Dencichin

CAS# 7554-90-7

Dencichin

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  • Dencichine

    Catalog No.:BCX0482
    CAS No.:5302-45-4

Quality Control of Dencichin

Number of papers citing our products

Chemical structure

Dencichin

3D structure

Chemical Properties of Dencichin

Cas No. 7554-90-7 SDF Download SDF
PubChem ID 440259 Appearance Powder
Formula C5H8N2O5 M.Wt 176.13
Type of Compound Miscellaneous Storage Desiccate at -20°C
Synonyms Dencichine;5302-45-4
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2S)-2-amino-3-(oxaloamino)propanoic acid
SMILES C(C(C(=O)O)N)NC(=O)C(=O)O
Standard InChIKey NEEQFPMRODQIKX-REOHCLBHSA-N
Standard InChI InChI=1S/C5H8N2O5/c6-2(4(9)10)1-7-3(8)5(11)12/h2H,1,6H2,(H,7,8)(H,9,10)(H,11,12)/t2-/m0/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 Dencichin

The roots of Panax notoginseng (Burk.) F.H.Chen

Biological Activity of Dencichin

Description1. Dencichine is a neurotoxic agent . 2. Dencichine is a haemostatic agent, the hemostatic effect relates to modulation of coagulation system, platelet aggregation and fibrinolytic system. 3. Dencichine has renoprotective effect, it could significantly prevent the progression of diabetic nephropathy possibly attribute to down-regulation of the TGF-β/Smad pathway and rebalance the deposition and degradation of ECM proteins. 4. Dencichine is a haemostatic agent present , it is also a reported neurotoxic agent found in Lathyrus sativus (grass pea seed).
TargetsTGF-β/Smad | MMP(e.g.TIMP)

Protocol of Dencichin

Structure Identification
Rapid Commun.Mass Sp. 2005, 19(10):1237-44.

Hydrophilic interaction liquid chromatography with tandem mass spectrometry for the determination of underivatized dencichine (beta-N-oxalyl-L-alpha,beta-diaminopropionic acid) in Panax medicinal plant species.[Pubmed: 15838924 ]

Dencichine (Dencichin,beta-N-oxalyl-L-alpha,beta-diaminopropionic acid) is a haemostatic agent present in important Chinese medicinal herbs such as Panax notoginseng, as well as other Panax species. It is also a reported neurotoxic agent found in Lathyrus sativus (grass pea seed).
METHODS AND RESULTS:
A selective analytical method incorporating hydrophilic interaction chromatography with positive electrospray ionization tandem mass spectrometry (HILIC/ESI-MS/MS), for the analysis of Dencichine in Panax plant species, was developed. Using multiple reaction monitoring (MRM) mode, underivatized Dencichine, a small and highly polar compound, was selectively detected and quantified. The contents of Dencichine in raw and steamed Panax notoginseng roots, 11 pairs of raw and steamed P. notoginseng herbal products, Panax ginseng roots, and Panax quinquefolium roots, were analyzed and compared. Optimal sensitivity of 0.3 ppm (detection limit) and 1.5 ppm (quantification limit) was achieved. The method was rapid (< or =5 min), with the HILIC peak eluting at about 1 min. Steamed P. notoginseng samples were found to contain less Dencichine than the corresponding raw samples, and there were also differences among the three Panax species; raw P. ginseng and P. quinquefolium contained less Dencichine than the raw P. notoginseng species.
CONCLUSIONS:
This rapid and specific method may be applied to the quantification of Dencichine in complex medicinal plants and their products.

Dencichin Dilution Calculator

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Dencichin Molarity Calculator

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Preparing Stock Solutions of Dencichin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.6776 mL 28.3881 mL 56.7762 mL 113.5525 mL 141.9406 mL
5 mM 1.1355 mL 5.6776 mL 11.3552 mL 22.7105 mL 28.3881 mL
10 mM 0.5678 mL 2.8388 mL 5.6776 mL 11.3552 mL 14.1941 mL
50 mM 0.1136 mL 0.5678 mL 1.1355 mL 2.271 mL 2.8388 mL
100 mM 0.0568 mL 0.2839 mL 0.5678 mL 1.1355 mL 1.4194 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 Dencichin

Analysis of dencichine in Panax notoginseng by gas chromatography-mass spectrometry with ethyl chloroformate derivatization.[Pubmed:17029672]

J Pharm Biomed Anal. 2007 Feb 19;43(3):920-5.

Dencichine (beta-N-oxalyl-l-alpha,beta-diaminopropionic acid) is a haemostatic agent present in well-known traditional Chinese medicinal herbs such as Panax notoginseng, as well as other Panax species. It is also a reported neurotoxic agent found in Lathyrus sativus (grass pea seed) and cycad seeds. A method was developed for quantitative determination of the non-protein amino acid, Dencichine, in plant samples of P. notoginseng and the adventitious roots directly from the explants of P. notoginseng after derivatization with ethyl chloroformate (ECF) by gas chromatography-mass spectrometry (GC-MS). l-2-chlorophenylalanine was used as an internal standard. Calibration curves were linear (r(2)=0.9988, n=6) in the range of 10-800 microg/ml for Dencichine. Limit of detection and quantification for Dencichine were 0.5 microg/ml and 2 microg/ml, respectively. This rapid and specific method may be applied to the quantification of Dencichine in complex medicinal plants and their products.

Hydrophilic interaction liquid chromatography with tandem mass spectrometry for the determination of underivatized dencichine (beta-N-oxalyl-L-alpha,beta-diaminopropionic acid) in Panax medicinal plant species.[Pubmed:15838924]

Rapid Commun Mass Spectrom. 2005;19(10):1237-44.

Dencichine (beta-N-oxalyl-L-alpha,beta-diaminopropionic acid) is a haemostatic agent present in important Chinese medicinal herbs such as Panax notoginseng, as well as other Panax species. It is also a reported neurotoxic agent found in Lathyrus sativus (grass pea seed). A selective analytical method incorporating hydrophilic interaction chromatography with positive electrospray ionization tandem mass spectrometry (HILIC/ESI-MS/MS), for the analysis of Dencichine in Panax plant species, was developed. Using multiple reaction monitoring (MRM) mode, underivatized Dencichine, a small and highly polar compound, was selectively detected and quantified. The contents of Dencichine in raw and steamed Panax notoginseng roots, 11 pairs of raw and steamed P. notoginseng herbal products, Panax ginseng roots, and Panax quinquefolium roots, were analyzed and compared. Optimal sensitivity of 0.3 ppm (detection limit) and 1.5 ppm (quantification limit) was achieved. The method was rapid (< or =5 min), with the HILIC peak eluting at about 1 min. Steamed P. notoginseng samples were found to contain less Dencichine than the corresponding raw samples, and there were also differences among the three Panax species; raw P. ginseng and P. quinquefolium contained less Dencichine than the raw P. notoginseng species. This rapid and specific method may be applied to the quantification of Dencichine in complex medicinal plants and their products.

Dencichine ameliorates kidney injury in induced type II diabetic nephropathy via the TGF-beta/Smad signalling pathway.[Pubmed:28633927]

Eur J Pharmacol. 2017 Oct 5;812:196-205.

Diabetic nephropathy (DN), a common complication associated with both type I and type II diabetes mellitus (DM), is a major cause of chronic nephropathy and a common cause of end-stage renal diseases (ESRD) throughout the world. This study is aimed to determine whether Dencichine (De) can ameliorate renal damage in high-glucose-and-fat diet combined STZ (streptozocin) induced DN in type II DM rats and to investigate the potential underlying mechanisms. Markers of metabolism, diabetes, and renal function, and levels of extracellular matrix (ECM) collagen I (Col I), collagen IV (Col IV), fibronectin (FN) and laminin (LN), and of proteins in the TGF-beta/Smad pathway were analysed through RT-PCR, western blot, immunofluorescence and immunohistochemistry. The results show that De significantly alleviates metabolism disorder, improved renal function, relieved pathological alterations in the glomerulus of DN rats, decreased ECM deposition and increased the ratio of matrix metalloproteinase (MMP)-9 to tissue inhibitor of metalloproteinase (TIMP)-1 both in vivo and in vitro. Moreover, De negatively regulated TGF-beta/Smad signalling pathway and increased the expression of Smad7, an endogenic inhibitory Smad located downstream of the signalling pathway. In conclusion, we provide experimental evidence indicating that the renoprotective effect of De could significantly prevent the progression of DN possibly attribute to down-regulation of the TGF-beta/Smad pathway and rebalance the deposition and degradation of ECM proteins.

Description

(Rac)-Dencichin (2-Amino-3-(carboxyformamido)propanoic acid) is the racemate of Dencichin. Dencichin is a non-protein amino acid originally extracted from Panax notoginseng, and can inhibit HIF-prolyl hydroxylase-2 (PHD-2) activity.

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