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16816-67-4

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An Efficient Chemoenzymatic Synthesis of Coenzyme A and Its Disulfide
We have developed a chemoenzymatic route to coenzyme A (CoASH) and its disulfide that is amenable to gram-scale synthesis using standard laboratory equipment. By synthesizing the symmetrical disulfide of pantetheine (pantethine), we avoided the need to mask the reactive sulfhydryl and also prevented sulfur oxidation byproducts. No chromatography is required in our synthetic route to pantethine, which facilitates scale-up. Furthermore, we discovered that all three enzymes of the CoASH salvage pathway (pantetheine kinase, phosphopantetheine adenyltransferase, and dephospho-coenzyme A kinase) accept the disulfide of the natural substrates and functionalize both ends of the molecules. This yields CoA disulfide as the product of the enzymatic cascade, a much more stable form of the cofactor. Free CoASH can be prepared by in situ S-S reduction.
Mouterde, Louis M. M.,Stewart, Jon D.
p. 954 - 959
(2016/06/13)

Investigations on pantothenic acid and its related compounds. I. Chemical studies. (1). A novel synthesis of pantethine.
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Shimizu,Ohta,Nagase,Okada,Hosokawa
p. 180 - 188
(2007/10/05)

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Chemical Properties

Appearance/Colour :colorless to pale yellow, clear, viscous liquid
Boiling Point: 987.2 °C at 760 mmHg
Flash Point:550.8 °C
Density: 1.277 g/cm³
Solubility:Methanol (Slightly), Water (Slightly)
Storage Temp.:2-8°C
Vapor Pressure: 0mmHg at 25°C
Refractive Index: 1.56
PKA: 12.71±0.20(Predicted)
PSA: 247.92000
LogP: -0.06480

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