메뉴 건너뛰기




Volumn 5, Issue 10, 1999, Pages 2877-2884

Phosphinic peptide matrix metalloproteinase-9 inhibitors by solid-phase synthesis using a building block approach

Author keywords

Enzyme inhibitors; Matrix metalloproteinases; Peptide isosters; Solid phase synthesis

Indexed keywords

GELATINASE INHIBITOR; MATRIX METALLOPROTEINASE INHIBITOR; PHOSPHINIC ACID DERIVATIVE;

EID: 0032868884     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3765(19991001)5:10<2877::AID-CHEM2877>3.0.CO;2-Z     Document Type: Article
Times cited : (48)

References (83)
  • 1
    • 85034537050 scopus 로고    scopus 로고
    • note
    • 2-.
  • 2
    • 0000736684 scopus 로고    scopus 로고
    • Matrix metalloproteinases
    • (Ed.: N. M. Hooper), Taylor and Francis, London
    • H. Nagase, "Matrix Metalloproteinases" in Zinc Metalloproteases in Health and Disease (Ed.: N. M. Hooper), Taylor and Francis, London, 1996, pp. 153-204.
    • (1996) Zinc Metalloproteases in Health and Disease , pp. 153-204
    • Nagase, H.1
  • 5
    • 0002801861 scopus 로고
    • Mechanism of mineral solubilization and matrix degradation in osteoclastic bone resorption
    • (Eds.: B. R. Rifkin, C. V. Gay), CRC Press
    • J.-M. Delaissé, G. Vaes, Mechanism of Mineral Solubilization and Matrix Degradation in Osteoclastic Bone Resorption, in Biology and Physiology of the Osteoclasts (Eds.: B. R. Rifkin, C. V. Gay), CRC Press, 1992, pp. 289-314.
    • (1992) Biology and Physiology of the Osteoclasts , pp. 289-314
    • Delaissé, J.-M.1    Vaes, G.2
  • 14
    • 85034533585 scopus 로고    scopus 로고
    • note
    • Also referred to membrane-type 1 MMP (MT1-MMP)
  • 19
    • 85034563962 scopus 로고    scopus 로고
    • note
    • Bachem catalogue 1999, D11, product No. M-1895; Mca: (7-methoxycoumarin-4-yl)acetyl, Dpa: N-3-(2,4-dinitrophenyl)-L-2,3-diaminopropionyl.
  • 20
    • 85034547558 scopus 로고    scopus 로고
    • note
    • -indicates the preferred cleavage site for MMPs throughout the article.
  • 43
    • 33748242869 scopus 로고
    • A. Peyman, K.-H. Budt, J. Spanig, D. Ruppert, Angew. Chem. 1993, 105, 1852-1854; Angew. Chem. Int. Ed. Engl. 1993, 32, 1720-1722.
    • (1993) Angew. Chem. Int. Ed. Engl. , vol.32 , pp. 1720-1722
  • 55
  • 56
    • 33745134373 scopus 로고    scopus 로고
    • J. S. Früchtel, G. Jung, Angew. Chem. 1996, 108, 19-46; Angew. Chem. Int. Ed. Engl. 1996, 35, 17-42.
    • (1996) Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 17-42
  • 57
    • 85034529467 scopus 로고    scopus 로고
    • note
    • 2): 3-nitrotyrosine.
  • 80
    • 85034538841 scopus 로고    scopus 로고
    • note
    • The synthesis of 2a involves the use of the pentavalent hypophosphorus acid derivative, ethyl (diethoxymethyl)phosphinate. Anhydrous hypophosphorus acid is reported to be required for the preparation of this compound, but we observed that explosive substances were formed in this reaction when hypophosphorus acid containing less than 5% water was used (rigorously dried by coevaporation several times with 1,4-dioxane below RT). Instead, 95% aqueous hypophosphorus acid obtained by simple rotary evaporation of the commercial 50% acid at high vacuum was found to be sufficient for this purpose.
  • 81
    • 85034542721 scopus 로고    scopus 로고
    • note
    • f values given here are mean values for the two spots.
  • 83
    • 85034549918 scopus 로고    scopus 로고
    • note
    • The BHK cell line was purchased from University Technologies International Inc., Calgary University, Calgary, Canada.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.