Computational analysis of nonenzymatic deamidation of asparagine residues catalysed by acetic acid

References

• T. Geiger and S. Clarke, J. Biol. Chem. 262, 785–794 (1987).
   PubMed Web of Science ®Google Scholar
• R.C. Stephenson and S. Clark, J. Biol. Chem. 264, 6164–6170 (1989).
   PubMed Web of Science ®Google Scholar
• K.J. Reissner and D.W. Aswad, Cell. Mol. Life. Sci. 60, 1281–1295 (2003). doi: 10.1007/s00018-003-2287-5
   PubMed Web of Science ®Google Scholar
• H. Tomizawa, H. Yamada, T. Ueda and T. Imoto, Biochemistry. 33, 8770–8774 (1994). doi: 10.1021/bi00195a019
   PubMed Web of Science ®Google Scholar
• S. Noguchi, K. Miyawaki and Y. Sato, J. Mol. Biol. 278, 231–238 (1998). doi: 10.1006/jmbi.1998.1674
   PubMed Web of Science ®Google Scholar
• G.C. Chu, D. Chelius, G. Xiao, H.K. Khor, S. Coulibaly and P.V. Bondarenko, Pharm. Res. 24, 1145–1156 (2007). doi: 10.1007/s11095-007-9241-4
   PubMed Web of Science ®Google Scholar
• B. Yan, S. Steen, D. Hambly, J. Valliere-Douglass, T.V. Bos, S. Smallwood, Z. Yates, T. Arroll, Y. Han, H. Gadgil, R.F. Latypov, A. Wallace, A. Lim, G.R. Kleemann, W. Wang and A. Balland, J. Pharm. Sci. 98, 3509–3521 (2009). doi: 10.1002/jps.21655
   PubMed Web of Science ®Google Scholar
• K. Patel and R.T. Borchardt, Pharm. Res. 7, 787–793 (1990). doi: 10.1023/A:1015999012852
   PubMed Web of Science ®Google Scholar
• R. Tyler-Cross and V. Schirch, J. Biol. Chem. 266, 22549–22556 (1991).
   PubMed Web of Science ®Google Scholar
• N.E. Robinson, A.B. Robinson and R.B. Merrifield, J. Peptide Res. 57, 483–493 (2001). doi: 10.1034/j.1399-3011.2001.00863.x
   PubMedGoogle Scholar
• N.E. Robinson, Z.W. Robinson, B.R. Robinson, A.L. Robinson, J.A. Robinson, M.L. Robinson and A.B. Robinson, J. Peptide Res. 63, 426–436 (2004). doi: 10.1111/j.1399-3011.2004.00151.x
   PubMedGoogle Scholar
• A. Pande, N. Mokhor and J. Pande, Biochemistry. 54, 4890–4899 (2015). doi: 10.1021/acs.biochem.5b00185
   PubMed Web of Science ®Google Scholar
• V.N. Lapko, A.G. Purkiss, D.L. Smith and J.B. Smith, Biochemistry. 41, 8638–8648 (2002). doi: 10.1021/bi015924t
   PubMed Web of Science ®Google Scholar
• M.Y.S. Hooi, M.J. Raftery and R.J.W. Truscott, Invest Ophthalmol. Vis. Sci. 53, 3554–3561 (2012). doi: 10.1167/iovs.11-9085
   PubMed Web of Science ®Google Scholar
• K.J. Lampi, P.A. Wilmarth, M.R. Murray and L.L. David, Prog. Biophys. Mol. Biol. 115, 21–31 (2014). doi: 10.1016/j.pbiomolbio.2014.02.004
   PubMed Web of Science ®Google Scholar
• N.J. Ray, D. Hall and J.A. Carver, Biochim. Biophys. Acta. 1860, 315–324 (2016). doi: 10.1016/j.bbagen.2015.08.015
   PubMed Web of Science ®Google Scholar
• H.M. Forsythe, C.J. Vetter, K.A. Jara, P.N. Reardon, L.L. David, E.J. Barbar and K.J. Lampi, Biochemistry. 58, 4112–4124 (2019). doi: 10.1021/acs.biochem.9b00593
   PubMed Web of Science ®Google Scholar
• N.E. Robinson, M.L. Robinson, S.E.S. Schulze, B.T. Lai and H.B. Gray, Protein Sci. 18, 1766–1773 (2009). doi: 10.1002/pro.183
   PubMed Web of Science ®Google Scholar
• D. Chelius, D.S. Rehder and P.V. Bondarenko, Anal. Chem. 77, 6004–6011 (2005). doi: 10.1021/ac050672d
   PubMed Web of Science ®Google Scholar
• A.A. Wakankar and R.T. Borchardt, J. Pharm. Sci. 95, 2321–2336 (2006). doi: 10.1002/jps.20740
   PubMed Web of Science ®Google Scholar
• J.Y. Zhang and L.J. Janis, Int. J. Pharm. 308, 46–51 (2006). doi: 10.1016/j.ijpharm.2005.10.024
   PubMedGoogle Scholar
• J. Vlasak, M.C. Bussat, S. Wang, E. Wagner-Rousset, M. Schaefer, C. Klinguer-Hamour, M. Kirchmeier, N. Corvaïa, R. Ionescu and A. Beck, Anal. Biochem. 392, 145–154 (2009). doi: 10.1016/j.ab.2009.05.043
   PubMed Web of Science ®Google Scholar
• M.C. Manning, D.K. Chou, B.M. Murphy, R.W. Payne and D.S. Katayama, Pharm. Res. 27, 544–575 (2010). doi: 10.1007/s11095-009-0045-6
   PubMed Web of Science ®Google Scholar
• D.F. Nellis, D.F. Michiel, M.-S. Jiang, D. Esposito, R. Davis, H. Jiang, A. Korrell, G.C. Knapp IV, L.E. Lucernoni, R.E. Nelson, E.M. Pritt, L.V. Procter, M. Rogers, T.L. Sumpter, V.V. Vyas, T.J. Waybright, X. Yang, A.M. Zheng, J.L. Yovandich, J.A. Gilly, G. Mitra and J. Zhu, Pharm. Res. 29, 722–738 (2012). doi: 10.1007/s11095-011-0597-0
   PubMed Web of Science ®Google Scholar
• Q. Yan, M. Huang, M.J. Lewis and P. Hu, mAbs. 10, 901–912 (2018).
   PubMed Web of Science ®Google Scholar
• X. Lu, R.P. Nobrega, H. Lynaugh, T. Jain, K. Barlow, T. Boland, A. Sivasubramanian, M. Vásquez and Y. Xu, mAbs. 11, 45–57 (2019).
   PubMed Web of Science ®Google Scholar
• A.L. Pace, R.L. Wong, Y.T. Zhang, Y.-H. Kao and Y.J. Wang, J. Pharm. Res. 102, 1712–1723 (2013).
   Google Scholar
• S. Catak, G. Monard, V. Aviyente and M.F. Ruiz-López, J. Phys. Chem. A. 110, 8354–8365 (2006). doi: 10.1021/jp056991q
   PubMed Web of Science ®Google Scholar
• S. Catak, G. Monard, V. Aviyente and M.F. Ruiz-López, J. Phys. Chem. A. 113, 1111–1120 (2009). doi: 10.1021/jp808597v
   PubMed Web of Science ®Google Scholar
• N. Manabe, R. Kirikoshi and O. Takahashi, Int. J. Mol. Sci. 16, 7261–7272 (2015). doi: 10.3390/ijms16047261
   PubMed Web of Science ®Google Scholar
• O. Takahashi, N. Manabe and R. Kirikoshi, Molecules. 21, 327 (2016). doi: 10.3390/molecules21030327
   PubMedGoogle Scholar
• R. Kirikoshi, N. Manabe and O. Takahashi, Int. J. Mol. Sci. 18, 429 (2017). doi: 10.3390/ijms18020429
   Google Scholar
• R. Kirikoshi, N. Manabe and O. Takahashi, Molecules. 23, 2217 (2018). doi: 10.3390/molecules23092217
   Google Scholar
• B.D. Connolly, B. Tran, J.M.R. Moore, V.K. Sharma and A. Kosky, Mol. Pharmaceutics. 11, 1345–1358 (2014). doi: 10.1021/mp500011z
   PubMed Web of Science ®Google Scholar
• O. Takahashi, R. Kirikoshi and N. Manabe, Int. J. Mol. Sci. 16, 1613–1626 (2015). doi: 10.3390/ijms16011613
   PubMed Web of Science ®Google Scholar
• O. Takahashi, R. Kirikoshi and N. Manabe, Int. J. Mol. Sci. 16, 12174–12184 (2015). doi: 10.3390/ijms160612174
   PubMed Web of Science ®Google Scholar
• M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, G.A. Petersson, H. Nakatsuji, X. Li, M. Caricato, A.V. Marenich, J. Bloino, B.G. Janesko, R. Gomperts, B. Mennucci, H.P. Hratchian, J.V. Ortiz, A.F. Izmaylov, J.L. Sonnenberg, D. Williams-Young, F. Ding, F. Lipparini, F. Egidi, J. Goings, B. Peng, A. Petrone, T. Henderson, D. Ranasinghe, V.G. Zakrzewski, J. Gao, N. Rega, G. Zheng, W. Liang, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, K. Throssell, J.A. Montgomery, Jr., J.E. Peralta, F. Ogliaro, M.J. Bearpark, J.J. Heyd, E.N. Brothers, K.N. Kudin, V.N. Staroverov, T.A. Keith, R. Kobayashi, J. Normand, K. Raghavachari, A.P. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, J.M. Millam, M. Klene, C. Adamo, R. Cammi, J.W. Ochterski, R.L. Martin, K. Morokuma, O. Farkas, J.B. Foresman and D.J. Fox, Gaussian 16, Revision A.03 (Gaussian, Inc., Wallingford, CT, 2016).
   Google Scholar
• J.I. Mujika, X. Lopez and A.J. Mulholland, J. Phys. Chem. B. 113, 5607–5616 (2009). doi: 10.1021/jp808911p
   PubMed Web of Science ®Google Scholar
• T. Nakayoshi, K. Kato, E. Kurimoto and A. Oda, J. Phys. Chem. B. 123, 3147–3155 (2019). doi: 10.1021/acs.jpcb.8b10386
   PubMed Web of Science ®Google Scholar
• T. Nakayoshi, K. Kato, E. Kurimoto and A. Oda, ACS Omega. 5, 9162–9170 (2020). doi: 10.1021/acsomega.9b04384
   PubMed Web of Science ®Google Scholar