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6-Aminopenicillanic acid

CAS# 551-16-6

6-Aminopenicillanic acid

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Chemical structure

6-Aminopenicillanic acid

3D structure

Chemical Properties of 6-Aminopenicillanic acid

Cas No. 551-16-6 SDF Download SDF
PubChem ID 11082 Appearance Powder
Formula C8H12N2O3S M.Wt 216.3
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES CC1(C(N2C(S1)C(C2=O)N)C(=O)O)C
Standard InChIKey NGHVIOIJCVXTGV-ALEPSDHESA-N
Standard InChI InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/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.

6-Aminopenicillanic acid Dilution Calculator

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6-Aminopenicillanic acid Molarity Calculator

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Preparing Stock Solutions of 6-Aminopenicillanic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.6232 mL 23.116 mL 46.2321 mL 92.4642 mL 115.5802 mL
5 mM 0.9246 mL 4.6232 mL 9.2464 mL 18.4928 mL 23.116 mL
10 mM 0.4623 mL 2.3116 mL 4.6232 mL 9.2464 mL 11.558 mL
50 mM 0.0925 mL 0.4623 mL 0.9246 mL 1.8493 mL 2.3116 mL
100 mM 0.0462 mL 0.2312 mL 0.4623 mL 0.9246 mL 1.1558 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 6-Aminopenicillanic acid

Directed evolution of a penicillin V acylase from Bacillus sphaericus to improve its catalytic efficiency for 6-APA production.[Pubmed:30243389]

Enzyme Microb Technol. 2018 Dec;119:65-70.

Penicillin acylase is commonly used to produce the medical intermediates of 6-Aminopenicillanic acid (6-APA) and 7-Aminodesacetoxycephalosporanic acid (7-ADCA) in industrial process. Nowadays, Penicillin G acylase (PGA) has been widely applied for making pharmaceutical intermediates, while penicillin V acylase (PVA) has been less used for that due to its low activity and poor conversion. In this study, a PVA from Bacillus sphaericus (BspPVA) was employed for directed evolution study with hoping to increase its catalytic efficiency. Finally, a triple mutant BspPVA-3 (T63S/N198Y/S110C) was obtained with 12.4-fold specific activity and 11.3-fold catalytic efficiency higher than BspPVA-wt (wild type of BspPVA). Moreover, the conversion yields of 6-APA catalyzed by BspPVA-3 reached 98% with 20% (w/v) penicillin V as substrate, which was significantly higher than that of the BspPVA-wt (85%). Based on the analysis of modeling, the enhancement of specific activity of mutant BspPVA-3 was probably attributed to the changes in the number of hydrogen bonds within the molecules. The triple mutant PVA developed in this study has a potential for large-scale industrial application for 6-APA production.

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