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Volumn 1, Issue 9, 2006, Pages 1021-1028

Rational design of aziridine-containing cysteine protease inhibitors with improved potency: Studies on inhibition mechanism

Author keywords

Cysteine proteases; Inhibitors; Quantum chemical computations

Indexed keywords

AZIRIDINE DERIVATIVE; CYSTEINE PROTEINASE INHIBITOR; DIMETHYL SULFOXIDE; NITROGEN; PROTON; SOLVENT;

EID: 33749002536     PISSN: 18607179     EISSN: 18607187     Source Type: Journal    
DOI: 10.1002/cmdc.200600081     Document Type: Article
Times cited : (41)

References (38)
  • 17
    • 33749010685 scopus 로고    scopus 로고
    • note
    • Since the geometrical arrangements for entry 3 of Table 1 are very similar to those of entries 1 and 2, the arrangements of entry 3 are not shown.
  • 20
    • 33749007759 scopus 로고    scopus 로고
    • http://merops.sanger.ac.uk/.
  • 21
    • 33749013089 scopus 로고    scopus 로고
    • note
    • The instability in DMSO may be due to a DMSO-catalyzed hydrolysis starting with a nucleophilic attack of the DMSO oxygen atom at the formyl carbon and subsequent hydrolysis of the DMSO-aziridine adduct by water.
  • 23
    • 33749007479 scopus 로고    scopus 로고
    • note
    • To investigate a probable influence of DMSO, the assays were performed in the absence or presence of 20 μM DMSO. No differences were found in the NMR spectra.
  • 26
    • 33749017142 scopus 로고    scopus 로고
    • note
    • In buffer solution, the thiol is slowly oxidized to the corresponding disulfide. For more detailed information, see Supporting Information.
  • 27
    • 33748991256 scopus 로고    scopus 로고
    • note
    • 2 was found to be 2.2:1 as determined from the integrals of the signals for the protons at C2, at 5.20 and 5.00 ppm, and the signals for the formyl protons at 8.30 and 8.36 ppm, respectively. For more detailed information, see Supporting Information.
  • 36
    • 33749017141 scopus 로고    scopus 로고
    • note
    • [9,][10]


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.