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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
Authors:Indra Sandal  Amita Bhattacharya  Uksha Saini  Devinder Kaur  Shveta Sharma  Ashu Gulati  Jonnala K Kumar  Neeraj Kumar  Jyotsna Dayma  Pralay Das  Bikram Singh  Paramvir S Ahuja
Institution:1. Center for Molecular Medicine and Infectious Diseases, Department of Biomedical Sciences and Pathobiology, Virginia Tech, Blacksburg, VA, 24061, USA
4. CSIR-Institute of Himalayan Bioresource Technology, Council of Scientific and Industrial Research, Palampur, 176061, H. P., India
2. Department of Biotechnology, College of Life Sciences, Bowling Green State University, Bowling Green, Ohio, USA
3. Central Institute of Medicinal and Aromatic Plants, Resource Centre, Boduppal, Hyderabad, 500039, (A.P.), India
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.
Keywords:
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