%0 Journal Article %1 RN36 %A Vaca, I. %A Casqueiro, J. %A Ullan, R.V. %A Rumbero, A. %A Chavez, R. %A Martin, J.F. %D 2011 %J Journal of Antibiotics %K acremonium aminoadipyl-cysteinyl-valine, biosynthesis, cephalosporin-c, chrysogenum, conversion, dqcauchile hplc, isopenicillin liquid-chromatography n, natural-products, penicillium-chrysogenum, purification, stability, storage, system temperature, %N 6 %P 447-451 %R 10.1038/ja.2011.30 %T A Preparative Method for the Purification of Isopenicillin N from Genetically Blocked Acremonium Chrysogenum Strain Td189: Studies on the Degradation Kinetics and Storage Conditions %U /brokenurl#<Go to ISI>://WOS:000292090800006 %V 64 %X A protocol for preparative isopenicillin N (IPN) purification, a highly interesting and hitherto unavailable intermediate of the penicillin and cephalosporin biosynthetic pathway due to its high unstability, is described. Culture broths of Acremonium chrysogenum TD189, a strain blocked in cephalosporin biosynthesis that accumulates this metabolite, were treated with acetone and filtered though charcoal and a hydrophobic resin in a single step as tandem columns. The cleared broth was then lyophilized and passed though a Sephadex G-25 column. The last step was the purification to homogeneity of IPN in a semipreparative HPLC equipment and, optionally, a desalting step by Sephadex G-10 column. Once purified, a complete analysis of the stability of the compound and the conditions for its long-term storage was carried out. Our results suggest a first-order model for IPN decomposition for all the pH and temperature analyzed. IPN is more stable at neutral pH, and once lyophilized, can be stored under vacuum and -75 degrees C with a half-life of 770 days. The Journal of Antibiotics (2011); published online 27 April 2011

@article{RN36, abstract = {A protocol for preparative isopenicillin N (IPN) purification, a highly interesting and hitherto unavailable intermediate of the penicillin and cephalosporin biosynthetic pathway due to its high unstability, is described. Culture broths of Acremonium chrysogenum TD189, a strain blocked in cephalosporin biosynthesis that accumulates this metabolite, were treated with acetone and filtered though charcoal and a hydrophobic resin in a single step as tandem columns. The cleared broth was then lyophilized and passed though a Sephadex G-25 column. The last step was the purification to homogeneity of IPN in a semipreparative HPLC equipment and, optionally, a desalting step by Sephadex G-10 column. Once purified, a complete analysis of the stability of the compound and the conditions for its long-term storage was carried out. Our results suggest a first-order model for IPN decomposition for all the pH and temperature analyzed. IPN is more stable at neutral pH, and once lyophilized, can be stored under vacuum and -75 degrees C with a half-life of 770 days. The Journal of Antibiotics (2011); published online 27 April 2011}, added-at = {2019-12-04T03:57:35.000+0100}, author = {Vaca, I. and Casqueiro, J. and Ullan, R.V. and Rumbero, A. and Chavez, R. and Martin, J.F.}, biburl = {https://www.bibsonomy.org/bibtex/2e0b64fe45269c0dc3112c05eaa28d9bd/dqcauchile}, doi = {10.1038/ja.2011.30}, interhash = {6285318d14afb657e7e339b4b0a05a33}, intrahash = {e0b64fe45269c0dc3112c05eaa28d9bd}, issn = {0021-8820}, journal = {Journal of Antibiotics}, keywords = {acremonium aminoadipyl-cysteinyl-valine, biosynthesis, cephalosporin-c, chrysogenum, conversion, dqcauchile hplc, isopenicillin liquid-chromatography n, natural-products, penicillium-chrysogenum, purification, stability, storage, system temperature,}, number = 6, pages = {447-451}, timestamp = {2019-12-04T03:58:17.000+0100}, title = {A Preparative Method for the Purification of Isopenicillin N from Genetically Blocked Acremonium Chrysogenum Strain Td189: Studies on the Degradation Kinetics and Storage Conditions}, type = {Journal Article}, url = {/brokenurl#<Go to ISI>://WOS:000292090800006}, volume = 64, year = 2011 }