551-16-6 Usage
Chemical Properties
WHITE TO CREAM FINE POWDER
Uses
Different sources of media describe the Uses of 551-16-6 differently. You can refer to the following data:
1. (+)-6-Aminopenicillanic Acid is the core structure in penicillins, obtained from the fermentation brew of the Penicillium mold. (+)-6-Aminopenicillanic Acid is used as the main starting block for the
preparation of numerous semisynthetic penicillins.
2. 6-Aminopenicillanic acid is the basic unit in penicillin?s, which is obtained from the fermentation brew of the Penicillium mold. It acts as a starting material for the preparation of many semisynthetic penicillins. Further, it serves as apharmaceutical intermediate. In addition to this, it is used in antibiotics research and experimental application.
Definition
ChEBI: A penicillanic acid compound having a (6R)-amino substituent. The active nucleus common to all penicillins, it may be substituted at the 6-amino position to form the semisynthetic penicillins, resulting in a variety of antibacterial and ph
rmacologic characteristics.
General Description
Chemical structure: ?-lactam
Flammability and Explosibility
Nonflammable
Safety Profile
Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits very toxic fumes of NOx and SOx.
Purification Methods
This acid crystallises from water. [Kleppe & Stroninger J Biol Chem 254 4856 1979,Beilstein 27 III/IV 2858.]
Check Digit Verification of cas no
The CAS Registry Mumber 551-16-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,5 and 1 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 551-16:
(5*5)+(4*5)+(3*1)+(2*1)+(1*6)=56
56 % 10 = 6
So 551-16-6 is a valid CAS Registry Number.
InChI:InChI=1/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
551-16-6Relevant articles and documents
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Dennen
, p. 1273,1275 (1967)
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Torgovanova et al.
, (1975)
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Development of novel support for penicillin acylase and its application in 6-aminopenicillanic acid production
Ayakar, Sonal R.,Yadav, Ganapati D.
, (2019/07/31)
There is an ever-increasing demand for the β-lactam bulk intermediate 6-aminopenicillanic acid (6-APA) that has wide applications in the synthesis of newer generations of semisynthetic penicillins. It is commercially synthesized by biocatalytic transformation using penicillin acylase. Since the enzyme is soluble, immobilization on a solid porous support is necessary to make the catalyst recycleable and the process profitable. In this study, we developed a novel support of siliceous foam entrapped in a polymer matrix. Penicillin acylase was covalently immobilized on aminopropyl functionalized mesocellular foam silica (MCF) and was further cross-linked using glutaraldehyde without deactivation and upto 95% efficiency. The resulting biocatalyst had an activity of 1185 IU. mg?1 and demonstrated improved resistance to the substrate and product inhibition. These parameters along with improvement in pH and thermal stability enhanced 6-APA yield by 20% in beads. Intrinsic kinetic parameters were calculated from the developed rate equation to deduce enzyme catalytic mechanism.
Purification of amoxicillin trihydrate by impurity-coformer complexation in solution
Hsi, Kay Huai Ying,Concepcion, Anthony Joseph,Kenny, Meghan,Magzoub, Amna Ahmed,Myerson, Allan S.
, p. 6776 - 6781 (2013/09/02)
In this work, we demonstrated the purification of amoxicillin trihydrate (AMCT) by the formation of 4-hydroxyphenylglycine (4HPG)-coformer complex in solution. Without advanced knowledge of cocrystal formation of 4HPG, a workflow was established to choose
