mL 3.2216 mL
100 mM 0.0644 mL 0.3222 mL 0.6443 mL 1.2887 mL 1.6108 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 1,2-Epoxy-1-hydroxymethylpyrrolizidine

Evidence for arginine as the endogenous precursor of necines in heliotropium.[Pubmed:16665402]

Plant Physiol. 1987 May;84(1):42-6.

In pyrrolizidine alkaloid-bearing Heliotropium angiospermum and H. indicum shoots exposed, in the light, to (14)C-labeled CO(2) for 44 hours, the incorporation of (14)C into 1,2-Epoxy-1-hydroxymethylpyrrolizidine and retronecine amounted to 0.23 and 0.15%, respectively, of the total carbon assimilated. Treatment of the shoots with alpha-dl-difluoromethylornithine, the specific ornithine decarboxylase inhibitor, at 1 to 2 millimolar had no effect on (14)C incorporation into the necines. In contrast, alpha-dl-difluoromethylarginine, the specific arginine decarboxylase inhibitor, prevented the incorporation of (14)C into the necines of both species; the inhibitor did not affect the absolute incorporation of (14)C from exogenous [1,4-(14)C] putrescine in either species. Thus, arginine is the only apparent endogenous precursor of the putrescine channeled into pyrrolizidines, at least in these two Heliotropium species that exhibited a relatively much higher in vitro activity of arginine decarboxylase than of ornithine decarboxylase. However, within 28 hours after administration, not only exogenous l-[5-(14)C]arginine, but also exogenous l-[5-(14)C]ornithine exhibited significant incorporation of their label into the necines, incorporation that could be partially prevented by both inhibitors. Neither inhibitor affected the rates of (14)C-labeled CO(2) assimilation, transformation of labeled assimilates into ethanol-insoluble compounds, or the very high degree of conversion of the introduced amino acids into other compounds. Methodology related to alkaloid biosynthetic studies is discussed.

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