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Volumn 122, Issue 32, 2000, Pages 7654-7661

An unnatural amino acid that mimics a tripeptide β-strand and forms β-sheetlike hydrogen-bonded dimers

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID DERIVATIVE; BENZOIC ACID DERIVATIVE; DIMER; HYDRAZINE DERIVATIVE; OXALIC ACID DERIVATIVE;

EID: 0034674963     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja001142w     Document Type: Article
Times cited : (139)

References (61)
  • 40
    • 12044258245 scopus 로고
    • Interestingly, we obtained better coupling of Fmoc*-Hao using DCC and HOBt than using HATU or HATU and HOAt, which are often better peptide coupling agents. For descriptions of HATU and HOAt, see: Carpino, L. A. J. Am. Chem. Soc. 1993, 115, 4397-4398.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 4397-4398
    • Carpino, L.A.1
  • 41
    • 0343626652 scopus 로고    scopus 로고
    • note
    • Our experiences suggest that the coupling of Hao is slightly less efficient than that of ordinary amino acids. Double coupling was performed in each step in the synthesis to ensure complete reaction, although it was not clear that it was required.
  • 43
    • 0343191101 scopus 로고    scopus 로고
    • note
    • 2 → i-PrCO-Phe-Hao-NHR). This exceptional reactivity of Hao ester derivatives also allows their facile base-promoted hydrolysis and transesterification.
  • 50
    • 0342756397 scopus 로고    scopus 로고
    • note
    • tot was calculated from the volumes and concentrations of the solutions used in the titration.
  • 51
    • 0343626650 scopus 로고    scopus 로고
    • note
    • bound were calculated to be 4.83 and 5.26 ppm, respectively.
  • 52
    • 0342756395 scopus 로고    scopus 로고
    • note
    • Interestingly, peptide derivative 9 shows a strong propensity to form dimers in the electrospray mass spectrum, and the relative intensities of the dimer and monomer peaks correlate with the concentration of 9 introduced into the spectrometer.
  • 53
    • 0342756396 scopus 로고    scopus 로고
    • note
    • 3 solution.
  • 61
    • 0342321561 scopus 로고    scopus 로고
    • note
    • 2.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.