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Charles Perrin

Title(s)Emeritus Professor, Chemistry and Biochemistry
SchoolVc-academic Affairs
Address9500 Gilman Drive #0358
La Jolla CA 92093
Phone8/5-34--2164
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    SYMMETRY OF HYDROGEN BONDS
    NIH/NIGMS R01GM044527Aug 1, 1995 - Jul 31, 2000
    Role: Principal Investigator
    MECHANISMS OF REACTIONS OF OXYGEN WITH HEME PROTEINS
    NIH/NHLBI R01HL013581Feb 1, 1979 - Jun 30, 1999
    Role: Principal Investigator

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    Publications listed below are automatically derived from MEDLINE/PubMed and other sources, which might result in incorrect or missing publications. Researchers can login to make corrections and additions, or contact us for help. to make corrections and additions.
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    1. Isotopic-Perturbation NMR Study of Hydrogen-Bond Symmetry in Solution: Temperature Dependence and Comparison of OHO and ODO Hydrogen Bonds. J Am Chem Soc. 2019 10 30; 141(43):17278-17286. Perrin CL, Shrinidhi A, Burke KD. PMID: 31590490.
      View in: PubMed   Mentions:    Fields:    
    2. Symmetry of Hydrogen Bonds in Two Enols in Solution. J Am Chem Soc. 2019 03 06; 141(9):4103-4107. Perrin CL, Wu Y. PMID: 30734554.
      View in: PubMed   Mentions: 1     Fields:    
    3. Polynomial coefficients. Application to spin-spin splitting by N equivalent nuclei of spin I > 1/2. Magn Reson Chem. 2018 09; 56(9):799-802. Perrin CL. PMID: 29676807.
      View in: PubMed   Mentions:    Fields:    
    4. Approach control. Stereoelectronic origin of geometric constraints on N-to-S and N-to-O acyl shifts in peptides. Chem Sci. 2018 Feb 21; 9(7):1789-1794. Devaraj NK, Perrin CL. PMID: 29675223.
      View in: PubMed   Mentions:
    5. pH-Free Measurement of Relative Acidities, Including Isotope Effects. Methods Enzymol. 2017; 596:331-368. Perrin CL. PMID: 28911776.
      View in: PubMed   Mentions:    Fields:    
    6. The Logic behind a Physical-Organic Chemist's Research Topics. J Org Chem. 2017 01 20; 82(2):819-838. Perrin CL. PMID: 28103693.
      View in: PubMed   Mentions: 1     Fields:    
    7. The Complete Mechanism of an Aldol Condensation. J Org Chem. 2016 07 01; 81(13):5631-5. Perrin CL, Chang KL. PMID: 27281298.
      View in: PubMed   Mentions: 2     Fields:    
    8. Protein-like proton exchange in a synthetic host cavity. Proc Natl Acad Sci U S A. 2015 Dec 15; 112(50):15303-7. Hart-Cooper WM, Sgarlata C, Perrin CL, Toste FD, Bergman RG, Raymond KN. PMID: 26621709.
      View in: PubMed   Mentions:    Fields:    Translation:Cells
    9. Can a secondary isotope effect be larger than a primary? J Phys Chem A. 2015 May 21; 119(20):5009-18. Perrin CL, Burke KD. PMID: 25879248.
      View in: PubMed   Mentions:    Fields:    
    10. Direct observation of ß-chloride elimination from an isolable ß-chloroalkyl complex of square-planar nickel. J Am Chem Soc. 2014 Nov 05; 136(44):15481-4. Carpenter AE, McNeece AJ, Barnett BR, Estrada AL, Mokhtarzadeh CC, Moore CE, Rheingold AL, Perrin CL, Figueroa JS. PMID: 25317481.
      View in: PubMed   Mentions: 3     Fields:    
    11. Selectivity and isotope effects in hydronation of a naked aryl anion. J Am Chem Soc. 2014 Oct 29; 136(43):15263-9. Perrin CL, Reyes-Rodríguez GJ. PMID: 25279775.
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    12. Variable-temperature study of hydrogen-bond symmetry in cyclohexene-1,2-dicarboxylate monoanion in chloroform-d. J Am Chem Soc. 2014 Mar 19; 136(11):4355-62. Perrin CL, Burke KD. PMID: 24527684.
      View in: PubMed   Mentions: 1     Fields:    
    13. Decomposition of malonic anhydrides. J Am Chem Soc. 2012 Jun 13; 134(23):9698-707. Perrin CL, Flach A, Manalo MN. PMID: 22625847.
      View in: PubMed   Mentions:    Fields:    
    14. Hydrogen-bond symmetry in difluoromaleate monoanion. J Am Chem Soc. 2012 May 09; 134(18):7766-72. Perrin CL, Karri P, Moore C, Rheingold AL. PMID: 22519701.
      View in: PubMed   Mentions: 1     Fields:    
    15. On the Intramolecular Hydrogen Bond in Solution: Car-Parrinello and Path Integral Molecular Dynamics Perspective. J Chem Theory Comput. 2011 Nov 08; 7(11):3505-13. Dopieralski P, Perrin CL, Latajka Z. PMID: 26598249.
      View in: PubMed   Mentions: 1     Fields:    
    16. No contribution of an inductive effect to secondary deuterium isotope effects on acidity. Angew Chem Int Ed Engl. 2011 Aug 08; 50(33):7674-6. Perrin CL, Flach A. PMID: 21710519.
      View in: PubMed   Mentions: 3     Fields:    
    17. Are short, low-barrier hydrogen bonds unusually strong? Acc Chem Res. 2010 Dec 21; 43(12):1550-7. Perrin CL. PMID: 20939528.
      View in: PubMed   Mentions: 18     Fields:    
    18. Position-specific secondary deuterium isotope effects on basicity of pyridine. J Am Chem Soc. 2010 Sep 01; 132(34):12145-9. Perrin CL, Karri P. PMID: 20701292.
      View in: PubMed   Mentions: 2     Fields:    
    19. Are there single-well hydrogen bonds in pyridine-dichloroacetic acid complexes? Chem Commun (Camb). 2010 Jan 21; 46(3):481-3. Perrin CL, Karri P. PMID: 20066332.
      View in: PubMed   Mentions:    Fields:    
    20. Asymmetry of the "strongest" OHO hydrogen bond, in the monoanion of (+/-)-alpha,alpha'-di-tert-butylsuccinate. J Am Chem Soc. 2009 Sep 23; 131(37):13548-54. Perrin CL, Lau JS, Kim YJ, Karri P, Moore C, Rheingold AL. PMID: 19691344.
      View in: PubMed   Mentions: 3     Fields:    
    21. Nonadditivity of secondary deuterium isotope effects on basicity of trimethylamine. J Am Chem Soc. 2008 Aug 20; 130(33):11143-8. Perrin CL, Dong Y. PMID: 18661997.
      View in: PubMed   Mentions: 1     Fields:    
    22. Intramolecular kinetic isotope effect in hydride transfer from dihydroacridine to a quinolinium ion. Rejection of a proposed two-step mechanism with a kinetically significant intermediate. Org Biomol Chem. 2008 Sep 21; 6(18):3349-53. Perrin CL, Zhao C. PMID: 18802641.
      View in: PubMed   Mentions:    Fields:    Translation:Cells
    23. Nucleophilic addition to a p-benzyne derived from an enediyne: a new mechanism for halide incorporation into biomolecules. J Am Chem Soc. 2007 Apr 18; 129(15):4795-9. Perrin CL, Rodgers BL, O'Connor JM. PMID: 17378569.
      View in: PubMed   Mentions: 12     Fields:    Translation:Cells
    24. Secondary deuterium isotope effects on the acidity of carboxylic acids and phenols. J Am Chem Soc. 2007 Apr 11; 129(14):4490-7. Perrin CL, Dong Y. PMID: 17358063.
      View in: PubMed   Mentions: 3     Fields:    Translation:Cells
    25. Hydrogen-bond symmetry in zwitterionic phthalate anions: symmetry breaking by solvation. J Am Chem Soc. 2006 Sep 13; 128(36):11820-4. Perrin CL, Lau JS. PMID: 16953621.
      View in: PubMed   Mentions: 3     Fields:    
    26. Stereochemistry of beta-deuterium isotope effects on amine basicity. J Am Chem Soc. 2005 Jul 06; 127(26):9641-7. Perrin CL, Ohta BK, Kuperman J, Liberman J, Erdélyi M. PMID: 15984892.
      View in: PubMed   Mentions: 3     Fields:    
    27. One-bond C-C coupling constants in ethers are not primarily determined by N-sigma delocalization. J Am Chem Soc. 2005 May 04; 127(17):6168-9. Perrin CL, Erdélyi M. PMID: 15853311.
      View in: PubMed   Mentions: 1     Fields:    Translation:Cells
    28. The origin of one-bond C-H coupling constants in OCH fragments: not primarily nO-->sigma CH delocalization. Angew Chem Int Ed Engl. 2005 Apr 15; 44(16):2360-4. Cuevas G, Martínez-Mayorga K, del Carmen Fernández-Alonso M, Jiménez-Barbero J, Perrin CL, Juaristi E, López-Mora N. PMID: 15761904.
      View in: PubMed   Mentions:    Fields:    
    29. Beta-deuterium isotope effects on amine basicity, "inductive" and stereochemical. J Am Chem Soc. 2003 Dec 10; 125(49):15008-9. Perrin CL, Ohta BK, Kuperman J. PMID: 14653734.
      View in: PubMed   Mentions: 1     Fields:    
    30. Anomeric effects versus steric hindrance to ionic solvation in protonated glucosylanilines and cyclohexylanilines. J Am Chem Soc. 2003 Jul 23; 125(29):8846-51. Perrin CL, Kuperman J. PMID: 12862481.
      View in: PubMed   Mentions: 2     Fields:    Translation:Cells
    31. Symmetry of O-H-O and N-H-N hydrogen bonds in 6-hydroxy-2-formylfulvene and 6-aminofulvene-2-aldimines. Bioorg Chem. 2002 Feb; 30(1):3-15. Perrin CL, Ohta BK. PMID: 11954999.
      View in: PubMed   Mentions: 2     Fields:    Translation:Cells
    32. Is there stereoelectronic control in formation and cleavage of tetrahedral intermediates? Acc Chem Res. 2002 Jan; 35(1):28-34. Perrin CL. PMID: 11790086.
      View in: PubMed   Mentions: 1     Fields:    
    33. Symmetry of N-H-N hydrogen bonds in 1,8-bis(dimethylamino)naphthalene.H+ and 2,7-dimethoxy-1,8-bis(dimethylamino)naphthalene.H+. J Am Chem Soc. 2001 Jul 11; 123(27):6520-6. Perrin CL, Ohta BK. PMID: 11439038.
      View in: PubMed   Mentions: 3     Fields:    Translation:Cells
    34. Stereoelectronic control in addition of nucleophiles to an amidinium ion. J Am Chem Soc. 2001 May 16; 123(19):4451-8. Perrin CL, Young DB. PMID: 11457230.
      View in: PubMed   Mentions: 2     Fields:    Translation:Cells
    35. Is there stereoelectronic control in hydrolysis of cyclic guanidinium ions? J Am Chem Soc. 2001 May 16; 123(19):4446-50. Perrin CL, Young DB. PMID: 11457229.
      View in: PubMed   Mentions: 1     Fields:    Translation:Cells
    36. Symmetry of metal chelates. Inorg Chem. 2000 Aug 21; 39(17):3902-10. Perrin CL, Kim YJ. PMID: 11196787.
      View in: PubMed   Mentions: 1     Fields:    
    37. Origin of Apparent Stereoelectronic Effects in Structure and Reactivity of Benzoquinone Monooximes. J Org Chem. 1997 Feb 07; 62(3):687-692. Perrin CL, Engler RE. PMID: 11671465.
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    38. "Strong" hydrogen bonds in chemistry and biology. Annu Rev Phys Chem. 1997; 48:511-44. Perrin CL, Nielson JB. PMID: 9348662.
      View in: PubMed   Mentions: 53     Fields:    Translation:Cells
    39. Multicomponent NMR titration for simultaneous measurement of relative pKaS. Anal Chem. 1996 Jul 01; 68(13):2127-34. Perrin CL, Fabian MA. PMID: 9027228.
      View in: PubMed   Mentions: 3     Fields:    
    40. Absence of stereoelectronic control in hydrolysis of cyclic amidines. J Am Chem Soc. 1986 Sep 01; 108(19):5997-6003. Perrin CL, Nunez O. PMID: 22175363.
      View in: PubMed   Mentions:    Fields:    
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