SMTP-4D,-5D,-6D,-7D and-8D, a new series of the non-lysine-analog plasminogen modulators with a D-amino acid moiety

被引:22
作者
Hu, WM [1 ]
Kitano, Y [1 ]
Hasumi, K [1 ]
机构
[1] Tokyo Noko Univ, Dept Appl Biol Sci, Fuchu, Tokyo 1838509, Japan
关键词
D O I
10.7164/antibiotics.56.832
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
Staplabin and SMTPs, triprenyl phenol metabolites of the fungus Stachybotrys microspora, are a family of non-lysine-analog plasminogen modulators that enhance both activation and fibrin binding of plasminogen by modulating plasminogen conformation. These compounds, including SMTP-4, -5, -6, -7 and -8, have an amino acid or an amino alcohol moiety in their structure, and precursor amine feeding greatly increases the biosynthesis of a metabolite of interest. In the present study, we have isolated five novel SMTPs (designated SMTP-4D, -5D, -6D, -7D and -8D) from precursor D-amino acid-fed cultures. Physico-chemical properties as well as chromatographic behavior were distinct from those of the corresponding L-amino acid analogs, which are selectively accumulated in L-amino acid-fed cultures and share common. properties with corresponding natural products. The D-series SMTPs enhanced urokinase-catalyzed plasminogen activation by 10-fold at 80similar to180 mum.
引用
收藏
页码:832 / 837
页数:6
相关论文
共 19 条
[1]   Lysine-50 is a likely site for anchoring the plasminogen N-terminal peptide to lysine-binding kringles [J].
An, SSA ;
Carreño, C ;
Marti, DN ;
Schaller, J ;
Albericio, F ;
Llinas, M .
PROTEIN SCIENCE, 1998, 7 (09) :1960-1969
[2]  
Boyle MDP, 1997, THROMB HAEMOSTASIS, V77, P1
[3]   ROLE OF THE PLASMINOGEN PLASMIN SYSTEM IN THROMBOSIS, HEMOSTASIS, RESTENOSIS AND ATHEROSCLEROSIS - EVALUATION IN TRANSGENIC ANIMALS [J].
CARMELIET, P ;
COLLEN, D .
TRENDS IN CARDIOVASCULAR MEDICINE, 1995, 5 (04) :117-122
[5]   Children and citizenship in Britain - A case for a socially interdependent model of citizenship [J].
Cockburn, T .
CHILDHOOD-A GLOBAL JOURNAL OF CHILD RESEARCH, 1998, 5 (01) :99-117
[6]   PLASMINOGEN - PURIFICATION FROM HUMAN PLASMA BY AFFINITY CHROMATOGRAPHY [J].
DEUTSCH, DG ;
MERTZ, ET .
SCIENCE, 1970, 170 (3962) :1095-+
[7]   MOLECULAR-CLONING AND CHARACTERIZATION OF A FULL-LENGTH CDNA CLONE FOR HUMAN-PLASMINOGEN [J].
FORSGREN, M ;
RADEN, B ;
ISRAELSSON, M ;
LARSSON, K ;
HEDEN, LO .
FEBS LETTERS, 1987, 213 (02) :254-260
[8]   ENDOTHELIAL CELL-MEDIATED CONVERSION OF GLU-PLASMINOGEN TO LYS-PLASMINOGEN - FURTHER EVIDENCE FOR ASSEMBLY OF THE FIBRINOLYTIC SYSTEM ON THE ENDOTHELIAL-CELL SURFACE [J].
HAJJAR, KA ;
NACHMAN, RL .
JOURNAL OF CLINICAL INVESTIGATION, 1988, 82 (05) :1769-1778
[9]   Isolation of SMTP-3, 4, 5 and -6, novel analogs of staplabin, and their effects on plasminogen activation and fibrinolysis [J].
Hasumi, K ;
Ohyama, S ;
Kohyama, T ;
Ohsaki, Y ;
Takayasu, R ;
Endo, A .
JOURNAL OF ANTIBIOTICS, 1998, 51 (12) :1059-1068
[10]   Selective production of staplabin and SMTPs in cultures of Stachybotrys microspora fed with precursor amines [J].
Hu, WM ;
Narasaki, R ;
Ohyama, S ;
Hasumi, K .
JOURNAL OF ANTIBIOTICS, 2001, 54 (11) :962-966