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Volumn 121, Issue 48, 1999, Pages 11189-11196

Theoretical study of peptides formed by aminoxy acids

Author keywords

[No Author keywords available]

Indexed keywords

PEPTIDE DERIVATIVE;

EID: 0033537027     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9918019     Document Type: Article
Times cited : (71)

References (71)
  • 27
    • 0032539221 scopus 로고    scopus 로고
    • Recently, helical structure with as small as eight residues has been observed in the gas phase; see: Hudgins, R. R.; Ratner, M. A.; Jarrold, M. F. J. Am. Chem. Soc. 1998, 120, 12974.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 12974
    • Hudgins, R.R.1    Ratner, M.A.2    Jarrold, M.F.3
  • 43
    • 33646963269 scopus 로고
    • For early theoretical calculation on the favored conformations of N-oxyamides, see: (a) Fitzpatrick, N. J.; Mageswaran, R. Polyhedron 1989, 8, 2253.
    • (1989) Polyhedron , vol.8 , pp. 2253
    • Fitzpatrick, N.J.1    Mageswaran, R.2
  • 55
    • 84962348591 scopus 로고    scopus 로고
    • We thank one of the referees for pointing out the existence of a syn transition structure
    • We thank one of the referees for pointing out the existence of a syn transition structure.
  • 56
    • 84962348595 scopus 로고    scopus 로고
    • Another anti transition structure was also located. It has the nitrogen lone pair nearly antiperiplanar to the O4-C5 bond, and is less stable than le and Id by about 2-3 kcal/mol
    • Another anti transition structure was also located. It has the nitrogen lone pair nearly antiperiplanar to the O4-C5 bond, and is less stable than le and Id by about 2-3 kcal/mol.
  • 61
    • 84986492477 scopus 로고
    • Atomic charges were calculated with the Merz-Singh-Kollman potential energy fitting scheme: (a) Besler, B. H.; Merz, K. M.; Kollman, P. A. J. Comput. Chem. 1990, 11, 431.
    • (1990) J. Comput. Chem. , vol.11 , pp. 431
    • Besler, B.H.1    Merz, K.M.2    Kollman, P.A.3
  • 66
    • 84962363203 scopus 로고    scopus 로고
    • Our calculations also suggest that a β-methyl substituent of a β-dipeptide model considerably increases the hydrogen bond strength in the C6 structure (ref 14). This is in agreement with recent experimental observation by Gung et al. (see ref 31a)
    • Our calculations also suggest that a β-methyl substituent of a β-dipeptide model considerably increases the hydrogen bond strength in the C6 structure (ref 14). This is in agreement with recent experimental observation by Gung et al. (see ref 31a).
  • 67
    • 84962459066 scopus 로고    scopus 로고
    • The density functional calculations were also carried out for other selected structures. Because the geometries and relative energies are very similar to those calculated by the HF2/6-31G** method, these results are not reported in detail here
    • The density functional calculations were also carried out for other selected structures. Because the geometries and relative energies are very similar to those calculated by the HF2/6-31G** method, these results are not reported in detail here.
  • 68
    • 0001686474 scopus 로고
    • A similar γ-turn structure has been reported by Dupond et al., which involves an eight-membered-ring hydrogen bonding between an amide carbonyl group and the hydroxyl group of N-hydroxy amide: Dupont, V.; Lecoq, A.; Mangeot, J.-P.; Aubry, A.; Boussard, G.; Marraud, M. J. J. Am. Chem. Soc. 1993, 115, 8898.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 8898
    • Dupont, V.1    Lecoq, A.2    Mangeot, J.-P.3    Aubry, A.4    Boussard, G.5    Marraud, M.J.6
  • 71
    • 84962407947 scopus 로고    scopus 로고
    • 3 solution
    • 3 solution.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.