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* Residue conservation analysis
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Gene Ontology (GO) functional annotation
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Cellular component
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extracellular region
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1 term
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Biological process
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metabolic process
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3 terms
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Biochemical function
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catalytic activity
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7 terms
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DOI no:
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Bioorg Med Chem
10:1123-1128
(2002)
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PubMed id:
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Psammaplin A, a chitinase inhibitor isolated from the Fijian marine sponge Aplysinella rhax.
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J.N.Tabudravu,
V.G.Eijsink,
G.W.Gooday,
M.Jaspars,
D.Komander,
M.Legg,
B.Synstad,
D.M.van Aalten.
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ABSTRACT
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Several brominated tyrosine derived compounds, psammaplins A (1), K (2) and L
(3) as well as bisaprasin (4) were isolated from the Fijian marine sponge
Aplysinella rhax during a bioassay guided isolation protocol. Their structures
were determined using NMR and MS techniques. Psammaplin A was found to
moderately inhibit chitinase B from Serratia marcescens, the mode of inhibition
being non-competitive. Crystallographic studies suggest that a disordered
psammaplin A molecule is bound near the active site. Interestingly, psammaplin A
was found to be a potent antifungal agent.
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Literature references that cite this PDB file's key reference
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PubMed id
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Reference
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E.Berry,
J.L.Hardt,
J.Clardy,
J.R.Lurain,
and
J.J.Kim
(2009).
Induction of apoptosis in endometrial cancer cells by psammaplysene A involves FOXO1.
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Gynecol Oncol, 112,
331-336.
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E.Brunner,
H.Ehrlich,
P.Schupp,
R.Hedrich,
S.Hunoldt,
M.Kammer,
S.Machill,
S.Paasch,
V.V.Bazhenov,
D.V.Kurek,
T.Arnold,
S.Brockmann,
M.Ruhnow,
and
R.Born
(2009).
Chitin-based scaffolds are an integral part of the skeleton of the marine demosponge Ianthella basta.
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J Struct Biol, 168,
539-547.
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B.Bauvois,
and
D.Dauzonne
(2006).
Aminopeptidase-N/CD13 (EC 3.4.11.2) inhibitors: chemistry, biological evaluations, and therapeutic prospects.
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Med Res Rev, 26,
88.
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J.Saguez,
F.Dubois,
C.Vincent,
J.C.Laberche,
B.S.Sangwan-Norreel,
and
P.Giordanengo
(2006).
Differential aphicidal effects of chitinase inhibitors on the polyphagous homopteran Myzus persicae (Sulzer).
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Pest Manag Sci, 62,
1150-1154.
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N.Dahiya,
R.Tewari,
and
G.S.Hoondal
(2006).
Biotechnological aspects of chitinolytic enzymes: a review.
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Appl Microbiol Biotechnol, 71,
773-782.
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O.A.Andersen,
M.J.Dixon,
I.M.Eggleston,
and
D.M.van Aalten
(2005).
Natural product family 18 chitinase inhibitors.
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Nat Prod Rep, 22,
563-579.
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G.Vaaje-Kolstad,
A.Vasella,
M.G.Peter,
C.Netter,
D.R.Houston,
B.Westereng,
B.Synstad,
V.G.Eijsink,
and
D.M.van Aalten
(2004).
Interactions of a family 18 chitinase with the designed inhibitor HM508 and its degradation product, chitobiono-delta-lactone.
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J Biol Chem, 279,
3612-3619.
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PDB codes:
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Y.Jiang,
E.Y.Ahn,
S.H.Ryu,
D.K.Kim,
J.S.Park,
H.J.Yoon,
S.You,
B.J.Lee,
D.S.Lee,
and
J.H.Jung
(2004).
Cytotoxicity of psammaplin A from a two-sponge association may correlate with the inhibition of DNA replication.
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BMC Cancer, 4,
70.
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D.R.Houston,
K.Shiomi,
N.Arai,
S.Omura,
M.G.Peter,
A.Turberg,
B.Synstad,
V.G.Eijsink,
and
D.M.van Aalten
(2002).
High-resolution structures of a chitinase complexed with natural product cyclopentapeptide inhibitors: mimicry of carbohydrate substrate.
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Proc Natl Acad Sci U S A, 99,
9127-9132.
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PDB codes:
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The most recent references are shown first.
Citation data come partly from CiteXplore and partly
from an automated harvesting procedure. Note that this is likely to be
only a partial list as not all journals are covered by
either method. However, we are continually building up the citation data
so more and more references will be included with time.
Where a reference describes a PDB structure, the PDB
codes are
shown on the right.
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Links
