메뉴 건너뛰기




Volumn 122, Issue 14, 2000, Pages 3458-3464

On the stability of amino acid zwitterions in the gas phase: The influence of derivatization, proton affinity, and alkali ion addition

Author keywords

[No Author keywords available]

Indexed keywords

ALKALI; AMINO ACID DERIVATIVE; AMPHOLYTE;

EID: 0034640056     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja992546v     Document Type: Article
Times cited : (269)

References (54)
  • 14
    • 33646283609 scopus 로고    scopus 로고
    • See, for example: (a) Reference 1
    • See, for example: (a) Reference 1.
  • 37
    • 33646278291 scopus 로고    scopus 로고
    • note
    • 60 = 0.340 kcal/mol (H). 0.370 (C, O, Nl, 0.364 (Na), 0.383 (Rb). 0.393 (Cs).
  • 39
    • 33646277002 scopus 로고    scopus 로고
    • Structures other than CS1, CS2, CS3, and ZW, that were considered in several theoretical studies on sodiated glycine (refs 24-26) and that turned out to be unfavorable high energy isomers are not located in our simulated annealing procedure, which is biased toward finding relevant low-energy isomers
    • Structures other than CS1, CS2, CS3, and ZW, that were considered in several theoretical studies on sodiated glycine (refs 24-26) and that turned out to be unfavorable high energy isomers are not located in our simulated annealing procedure, which is biased toward finding relevant low-energy isomers.
  • 44
    • 33646277347 scopus 로고    scopus 로고
    • In view of the rapid interconversion between CS2 and CS3 at temperatures above 0 K, the exact location of the potential minimum (CS2 or CS3 or CS2/CS3 double well) is irrelevant in the context of this study; frequency calculations for CS2 and CS3 have not been performed here
    • In view of the rapid interconversion between CS2 and CS3 at temperatures above 0 K, the exact location of the potential minimum (CS2 or CS3 or CS2/CS3 double well) is irrelevant in the context of this study; frequency calculations for CS2 and CS3 have not been performed here.
  • 45
    • 0003362070 scopus 로고    scopus 로고
    • Proton Affinity Evaluation
    • Standard Reference Database No. 69; Mallard, W. G., Linstrom, P. J.. Eds.; National Institute of Standards and Technology: Gaithersburg, MD, November
    • Hunter. E. P.; Lias, S. G. Proton Affinity Evaluation. In NIST Chemistry WebBook, NIST. Standard Reference Database No. 69; Mallard, W. G., Linstrom, P. J.. Eds.; National Institute of Standards and Technology: Gaithersburg, MD, November 1998 (http://webbook.nist.gov).
    • (1998) NIST Chemistry WebBook, NIST
    • Hunter, E.P.1    Lias, S.G.2
  • 46
    • 33646309160 scopus 로고    scopus 로고
    • This result is in disagreement with an older study (ref 24) on the modest MP2/6-31G*//HF/6-31G* level, where the zwitterion structure was calculated to be more stable lhan CS1
    • This result is in disagreement with an older study (ref 24) on the modest MP2/6-31G*//HF/6-31G* level, where the zwitterion structure was calculated to be more stable lhan CS1.
  • 47
    • 33646322589 scopus 로고    scopus 로고
    • PA is estimated for α-amino isobutync acid as PA(alanine) + PA(isopropylamine) -PA(ethylamine) and for N,N-dimethylglycine as PA(sarcosine) + PA(trimethylamine) - PA(dimethylarnine). See ref 28
    • PA is estimated for α-amino isobutync acid as PA(alanine) + PA(isopropylamine) -PA(ethylamine) and for N,N-dimethylglycine as PA(sarcosine) + PA(trimethylamine) - PA(dimethylarnine). See ref 28.
  • 51
    • 33646291926 scopus 로고    scopus 로고
    • The calculated glycine-metal ion binding energies are expected to he too large due to BSSE. However, for DFT methods BSSE are generally considerably smaller than for electron-correlation methods such as MP2 and may be less than 1 kcal/mol for sodiated systems (ret 35) and probably even smaller lor larger alkali ions (ref 36). In any case. BSSR are expected to be approximately the same for all of the CS1. CS3. and ZW structures for a given melal ion
    • The calculated glycine-metal ion binding energies are expected to he too large due to BSSE. However, for DFT methods BSSE are generally considerably smaller than for electron-correlation methods such as MP2 and may be less than 1 kcal/mol for sodiated systems (ret 35) and probably even smaller lor larger alkali ions (ref 36). In any case. BSSR are expected to be approximately the same for all of the CS1. CS3. and ZW structures for a given melal ion.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.