Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 3.1.13.4 extracted from

  • Jadhav, G.; Kaur, I.; Maryati, M.; Airhihen, B.; Fischer, P.; Winkler, G.
    Discovery, synthesis and biochemical profiling of purine-2,6-dione derivatives as inhibitors of the human poly(A)-selective ribonuclease Caf1 (2015), Bioorg. Med. Chem. Lett., 25, 4219-4224 .
    View publication on PubMedView publication on EuropePMC
Search for more literature for 3.1.13.4

Inhibitors

Inhibitors Comment Organism Structure
1-hydroxy-3-(3-methylbutyl)-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
1-hydroxy-3-methyl-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
1-hydroxy-3-nonyl-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
1-hydroxy-3-pentyl-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
1-hydroxy-3-[(morpholin-4-yl)methyl]-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
1-hydroxy-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
1-hydroxy-7-(2-phenylethyl)-3-(3-phenylpropyl)-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
1-hydroxy-7-(phenoxymethyl)-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
1-hydroxy-7-(pyridin-2-yl)-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
1-hydroxy-7-(pyridin-3-yl)-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
1-hydroxy-7-(pyridin-4-yl)-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
1-hydroxy-7-phenyl-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
1-hydroxy-7-[(pyridin-2-yl)methyl]-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
1-hydroxy-7-[(thiophen-2-yl)methyl]-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
3-benzyl-1-hydroxy-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
3-decyl-1-hydroxy-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
3-dodecyl-1-hydroxy-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
3-ethyl-1-hydroxy-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
3-hydroxy-6,7,8,9-tetrahydropyrido[2,1-f]purine-2,4(1H,3H)-dione
-
 Homo sapiens
3-[2-(dimethylamino)ethyl]-1-hydroxy-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
6-hydroxy-1-(2-phenylethyl)-1,4-dihydro-5H-imidazo[4,5-b]pyridin-5-one
-
 Homo sapiens
7-(2-butoxyethyl)-1-hydroxy-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
7-benzyl-1-hydroxy-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
7-benzyl-1-[(prop-2-en-1-yl)oxy]-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
7-benzyl-3,7-dihydro-1H-purine-2,6-dione
-
 Homo sapiens
additional information discovery, synthesis and biochemical profiling of purine-2,6-dione derivatives as inhibitors of the human poly(A)-selective ribonuclease Caf1. Possible interaction modes of 3-hydroxy-pyrimidine-2,4-dione compounds with two divalent metal ions in the active site of Caf1, overview Homo sapiens
NSC-104148
-
 Homo sapiens
NSC-116567
-
 Homo sapiens
NSC-193557
-
 Homo sapiens
NSC-85703
-
 Homo sapiens
NSC-86353 substitution of the benzyl moiety with a methyl group at the N7 position (NSC-85703) reduces the inhibitory activity over 10fold Homo sapiens

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ two Mg2+ ions present in the active sites of the ribonucleases of multi-subunit Ccr4-Not deadenylase and are required for RNA cleavage Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
additional information Homo sapiens shortening of the poly(A) tail is performed by the multi-subunit Ccr4-Not deadenylase, which contains the Caf1 (Pop2) and Ccr4 catalytic components, and poly(A)-specific ribonuclease (PARN) ?
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens O95453
-
-
Homo sapiens Q9UIV1
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information shortening of the poly(A) tail is performed by the multi-subunit Ccr4-Not deadenylase, which contains the Caf1 (Pop2) and Ccr4 catalytic components, and poly(A)-specific ribonuclease (PARN) Homo sapiens ?
-
 ?

Synonyms

Synonyms Comment Organism
BTG1-binding factor 1 UniProt Homo sapiens
Caf1
-
 Homo sapiens
CCR4-associated factor 1 UniProt Homo sapiens
CCR4-NOT transcription complex subunit 7 UniProt Homo sapiens
PARN
-
 Homo sapiens
poly(A)-selective ribonuclease
-
 Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00059
-
 pH and temperature not specified in the publication Homo sapiens 3-[2-(dimethylamino)ethyl]-1-hydroxy-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
0.0015
-
 pH and temperature not specified in the publication Homo sapiens 7-benzyl-1-hydroxy-3,7-dihydro-1H-purine-2,6-dione
0.0017
-
 pH and temperature not specified in the publication Homo sapiens 1-hydroxy-3-(3-methylbutyl)-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
0.0021
-
 pH and temperature not specified in the publication Homo sapiens 1-hydroxy-7-(2-phenylethyl)-3-(3-phenylpropyl)-3,7-dihydro-1H-purine-2,6-dione
0.0036
-
 pH and temperature not specified in the publication Homo sapiens 1-hydroxy-7-[(thiophen-2-yl)methyl]-3,7-dihydro-1H-purine-2,6-dione
0.004
-
 pH and temperature not specified in the publication Homo sapiens 1-hydroxy-7-[(pyridin-2-yl)methyl]-3,7-dihydro-1H-purine-2,6-dione
0.0048
-
 pH and temperature not specified in the publication Homo sapiens 1-hydroxy-3-pentyl-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
0.0066
-
 pH and temperature not specified in the publication Homo sapiens 1-hydroxy-7-(pyridin-3-yl)-3,7-dihydro-1H-purine-2,6-dione
0.0087
-
 pH and temperature not specified in the publication Homo sapiens 1-hydroxy-3-[(morpholin-4-yl)methyl]-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
0.0093
-
 pH and temperature not specified in the publication Homo sapiens 1-hydroxy-3-methyl-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
0.0099
-
 pH and temperature not specified in the publication Homo sapiens 1-hydroxy-3-nonyl-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
0.0104
-
 pH and temperature not specified in the publication Homo sapiens 1-hydroxy-7-phenyl-3,7-dihydro-1H-purine-2,6-dione
0.0106
-
 pH and temperature not specified in the publication Homo sapiens 1-hydroxy-7-(phenoxymethyl)-3,7-dihydro-1H-purine-2,6-dione
0.0106
-
 pH and temperature not specified in the publication Homo sapiens 1-hydroxy-7-(pyridin-2-yl)-3,7-dihydro-1H-purine-2,6-dione
0.0122
-
 pH and temperature not specified in the publication Homo sapiens 3-ethyl-1-hydroxy-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
0.0133
-
 pH and temperature not specified in the publication Homo sapiens 1-hydroxy-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
0.0145
-
 pH and temperature not specified in the publication Homo sapiens 3-benzyl-1-hydroxy-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
0.0151
-
 pH and temperature not specified in the publication Homo sapiens 6-hydroxy-1-(2-phenylethyl)-1,4-dihydro-5H-imidazo[4,5-b]pyridin-5-one
0.0206
-
 pH and temperature not specified in the publication Homo sapiens 7-(2-butoxyethyl)-1-hydroxy-3,7-dihydro-1H-purine-2,6-dione
0.0207
-
 pH and temperature not specified in the publication Homo sapiens 3-decyl-1-hydroxy-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
0.0228
-
 pH and temperature not specified in the publication Homo sapiens NSC-86353
0.0233
-
 pH and temperature not specified in the publication Homo sapiens 1-hydroxy-7-(pyridin-4-yl)-3,7-dihydro-1H-purine-2,6-dione
0.0239
-
 pH and temperature not specified in the publication Homo sapiens 3-[2-(dimethylamino)ethyl]-1-hydroxy-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
0.0282
-
 pH and temperature not specified in the publication Homo sapiens 3-hydroxy-6,7,8,9-tetrahydropyrido[2,1-f]purine-2,4(1H,3H)-dione
0.0287
-
 pH and temperature not specified in the publication Homo sapiens NSC-116567
0.0295
-
 pH and temperature not specified in the publication Homo sapiens 3-dodecyl-1-hydroxy-7-(2-phenylethyl)-3,7-dihydro-1H-purine-2,6-dione
0.0386
-
 pH and temperature not specified in the publication Homo sapiens NSC-104148
0.0841
-
 pH and temperature not specified in the publication Homo sapiens 1-hydroxy-7-phenyl-3,7-dihydro-1H-purine-2,6-dione
0.119
-
 pH and temperature not specified in the publication Homo sapiens 1-hydroxy-7-(pyridin-2-yl)-3,7-dihydro-1H-purine-2,6-dione
0.125
-
 pH and temperature not specified in the publication Homo sapiens 1-hydroxy-7-(pyridin-3-yl)-3,7-dihydro-1H-purine-2,6-dione
0.245
-
 pH and temperature not specified in the publication Homo sapiens 1-hydroxy-7-(pyridin-4-yl)-3,7-dihydro-1H-purine-2,6-dione
0.251
-
 pH and temperature not specified in the publication Homo sapiens NSC-85703
0.525
-
 pH and temperature not specified in the publication Homo sapiens NSC-193557
1
-
 above, pH and temperature not specified in the publication Homo sapiens 7-benzyl-1-[(prop-2-en-1-yl)oxy]-3,7-dihydro-1H-purine-2,6-dione
1
-
 above, pH and temperature not specified in the publication Homo sapiens 7-benzyl-3,7-dihydro-1H-purine-2,6-dione

General Information

General Information Comment Organism
physiological function in eukaryotic cells, cytoplasmic mRNA is characterized by the presence of a 3' poly(A) tail. The median length of the tail varies from 27 to 28 nucleotides in yeast to 60-100 nucleotides in mammalian cells.The tail is important for the control of gene expression, enzymatic shortening of the poly(A) tail (deadenylation) can initiate mRNA degradation and repress translation. An important enzyme involved in cytoplasmic deadenylation is the multi-component Ccr4-Not complex. In addition to six noncatalytic subunits, the complex contains two subunits with ribonuclease activity: both Caf1 and Ccr4 display Mg2+-dependent 3'-'-5' exoribonuclease activity with a preference for poly(A). While the enzymatic activity of Caf1 is associated with an RNAse D/DEDD (Asp-Glu-Asp-Asp) domain, the enzymatic activity of Ccr4 is provided by an EEP (endonuclease-exonuclease-phosphatase) domain Homo sapiens