pro-N6pA, CAS 3004761-03-6
Characterisation
CAS: 3004761-03-6
IUPAC Name: benzyl ((((2R,3S,4R,5R)-3,4-dihydroxy-5-(6-(prop-2-yn-1-ylamino)-9H-purin-9-yl)tetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)-L-alaninate
Other names: N6-propargyl adenosine phosphoramidate
Molecular weight: 622.57 g/mol
Molecular formula: C29H31N6O8P
InChI: InChI=1S/C29H31N6O8P/c1-3-14-30-26-23-27(32-17-31-26)35(18-33-23)28-25(37)24(36)22(42-28)16-41-44(39,43-21-12-8-5-9-13-21)34-19(2)29(38)40-15-20-10-6-4-7-11-20/h1,4-13,17-19,22,24-25,28,36-37H,14-16H2,2H3,(H,34,39)(H,30,31,32)/t19-,22+,24+,25+,28+,44?/m0/s1
Description
Researchers use N6-propargyl adenosine phosphoramidate (pro-N6pA) to identify proteins modified by protein post-translational modification called AMPylation. This approach is particularly useful because pro-N6pA can easily enter cells and gets metabolically activated there, becoming N6pATP, which is then accepted by AMP-transferases to modified proteins. This technique helps to understand the important roles these modifications play in cellular processes.
References
- Rauh, T., Brameyer, S., Kielkowski, P., Jung, K., & Sieber, S. A. (2020). MS-based in situ proteomics reveals AMPylation of host proteins during bacterial infection. ACS Infectious Diseases, 6(12), 3277-3289.
- Kielkowski, P., Buchsbaum, I. Y., Becker, T., Bach, K., Cappello, S., & Sieber, S. A. (2020). A pronucleotide probe for live‐cell imaging of protein AMPylation. ChemBioChem, 21(9), 1285-1287.
- Kielkowski, P., Buchsbaum, I. Y., Kirsch, V. C., Bach, N. C., Drukker, M., Cappello, S., & Sieber, S. A. (2020). FICD activity and AMPylation remodelling modulate human neurogenesis. Nature Communications, 11(1), 517.
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