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Chemical modification of L-glutamine to alpha-amino glutarimide on autoclaving facilitates Agrobacterium infection of host and non-host plants: A new use of a known compound

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Author(s): Sandal Indra | Bhattacharya Amita | Saini Uksha | Kaur Devinder | Sharma Shveta | Gulati Ashu | Kumar Jonnala | Kumar Neeraj | Dayma Jyotsna | Das Pralay | Singh Bikram | Ahuja Paramvir

Journal: BMC Chemical Biology
ISSN 1472-6769

Volume: 11;
Issue: 1;
Start page: 1;
Date: 2011;
Original page

ABSTRACT
Abstract Background Accidental autoclaving of L-glutamine was found to facilitate the Agrobacterium infection of a non host plant like tea in an earlier study. In the present communication, we elucidate the structural changes in L-glutamine due to autoclaving and also confirm the role of heat transformed L-glutamine in Agrobacterium mediated genetic transformation of host/non host plants. Results When autoclaved at 121°C and 15 psi for 20 or 40 min, L-glutamine was structurally modified into 5-oxo proline and 3-amino glutarimide (α-amino glutarimide), respectively. Of the two autoclaved products, only α-amino glutarimide facilitated Agrobacterium infection of a number of resistant to susceptible plants. However, the compound did not have any vir gene inducing property. Conclusions We report a one pot autoclave process for the synthesis of 5-oxo proline and α-amino glutarimide from L-glutamine. Xenobiotic detoxifying property of α-amino glutarimide is also proposed.
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