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Volumn 7, Issue 7, 1997, Pages 823-826

Libraries of angiotensin converting enzyme inhibitors: Solid-phase synthesis and affinity selection

Author keywords

[No Author keywords available]

Indexed keywords

DIPEPTIDYL CARBOXYPEPTIDASE; DIPEPTIDYL CARBOXYPEPTIDASE INHIBITOR; ENALAPRIL; ENALAPRILAT;

EID: 0030975349     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(97)00112-1     Document Type: Article
Times cited : (14)

References (38)
  • 1
    • 7044263277 scopus 로고    scopus 로고
    • For recent reviews on small molecule libraries, see: (a) Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 96, 555.
    • (1996) Chem. Rev. , vol.96 , pp. 555
    • Thompson, L.A.1    Ellman, J.A.2
  • 8
    • 0001791958 scopus 로고
    • Grant, G. A., Ed.; W. H. Freeman: New York
    • For a recent review on solid-phase peptide synthesis, see: Fields, G. B.; Tian, Z.; Barany, G. In Synthetic Peptides, A Users Guide; Grant, G. A., Ed.; W. H. Freeman: New York, 1992; pp 77-183.
    • (1992) Synthetic Peptides, A Users Guide , pp. 77-183
    • Fields, G.B.1    Tian, Z.2    Barany, G.3
  • 17
    • 0015522445 scopus 로고
    • tBu, tert.-butyl; DIPCDI, N,N'-diisopropylcarbodiimide; DHPP, 4-(1′,1′-dimethyl-1′-hydroxy-propyl)phenoxyacetyl; DIEA, N,N-diisopropylethylamine; DMF, N,N-dimethylformamide; DMSO, dimethylsulfoxide; ESI, electrospray ionization; Fmoc, 9-fluorenylmethyloxycarbonyl; HATU, N-[(dimethylamino)-1H-1,2,3-triazolo[4,5-b]pyridin-1-ylmethylene]-N- methylmethan-aminium hexa-fluorophosphate N-oxide; HEPES, N-(2-hydoxyethyl)piperazine-N-2-ethanesulfonic acid; HOAt, 1-hydroxy-7-azabenzotriazole; HPLC, high performance liquid chromatography; PAC, p-alkoxybenzyl alcohol handle; PAL, 5-(4-(9-fluorenylmethyloxycarbonyl)aminomethyl-3,5-dimethoxy-phenoxy)valeric acid handle; PEG-PS, polyethylene glycol-polystyrene graft supports; TFA, trifluoroacetic acid; TFFH, tetramethylfluoroformamidinium hexafluorophosphate. Amino acid symbols denote the L-configuration unless indicated otherwise
    • tBu, tert.-butyl; DIPCDI, N,N'-diisopropylcarbodiimide; DHPP, 4-(1′,1′-dimethyl-1′-hydroxy-propyl)phenoxyacetyl; DIEA, N,N-diisopropylethylamine; DMF, N,N-dimethylformamide; DMSO, dimethylsulfoxide; ESI, electrospray ionization; Fmoc, 9-fluorenylmethyloxycarbonyl; HATU, N-[(dimethylamino)-1H-1,2,3-triazolo[4,5-b]pyridin-1-ylmethylene]-N- methylmethan-aminium hexa-fluorophosphate N-oxide; HEPES, N-(2-hydoxyethyl)piperazine-N-(2-ethanesulfonic acid; HOAt, 1-hydroxy-7-azabenzotriazole; HPLC, high performance liquid chromatography; PAC, p-alkoxybenzyl alcohol handle; PAL, 5-(4-(9-fluorenylmethyloxycarbonyl)aminomethyl-3,5-dimethoxy-phenoxy)valeric acid handle; PEG-PS, polyethylene glycol-polystyrene graft supports; TFA, trifluoroacetic acid; TFFH, tetramethylfluoroformamidinium hexafluorophosphate. Amino acid symbols denote the L-configuration unless indicated otherwise.
    • (1972) J. Biol. Chem. , vol.247 , pp. 977-983
  • 26
    • 0343523901 scopus 로고    scopus 로고
    • Loading was 0.5 mmol/g as determined by estimation of piperidine-dibenzfulvene adduct using ultraviolet spectroscopy
    • Loading was 0.5 mmol/g as determined by estimation of piperidine-dibenzfulvene adduct using ultraviolet spectroscopy.
  • 29
    • 0343959681 scopus 로고    scopus 로고
    • note
    • 2O (1:1) containing 0.1% HOAc and introduced by direct infusion at 2 μL/min with a syringe pump (Harvard Apparatus, Natick, MA).
  • 35
    • 0343959679 scopus 로고    scopus 로고
    • note
    • 2O (1:1) and analyzed by ESI mass spectrometry. The alkylation reaction introduces a new stereocenter into the molecule and thus each of the nineteen products will be a mixture of two diastereoisomers. Peak intensities are a consequence of relative molar response of the components and do not necessarily reflect concentrations. Arg, Pro, and His containing peptides, which give weak signals in the ESI spectrum, gave intense signals in a matrix assisted laser desorption/time-of-flight mass spectrum of this mixture.
  • 37
    • 0343087932 scopus 로고    scopus 로고
    • note
    • 2O/0.1% TFA from 0:1 to 1:0, flow rate 1.0 mL/min) dissociated the noncovalently bound ligands from the enzyme and the eluted fractions were analyzed by a ESI-MS.
  • 38
    • 0342653719 scopus 로고    scopus 로고
    • note
    • 340nm due to hydrolysis of the FAPGG substrate in the presence and absence of the dipeptides.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.