Design and synthesis of water-soluble bioconjugatable trans-AB-porphyrins

被引：30
|
作者：
Muresan, Ana Z. [1 ]
Lindsey, Jonathan S. [1 ]
机构：
[1] N Carolina State Univ, Dept Chem, Raleigh, NC 27695 USA
来源：
TETRAHEDRON | 2008年 / 64卷 / 50期
基金：
美国国家卫生研究院; 美国国家科学基金会;
关键词：
Porphyrin; Water; Hydrocarbon; Water-soluble; Facial encumbrance; Bioconjugation;
D O I：
10.1016/j.tet.2008.08.096
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Three free base porphyrins have been prepared that bear a polar and facially encumbering 2,4,6-tris(carboxymethoxy)phenyl Motif at One meso (5-) position. The only other substituent (15-position) comprises phenyl, formyl, or p-aminophenyl. The porphyrins exhibit solubility in water (or aqueous buffer Solutions) at pH >= 7 and concentrations >1 mM at room temperature. The concise syntheses, water solubility, and bioconjugatable handle make these porphyrin constructs Suitable for biological applications. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：11440 / 11448
页数：9
相关论文
共 50 条
  • [41] SYNTHESES OF WATER-SOLUBLE CATIONIC PORPHYRINS AND CHLORINS
    PANDEY, RK
    SHIAU, FY
    SMITH, NW
    DOUGHERTY, TJ
    SMITH, KM
    TETRAHEDRON, 1992, 48 (36) : 7591 - 7600
  • [42] MERCURY(II) REACTIONS WITH WATER-SOLUBLE PORPHYRINS
    ROBINSON, LR
    HAMBRIGHT, P
    INORGANIC CHEMISTRY, 1992, 31 (04) : 652 - 656
  • [43] Synthesis and study of water-soluble asymmetric cationic porphyrins as potential photoinactivators of pathogens
    Kiselev, A. N.
    Lebedev, M. A.
    Syrbu, S. A.
    Yurina, E. S.
    Gubarev, Yu. A.
    Lebedeva, N. Sh.
    Belyanina, N. A.
    Shirokova, I. Yu.
    Kovalishena, O. V.
    Koifman, O. I.
    RUSSIAN CHEMICAL BULLETIN, 2022, 71 (12) : 2691 - 2700
  • [44] Synthesis and photophysical evaluation of water-soluble pi-extended porphyrins.
    Ongayi, O
    Vicente, MGH
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U332 - U332
  • [45] SYNTHESIS AND PROPERTIES OF 3 SULFUR-CONTAINING PORPHYRINS, ONE WATER-SOLUBLE
    DATTAGUPTA, N
    MALAKAR, D
    JENKINS, C
    STRANGE, C
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1988, 61 (06) : 2274 - 2276
  • [46] Synthesis of water-soluble conducting polypyrrole with transition-metal tetrasulfonated porphyrins
    Nabid, Mohammad Reza
    Shamsianpour, Mitra
    Sedghi, Roya
    Osati, Samira
    Safari, Nasser
    JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2010, 14 (02) : 128 - 132
  • [47] PORPHYRINS AND THEIR DERIVATIVES .9. SYNTHESIS AND PROPERTIES OF ISOMERIC WATER-SOLUBLE QUINOLINYLPORPHYRINS
    VODZINSKII, SV
    ZHILINA, ZI
    PETRENKO, NF
    ANDRONATI, SA
    GRUSHEVAYA, ZV
    ZHURNAL ORGANICHESKOI KHIMII, 1989, 25 (07): : 1529 - 1533
  • [48] Synthesis of water-soluble ruthenium porphyrins as DNA cleavers and potential cytotoxic agents
    Markus Hartmann
    Anne Robert
    Victor Duarte
    Bernhard K. Keppler
    B. Meunier
    JBIC Journal of Biological Inorganic Chemistry, 1997, 2 : 427 - 432
  • [49] Methoxy-isoporphyrins of water-soluble porphyrins: synthesis, characterization and electrochemical properties
    Borah, Karishma Devi
    Bhuyan, Jagannath
    JOURNAL OF COORDINATION CHEMISTRY, 2019, 72 (13) : 2251 - 2260
  • [50] The synthesis of water-soluble asymmetric porphyrins, their metal complexes and their interaction with CT DNA
    Han, GY
    Yang, P
    ACTA CHIMICA SINICA, 2001, 59 (06) : 925 - 930
12345