Keracyanin (chloride)
(Synonyms: 花青素鼠李葡糖苷,Cyanidin 3-rutinoside) 目录号 : GC43998A natural antioxidant
Cas No.:18719-76-1
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Keracyanin (chloride) is a polyphenolic anthocyanin found naturally in many plants. It has high antioxidant activity, protecting erythrocytes from apoptosis. [1] [2] However, keracyanin (chloride) impairs growth and induces apoptosis in the highly tumorigenic RE-149 DHD cell line. [3] It inhibits a range of mammalian and bacterial proteases, including neutrophil elastase, matrix metalloproteinase-1 (MMP-1), and MMP-9 at concentrations of 6.25-50 µg/ml. [4] When added to food, keracyanin (chloride) significantly reduces body weight gain, resistance to insulin, and lipid accumulation in mice fed a high-fat diet. [5]
Reference:
[1]. Tyl, C.E., and Bunzel, M. Antioxidant activity-guided fractionation of blue wheat (UC66049 Triticum aestivum L.). Journal of Agricultural and Food Chemistry 60(3), 731-739 (2012).
[2]. Zhang, J., Hou, X., Ahmad, H., et al. Assessment of free radicals scavenging activity of seven natural pigments and protective effects in AAPH-challenged chicken erythrocytes. Food Chemistry 145, 57-65 (2014).
[3]. Zikri, N.N., Riedl, K.M., Wang, L.S., et al. Black raspberry components inhibit proliferation, induce apoptosis, and modulate gene expression in rat esophageal epithelial cells. Nutrition and Cancer 61(6), 816-826 (2009).
[4]. Santos, J., La, V.D., Bergeron, C., et al. Inhibition of host- and bacteria-derived proteinases by natural anthocyanins. J.Periodontal.Res. 46(5), 550-557 (2011).
[5]. Wu, T., Qi, X., Liu, Y., et al. Dietary supplementation with purified mulberry (Morus australis Poir) anthocyanins suppresses body weight gain in high-fat diet fed C57BL/6 mice. Food Chemistry 141(1), 482-487 (2013).
| Cas No. | 18719-76-1 | SDF | |
| 别名 | 花青素鼠李葡糖苷,Cyanidin 3-rutinoside | ||
| 化学名 | 3-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1-benzopyrylium, monochloride | ||
| Canonical SMILES | OC(C(O)=C1)=CC=C1C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@H]5[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O5)O4.[Cl-] | ||
| 分子式 | C27H31O15•Cl | 分子量 | 631 |
| 溶解度 | 20 mg/ml in DMF, 25 mg/ml in DMSO, 1 mg/ml in Ethanol, 2 mg/ml in PBS (pH 7.2): | 储存条件 | Store at -20°C, protect from light |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 1.5848 mL | 7.9239 mL | 15.8479 mL |
| 5 mM | 0.317 mL | 1.5848 mL | 3.1696 mL |
| 10 mM | 0.1585 mL | 0.7924 mL | 1.5848 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Novel thin-layer chromatographic method of screening the anthocyanes containing alimentary products and precautions taken at the method development step
J Chromatogr A 2017 Dec 29;1530:211-218.PMID:29173954DOI:10.1016/j.chroma.2017.11.043.
The purpose of this study was to develop a novel and cost-effective thin-layer chromatographic method (TLC) using cellulose powder as stationary phase for authentication of the selected fruit-based alimentary products and targeting anthocyanes as the authenticity markers. Our method outperformed the HPTLC method earlier developed by another research team using silica gel as stationary phase. It was demonstrated that due to a limited chemical stability of anthocyanes, employing them as authenticity markers is burdened with a non-negligible uncertainty risk. Hydrolytic split of the glycosides into the aglycone and carbohydrate moieties can lead to a confusing multiplication of chromatographic bands and therefore it is advisable to use for the authentication purposes a limited set of well selected and stable enough anthocyane markers. Cyanin chloride, Keracyanin chloride, pelargonidin chloride and delphinidin chloride were selected as the external standards and for the development of the calibration curves. The TLC-obtained LOD and LOQ values were 0.025 and 0.075μgspot-1 for cyanin, 0.055 and 0.166μgspot-1 for Keracyanin, 0.047 and 0.140μgspot-1 for pelargonidin, and 0.171 and 0.513μgspot-1 for delphinidin, respectively. The analogous HPTLC-obtained LOD and LOQ values were 0.107 and 0.321μgspot-1 for cyanin, 0.189 and 0.566μgspot-1 for Keracyanin, and 0.161 and 0.484μgspot-1 for pelargonidin, respectively. Delphinidin was not detectable with use of the HPTLC method. Consequently, quantification of anthocyanes in the alimentary products carried out with use of TLC allowed identification of more target compounds and in a higher number of alimentary products than it was possible with use of HPTLC, apparently due to the LOD levels by one magnitude order lower for TLC than HPTLC.
Influence of concentration of anthocyanins on electron transport in dye sensitized solar cells
Heliyon 2021 Mar 24;7(3):e06571.PMID:33855239DOI:10.1016/j.heliyon.2021.e06571.
The influence of concentration of anthocyanins in dye sensitized solar cells (DSSC) has been investigated, with focus on how concentration influence electron transport. The influence on electron transport was then linked to solar cell performance. Anthocyanins were extracted from fresh flowers of Acanthus pubscenes using methanol acidified with 0.5% trifluoracetic acid, concentrated using a rotary evaporator and partitioned against ethyl acetate. Concentration of the anthocyanins was determined using Keracyanin chloride as a standard. DSSC were fabricated using Titanium dioxide as anode, anthocyanins as sensitizers and Platinum as counter electrode material. Titanium dioxide was deposited on Fluorine doped Tin oxide glass substrate using slot coating method. Platinum was deposited on FTO glass substrate using a brush previously dipped in plastisol precursor, and annealed at 450 0C for 20 min to activate Platinum. Dye sensitized solar cells were assembled using anthocyanins at varying concentrations. Performance parameters of the solar cells were measured using a solar simulator which was fitted with digital source meter. Electron transport parameters were studied using electrochemical impedance spectroscopy (EIS). Open circuit voltage, short circuit current and fill factor were observed to increase with concentration of anthocyanins. The increase in solar cell performance was attributed to increase in charge density which led more charges being available for transported to solar cell contacts. The increased charge resulted in a negative shift in Fermi level of electrons in the conduction band of TiO2. The shift in Fermi level resulted into an increase in open circuit voltage and the overall solar cell performance. EIS studies revealed increase in recombination resistance with concentration of anthocyanins. The increase in recombination resistance was found to be related to increase in electron density, and hence the shift in the Fermi level of electrons in the conduction band of TiO2.
Cyanoside chloride and chromocarbe diethylamine are more effective than vitamin C against exercise-induced oxidative stress
Pharmacol Toxicol 2001 Nov;89(5):255-8.PMID:11881979DOI:10.1034/j.1600-0773.2001.d01-156.x.
Exercise generates free radicals only when it is exhaustive. Free radicals are involved in tissue damage caused by exercise. Antioxidant vitamins (vitamin C and E) and other antioxidants such as coenzyme Q, and N-acetyl cysteine prevent muscle damage and decrease muscle fatigue. The main aim of this paper was to test the possible protective effect of two new antioxidants, cyanoside chloride and chromocarbe diethylamine, on the oxidative stress generated by exhaustive exercise. The antioxidants were given to rats daily (50 mg/kg) in drinking water for 30 days. Blood oxidized glutathione/ reduced glutathione ratio, and plasma malondialdehyde levels were determined as indexes of oxidative stress. Plasma creatine kinase, alanine-aminotransferase and lactate dehydrogenase activities were used as markers of muscle damage. Both cyanoside chloride and chromocarbe diethylamine were more effective than vitamin C in the prevention of glutathione oxidation in blood. Furthermore, cyanoside chloride and chromocarbe diethylamine partially prevented muscle damage. Chromocarbe diethylamine was the most effective compound in the prevention of exercise-induced lipid peroxidation (malondialdehyde) in plasma.
Oral flavonoids, chromocarb diethylamine salt and cyaninosides chloride, to eliminate lipoperoxidation postvitrectomy
Exp Eye Res 2002 Jan;74(1):23-8.PMID:11878815DOI:10.1006/exer.2001.1069.
This study was undertaken to determine the concentration of malondialdehyde, an end product of lipoperoxidation, in lens and retinal tissue postvitrectomy associated with oral administration of antioxidant flavonoids cyaninosides chloride and chromocarb diethylamine salt or N -acetylcysteine. Fifty adult pigmented rabbits were divided into five groups: (1) controls (normal eyes, malondialdehyde concentration in lens and retina); (2) vitrectomy with BSS Plus (malondialdehyde level measured 2hr after vitrectomy); (3) vitrectomy with BSS Plus and pretreatment with oral cyaninosides chloride 100mg kg day(-1)for 3 weeks (malondialdehyde level measured 2hr after surgery); (4) vitrectomy with BSS Plus and pretreatment with oral chromocarb diethylamine salt 100 mg kg day(-1)for 3 weeks (malondialdehyde level measured 2hr after surgery); and (5) vitrectomy with BSS Plus and pretreatment with oral N -acetylcysteine 200 mg kg day(-1)for 3 weeks (malondialdehyde level measured 2hr after surgery). Lens and retina samples were used to determine malondialdehyde levels using ion-pairing high performance liquid chromatography. Statistical analysis was done using analysis of variance (P<0.05). The content of malondialdehyde in the normal lens was 0.036 +/- 0.017 microg g(-1); in the vitrectomized groups the malondialdehyde concentrations were as follows: (2) 0.027 +/- 0.013 microg g(-1); (3) under detection limit (detection limit=1.75x e-3 microg g(-1)); (4) under detection limit; and (5) 0.020 +/- 0.006 microg g(-1). The results showed that the malondialdehyde concentration in the normal retina was 1.160 +/- 0.361 microg g(-1), while in the vitrectomized groups with or without pretreatment (cyaninosides chloride, chromocarb diethylamine salt, and N -acetylcysteine) the malondialdehyde levels were 2.091 +/- 0.982 microg g(-1), 0.069 +/- 0.024 microg g(-1), 0.082 +/- 0.027 microg g(-1), and 0.215 +/- 0.134 microg/g(-1), respectively, all significantly different from the normal eyes (P<0.05). Vitrectomy induced increased malondialdehyde levels in the retina. Oral flavonoids are an effective protective therapy for surgically induced lipoperoxidation, especially in the retina.
[Experimental study of the effects of cyaninoside chloride on collagen, and its potential value in ophthalmology]
J Fr Ophtalmol 1984;7(11):737-43.PMID:6085333doi
Cyaninoside chloride is a drug used in the treatment of visual functional troubles in low-luminance conditions, in patients suffering from myopia and night blindness. Its effects on the enzymatic degradation of collagen by collagenase have been studied by means of two experimental models: collagen-collagenase diffusion plates, in vitro, permeabilization of the blood-brain barrier by collagenase, in rats, in vivo. The results obtained point out that cyaninosides chloride protects the collagen against the enzymatic attack due to collagenase. In the light of these results, it is possible to propose a mechanism for the action of this drug on the external blood-retinal barrier.