N-Benzoyl-(2R,3S)-3-phenylisoserineCAS# 132201-33-3 |
Quality Control & MSDS
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Chemical structure
3D structure
| Cas No. | 132201-33-3 | SDF | Download SDF |
| PubChem ID | 2762289 | Appearance | Powder |
| Formula | C16H15NO4 | M.Wt | 285.29 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | DMSO : ≥ 160 mg/mL (560.83 mM) *"≥" means soluble, but saturation unknown. | ||
| Chemical Name | (2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoic acid | ||
| SMILES | C1=CC=C(C=C1)C(C(C(=O)O)O)NC(=O)C2=CC=CC=C2 | ||
| Standard InChIKey | HYJVYOWKYPNSTK-UONOGXRCSA-N | ||
| Standard InChI | InChI=1S/C16H15NO4/c18-14(16(20)21)13(11-7-3-1-4-8-11)17-15(19)12-9-5-2-6-10-12/h1-10,13-14,18H,(H,17,19)(H,20,21)/t13-,14+/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. |
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| 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. |
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| 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. | ||
N-Benzoyl-(2R,3S)-3-phenylisoserine Dilution Calculator
N-Benzoyl-(2R,3S)-3-phenylisoserine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.5052 mL | 17.526 mL | 35.0521 mL | 70.1041 mL | 87.6301 mL |
| 5 mM | 0.701 mL | 3.5052 mL | 7.0104 mL | 14.0208 mL | 17.526 mL |
| 10 mM | 0.3505 mL | 1.7526 mL | 3.5052 mL | 7.0104 mL | 8.763 mL |
| 50 mM | 0.0701 mL | 0.3505 mL | 0.701 mL | 1.4021 mL | 1.7526 mL |
| 100 mM | 0.0351 mL | 0.1753 mL | 0.3505 mL | 0.701 mL | 0.8763 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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An investigation of nitrile transforming enzymes in the chemo-enzymatic synthesis of the taxol sidechain.[Pubmed:26107443]
Org Biomol Chem. 2015 Jul 28;13(28):7803-12.
Paclitaxel (taxol) is an antimicrotubule agent widely used in the treatment of cancer. Taxol is prepared in a semisynthetic route by coupling the N-Benzoyl-(2R,3S)-3-phenylisoserine sidechain to the baccatin III core structure. Precursors of the taxol sidechain have previously been prepared in chemoenzymatic approaches using acylases, lipases, and reductases, mostly featuring the enantioselective, enzymatic step early in the reaction pathway. Here, nitrile hydrolysing enzymes, namely nitrile hydratases and nitrilases, are investigated for the enzymatic hydrolysis of two different sidechain precursors. Both sidechain precursors, an openchain alpha-hydroxy-beta-amino nitrile and a cyanodihydrooxazole, are suitable for coupling to baccatin III directly after the enzymatic step. An extensive set of nitrilases and nitrile hydratases was screened towards their activity and selectivity in the hydrolysis of two taxol sidechain precursors and their epimers. A number of nitrilases and nitrile hydratases converted both sidechain precursors and their epimers.
N-Benzoyl-(2R,3S)-3-phenylisoserine is a Taxol C-13 Side Chain and crucial for the strong antitumor activity of Taxol.
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