L-Picein

CAS# 530-14-3

L-Picein

2D Structure

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3D structure

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L-Picein

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Chemical Properties of L-Picein

Cas No. 530-14-3 SDF Download SDF
PubChem ID 92123 Appearance White powder
Formula C14H18O7 M.Wt 298.3
Type of Compound Aldehydes & Ketones Storage Desiccate at -20°C
Synonyms Ameliaroside; p-Hydroxyacetophenone D-glucoside; Piceoside; Salicinerein; Salinigrin
Solubility Soluble in DMSO, methanol and water
Chemical Name 1-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone
SMILES CC(=O)C1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O
Standard InChIKey GOZCEKPKECLKNO-RKQHYHRCSA-N
Standard InChI InChI=1S/C14H18O7/c1-7(16)8-2-4-9(5-3-8)20-14-13(19)12(18)11(17)10(6-15)21-14/h2-5,10-15,17-19H,6H2,1H3/t10-,11-,12+,13-,14-/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.

L-Picein Dilution Calculator

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L-Picein Molarity Calculator

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Preparing Stock Solutions of L-Picein

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.3523 mL 16.7616 mL 33.5233 mL 67.0466 mL 83.8082 mL
5 mM 0.6705 mL 3.3523 mL 6.7047 mL 13.4093 mL 16.7616 mL
10 mM 0.3352 mL 1.6762 mL 3.3523 mL 6.7047 mL 8.3808 mL
50 mM 0.067 mL 0.3352 mL 0.6705 mL 1.3409 mL 1.6762 mL
100 mM 0.0335 mL 0.1676 mL 0.3352 mL 0.6705 mL 0.8381 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 L-Picein

Continuous spectrophotometric assays for beta-glucosidases acting on the plant glucosides L-picein and prunasin.[Pubmed:1632501]

Anal Biochem. 1992 Feb 1;200(2):365-9.

The neutral pH optimum beta-glucosidases of mammalian liver and almonds are each capable of hydrolyzing a number of plant glucosides, including L-Picein (p-hydroxyacetophenone-beta-D-glucoside) and prunasin (D-mandelonitrile-beta-D-glucoside). Taking advantage of the marked differences in the spectra of the substrate/product pairs of L-Picein/p-hydroxyacetophenone and prunasin/mandelonitrile, we have devised spectrophotometric assays that permit the continuous monitoring at pH 7.0 of p-hydroxyacetophenone (piceol) release from L-Picein by guinea pig hepatic cytosolic beta-glucosidase and mandelonitrile from prunasin by almond beta-glucosidase. When L-Picein hydrolysis was monitored at 320 nm and prunasin at 282 nm, the molar absorption coefficients determined for their products, namely piceol and mandelonitrile, were 3200 and 1360 M-1 cm-1, respectively. The kinetic parameter Km and Vmax values obtained using these spectrophotometric procedures for the guinea pig liver cytosolic beta-glucosidase acting on L-Picein were 0.88 mM and 5.29 x 10(5) units/mg protein and for the almond beta-glucosidase acting on prunasin, Km 1.1 mM and Vmax 5.24 x 10(6) units/mg protein. These values agreed well with previously reported values obtained using less convenient, discontinuous assay procedures.

Hydrolysis of a naturally occurring beta-glucoside by a broad-specificity beta-glucosidase from liver.[Pubmed:3099756]

Biochem J. 1986 Jul 15;237(2):469-76.

We have isolated from guinea-pig liver a broad-specificity beta-glucosidase of unknown function that utilizes as its substrate non-physiological aryl glycosides (e.g. 4-methylumbelliferyl beta-D-glucopyranoside, p-nitrophenyl beta-D-glucopyranoside). The present paper documents that this enzyme can be inhibited by various naturally occurring glycosides, including L-Picein, dhurrin and glucocheirolin. In addition, L-Picein, which acts as a competitive inhibitor of the broad-specificity beta-glucosidase (Ki 0.65 mM), is also a substrate for this enzyme (Km 0.63 mM; Vmax. 277,000 units/mg). Heat-denaturation, kinetic competition studies, chromatographic properties and pH optima all argue strongly that the broad-specificity beta-glucosidase is responsible for the hydrolysis of both the non-physiological aryl glycosides and L-Picein. This paper demonstrates that beta-glucosidase can catalyse the hydrolysis of a natural glycoside, and may provide a key to understanding the function of this enigmatic enzyme. A possible role in the metabolism of xenobiotic compounds is discussed.

Keywords:

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