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Article ; Online: Marine-derived metabolites of S-adenosylmethionine as templates for new anti-infectives.

Sufrin, Janice R / Finckbeiner, Steven / Oliver, Colin M

2009 Volume 7, Issue 3, Page(s) 401–434

Abstract: S-Adenosylmethionine (AdoMet) is a key biochemical co-factor whose proximate metabolites include methylated macromolecules (e.g., nucleic acids, proteins, phospholipids), methylated small molecules (e.g., sterols, biogenic amines), polyamines (e.g., ... ...

Abstract	S-Adenosylmethionine (AdoMet) is a key biochemical co-factor whose proximate metabolites include methylated macromolecules (e.g., nucleic acids, proteins, phospholipids), methylated small molecules (e.g., sterols, biogenic amines), polyamines (e.g., spermidine, spermine), ethylene, and N-acyl-homoserine lactones. Marine organisms produce numerous AdoMet metabolites whose novel structures can be regarded as lead compounds for anti-infective drug design.
MeSH term(s)	Animals ; Anti-Infective Agents/chemistry ; Anti-Infective Agents/pharmacology ; Bacteria/metabolism ; Biological Products/chemistry ; Biological Products/pharmacology ; Drug Design ; Marine Biology ; Quorum Sensing ; S-Adenosylmethionine/metabolism ; Structure-Activity Relationship
Chemical Substances	Anti-Infective Agents ; Biological Products ; S-Adenosylmethionine (7LP2MPO46S)
Language	English
Publishing date	2009-08-26
Publishing country	Switzerland
Document type	Journal Article ; Review
ZDB-ID	2175190-0
ISSN	1660-3397 ; 1660-3397
ISSN (online)	1660-3397
ISSN	1660-3397
DOI	10.3390/md7030401
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Article ; Online: Marine-Derived Metabolites of S-Adenosylmethionine as Templates for New Anti-Infectives

Janice R. Sufrin / Steven Finckbeiner / Colin M. Oliver

Marine Drugs, Vol 7, Iss 3, Pp 401-

2009 Volume 434

Abstract	S-Adenosylmethionine (AdoMet) is a key biochemical co-factor whose proximate metabolites include methylated macromolecules (e.g., nucleic acids, proteins, phospholipids), methylated small molecules (e.g., sterols, biogenic amines), polyamines (e.g., spermidine, spermine), ethylene, and N-acyl-homoserine lactones. Marine organisms produce numerous AdoMet metabolites whose novel structures can be regarded as lead compounds for anti-infective drug design.
Keywords	adenosylmethionine ; ethylene ; polyamines ; radical SAM ; quorum sensing ; Biology (General) ; QH301-705.5
Language	English
Publishing date	2009-08-01T00:00:00Z
Publisher	MDPI AG
Document type	Article ; Online
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Article ; Online: Microwave synthesis and evaluation of phenacylhomoserine lactones as anticancer compounds that minimally activate quorum sensing pathways in Pseudomonas aeruginosa.

Oliver, Colin M / Schaefer, Amy L / Greenberg, E Peter / Sufrin, Janice R

Journal of medicinal chemistry

2009 Volume 52, Issue 6, Page(s) 1569–1575

Abstract: The bacterial quorum sensing (QS) signal molecule 3-oxo-dodecanoyl-L-homoserine lactone (OdDHL) is produced by the opportunistic pathogen Pseudomonas aeruginosa and controls expression of virulence factors associated with life threatening infections in ... ...

Abstract	The bacterial quorum sensing (QS) signal molecule 3-oxo-dodecanoyl-L-homoserine lactone (OdDHL) is produced by the opportunistic pathogen Pseudomonas aeruginosa and controls expression of virulence factors associated with life threatening infections in immune compromised individuals. OdDHL has also demonstrated anticancer activity, yet its ability to enhance pathogenicity of P. aeruginosa compromises further consideration as a potential anticancer agent. In search of acylhomoserine lactones that selectively inhibit cancer cell growth, a library of phenacylhomoserine lactone analogues has been prepared by microwave synthesis and evaluated for cancer growth inhibition and quorum sensing activation. Comparative SAR analysis demonstrates that both anticancer and QS signaling systems require long acyl side chains with a 3-oxo substitution for maximum activity. Compound 12b, 3-oxo-12-phenyldodecanoyl-L-homoserine lactone, was identified as a lead compound with strong cancer growth inhibitory activity that minimizes activation of QS signaling pathways in a P. aeruginosa reporter assay.
MeSH term(s)	4-Butyrolactone/analogs & derivatives ; 4-Butyrolactone/chemical synthesis ; 4-Butyrolactone/pharmacology ; Antineoplastic Agents/chemical synthesis ; Antineoplastic Agents/pharmacology ; Cell Line, Tumor ; Chromatography, High Pressure Liquid ; Drug Screening Assays, Antitumor ; Humans ; Magnetic Resonance Spectroscopy ; Microwaves ; Neoplasms/pathology ; Pseudomonas aeruginosa/drug effects ; Pseudomonas aeruginosa/physiology ; Quorum Sensing ; Spectrometry, Mass, Electrospray Ionization
Chemical Substances	Antineoplastic Agents ; homoserine lactone (1192-20-7) ; 4-Butyrolactone (OL659KIY4X)
Language	English
Publishing date	2009-03-26
Publishing country	United States
Document type	Journal Article ; Research Support, N.I.H., Extramural
ZDB-ID	218133-2
ISSN	1520-4804 ; 0022-2623
ISSN (online)	1520-4804
ISSN	0022-2623
DOI	10.1021/jm8015377
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Article: A novel function for the rTS gene.

Dolnick, Bruce J / Angelino, Norman J / Dolnick, Ree / Sufrin, Janice R

Cancer biology & therapy

2003 Volume 2, Issue 4, Page(s) 364–369

Abstract: The rTS gene codes for a naturally occurring antisense RNA to thymidylate synthase (TS) mRNA and two proteins (rTSalpha and rTSbeta). The role of the major protein product of rTS, rTSbeta has been linked to alterations in TS protein expression, but the ... ...

Abstract	The rTS gene codes for a naturally occurring antisense RNA to thymidylate synthase (TS) mRNA and two proteins (rTSalpha and rTSbeta). The role of the major protein product of rTS, rTSbeta has been linked to alterations in TS protein expression, but the precise function of rTSbeta is unknown. In this report we demonstrate that increased expression of rTSbeta is associated with the decrease in TS protein expression due to production of novel, diffusible signal molecules. These signal molecules are produced more abundantly when rTSbeta amounts are elevated. This hypothesis is supported by the demonstration that the rTSbeta-overproducing cell line H630-1 can downregulate TS protein in other cells without direct cellular contact. These cells are shown to secrete significant amounts of lipophilic metabolites derived from methionine, in contrast to cells that do not overproduce rTSbeta. In support of the hypothesis that rTSbeta is essential for the generation of these compounds, we demonstrate that rTSbeta can catalyze the transfer of the carboxyl carbon of methionine from S-adenosylmethionine to a lipophilic acceptor molecule in vitro. We propose rTS is involved in regulation of TS through a novel methionine-based signaling pathway.
MeSH term(s)	3' Untranslated Regions ; Alternative Splicing ; Cell Cycle ; Chromatography, High Pressure Liquid ; Colonic Neoplasms/enzymology ; Colonic Neoplasms/genetics ; Colonic Neoplasms/pathology ; Down-Regulation ; Gene Expression Regulation, Enzymologic/physiology ; Humans ; Lactones/chemistry ; Lipid Metabolism ; Luciferases/genetics ; RNA, Antisense/genetics ; RNA, Antisense/metabolism ; RNA, Messenger/genetics ; RNA, Messenger/metabolism ; S-Adenosylmethionine/metabolism ; Thymidylate Synthase/genetics ; Transfection ; Tumor Cells, Cultured
Chemical Substances	3' Untranslated Regions ; Lactones ; RNA, Antisense ; RNA, Messenger ; S-Adenosylmethionine (7LP2MPO46S) ; Luciferases (EC 1.13.12.-) ; Thymidylate Synthase (EC 2.1.1.45)
Language	English
Publishing date	2003-07-09
Publishing country	United States
Document type	Journal Article ; Research Support, U.S. Gov't, P.H.S.
ZDB-ID	2146305-0
ISSN	1538-4047
ISSN	1538-4047
DOI	10.4161/cbt.2.4.424
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Article: Novel trypanocidal analogs of 5'-(methylthio)-adenosine.

Sufrin, Janice R / Spiess, Arthur J / Marasco, Canio J / Rattendi, Donna / Bacchi, Cyrus J

Antimicrobial agents and chemotherapy

2007 Volume 52, Issue 1, Page(s) 211–219

Abstract: The purine nucleoside 5'-deoxy-5'-(hydroxyethylthio)-adenosine (HETA) is an analog of the polyamine pathway metabolite 5'-deoxy-5'-(methylthio)-adenosine (MTA). HETA is a lead structure for the ongoing development of selectively targeted trypanocidal ... ...

Abstract	The purine nucleoside 5'-deoxy-5'-(hydroxyethylthio)-adenosine (HETA) is an analog of the polyamine pathway metabolite 5'-deoxy-5'-(methylthio)-adenosine (MTA). HETA is a lead structure for the ongoing development of selectively targeted trypanocidal agents. Thirteen novel HETA analogs were synthesized and examined for their in vitro trypanocidal activities against bloodstream forms of Trypanosoma brucei brucei LAB 110 EATRO and at least one drug-resistant Trypanosoma brucei rhodesiense clinical isolate. New compounds were also assessed in a cell-free assay for their activities as substrates of trypanosome MTA phosphorylase. The most potent analog in this group was 5'-deoxy-5'-(hydroxyethylthio)-tubercidin, whose in vitro cytotoxicity (50% inhibitory concentration [IC50], 10 nM) is 45 times greater than that of HETA (IC50, 450 nM) against pentamidine-resistant clinical isolate KETRI 269. Structure-activity analyses indicate that the enzymatic cleavage of HETA analogs by trypanosome MTA phosphorylase is not an absolute requirement for trypanocidal activity. This suggests that additional biochemical mechanisms are associated with the trypanocidal effects of HETA and its analogs.
MeSH term(s)	Animals ; Deoxyadenosines/chemical synthesis ; Deoxyadenosines/chemistry ; Deoxyadenosines/pharmacology ; Dose-Response Relationship, Drug ; Drug Resistance ; Inhibitory Concentration 50 ; Parasitic Sensitivity Tests ; Purine-Nucleoside Phosphorylase/metabolism ; Substrate Specificity ; Thionucleosides/chemical synthesis ; Thionucleosides/chemistry ; Thionucleosides/pharmacology ; Trypanocidal Agents/chemical synthesis ; Trypanocidal Agents/chemistry ; Trypanocidal Agents/pharmacology ; Trypanosoma brucei brucei/drug effects ; Trypanosoma brucei brucei/enzymology ; Trypanosoma brucei brucei/growth & development ; Trypanosoma brucei rhodesiense/drug effects ; Trypanosoma brucei rhodesiense/enzymology ; Trypanosoma brucei rhodesiense/growth & development ; Tubercidin/analogs & derivatives ; Tubercidin/chemical synthesis ; Tubercidin/chemistry ; Tubercidin/pharmacology
Chemical Substances	Deoxyadenosines ; Thionucleosides ; Trypanocidal Agents ; 5'-methylthioadenosine (634Z2VK3UQ) ; Purine-Nucleoside Phosphorylase (EC 2.4.2.1) ; 5'-methylthioadenosine phosphorylase (EC 2.4.2.28) ; Tubercidin (M351LCX45Y)
Language	English
Publishing date	2007-10-22
Publishing country	United States
Document type	Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't
ZDB-ID	217602-6
ISSN	1098-6596 ; 0066-4804
ISSN (online)	1098-6596
ISSN	0066-4804
DOI	10.1128/AAC.00480-07
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Article ; Online: Improved synthesis of beta-D-6-methylpurine riboside and antitumor effects of the beta-D- and alpha-D-anomers.

Marasco, Canio J / Pera, Paula J / Spiess, Arthur J / Bernacki, Ralph / Sufrin, Janice R

Molecules (Basel, Switzerland)

2005 Volume 10, Issue 8, Page(s) 1015–1020

Abstract: 6-Methylpurine-beta-D-riboside (beta-D-MPR) has been synthesized by coupling 6-methylpurine and 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribose using conditions that produce the beta-D-anomer exclusively. The in vitro antitumor effects of beta-D-MPR and 6-methyl- ...

Abstract	6-Methylpurine-beta-D-riboside (beta-D-MPR) has been synthesized by coupling 6-methylpurine and 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribose using conditions that produce the beta-D-anomer exclusively. The in vitro antitumor effects of beta-D-MPR and 6-methyl-purine-alpha-D-riboside (alpha-D-MPR) in five human tumor cell lines showed that beta-D-MPR was highly active (IC(50) values ranging from 6 to 34 nM). alpha-D-MPR, although less active than beta-D-MPR, also exhibited significant antitumor effects (IC50 values ranging from 1.47 to 4.83 microM).
MeSH term(s)	Antineoplastic Agents/chemical synthesis ; Antineoplastic Agents/chemistry ; Antineoplastic Agents/pharmacology ; Cell Line, Tumor ; Cell Proliferation/drug effects ; Drug Screening Assays, Antitumor ; Humans ; Methylthioinosine/chemical synthesis ; Methylthioinosine/chemistry ; Methylthioinosine/pharmacology ; Stereoisomerism
Chemical Substances	Antineoplastic Agents ; Methylthioinosine (342-69-8)
Language	English
Publishing date	2005-08-31
Publishing country	Switzerland
Document type	Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't
ZDB-ID	1413402-0
ISSN	1420-3049 ; 1431-5165 ; 1420-3049
ISSN (online)	1420-3049
ISSN	1431-5165 ; 1420-3049
DOI	10.3390/10081015
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Article: An improved synthesis of psammaplin A.

Godert, Amy M / Angelino, Norman / Woloszynska-Read, Anna / Morey, Shannon R / James, Smitha R / Karpf, Adam R / Sufrin, Janice R

Bioorganic & medicinal chemistry letters

2006 Volume 16, Issue 12, Page(s) 3330–3333

Abstract: The marine natural product, psammaplin A, was first isolated from the Psammaplinaplysilla sponge in 1987. Since that time, psammaplin A has shown a wide spectrum of biological activities that include enzyme inhibitory activities resulting in ... ...

Abstract	The marine natural product, psammaplin A, was first isolated from the Psammaplinaplysilla sponge in 1987. Since that time, psammaplin A has shown a wide spectrum of biological activities that include enzyme inhibitory activities resulting in antibacterial and antitumor effects. An improved synthesis of psammaplin A has been developed, making the compound more easily accessible for further biological evaluations. In this context, we find that psammaplin A is an effective DNA methyltransferase inhibitor in vitro but fails to alter genomic DNA methylation levels in treated human cancer cells.
MeSH term(s)	Cell Line, Tumor ; DNA Methylation/drug effects ; Disulfides/chemical synthesis ; Disulfides/chemistry ; Disulfides/pharmacology ; Enzyme Inhibitors/chemical synthesis ; Enzyme Inhibitors/chemistry ; Enzyme Inhibitors/pharmacology ; Humans ; Methyltransferases/antagonists & inhibitors ; Methyltransferases/metabolism ; Molecular Structure ; Tyrosine/analogs & derivatives ; Tyrosine/chemical synthesis ; Tyrosine/chemistry ; Tyrosine/pharmacology
Chemical Substances	Disulfides ; Enzyme Inhibitors ; psammaplin A (110659-91-1) ; Tyrosine (42HK56048U) ; Methyltransferases (EC 2.1.1.-)
Language	English
Publishing date	2006-05-02
Publishing country	England
Document type	Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't
ZDB-ID	1063195-1
ISSN	1464-3405 ; 0960-894X
ISSN (online)	1464-3405
ISSN	0960-894X
DOI	10.1016/j.bmcl.2006.03.008
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Article: Enhancement of 5-fluorouracil sensitivity by an rTS signaling mimic in H630 colon cancer cells.

Dolnick, Ree / Wu, Qi / Angelino, Norman J / Stephanie, Lawrence V / Chow, Kuan-Chih / Sufrin, Janice R / Dolnick, Bruce J

Cancer research

2005 Volume 65, Issue 13, Page(s) 5917–5924

Abstract: The rTSbeta protein has been hypothesized to synthesize signaling molecules that can down-regulate thymidylate synthase. These molecules share biological and chemical properties with acyl-homoserine lactones (AHL), suggesting some AHLs might act as rTS ... ...

Abstract	The rTSbeta protein has been hypothesized to synthesize signaling molecules that can down-regulate thymidylate synthase. These molecules share biological and chemical properties with acyl-homoserine lactones (AHL), suggesting some AHLs might act as rTS signaling mimics and down-regulate thymidylate synthase. We have determined that the AHL, 3-oxododecanoyl homoserine lactone (3-oxo-C12-(L)-HSL) can down-regulate thymidylate synthase protein at 10 micromol/L and reduce H630 (human colorectal cancer) growth by 50% at 23 micromol/L (IC50) in cell culture. At its IC50 concentration, 3-oxo-C12-(L)-HSL reduces the apparent IC50 of 5-fluorouracil (5-FU) from 1 micromol/L to 80 nmol/L (12-fold) in a colony formation assay. 3-Oxo-C12-(L)-HSL enhances the activity of 5-fluorodeoxyuridine, tomudex, and taxol but not the activity of 5-fluorouridine, methotrexate or Adriamycin. The unexpected interaction with taxol probably results from effects of the AHL on tubulin expression. Differences in taxol sensitivity, tubulin, and cellular morphology between H630 and the thymidylate synthase and rTSbeta-overproducing, 5-FU-resistant H630-1 cell line as determined by colony formation assays, Western analysis of one-dimensional and two-dimensional gels, and photomicroscopy confirm that cytoskeletal changes are induced by the AHL or by rTS signaling. Isozyme differences in thymidylate synthase and rTSbeta also exist in the two cell lines. Phosphorylation of rTSbeta amino acid S121 is shown to occur and is decreased at least 10-fold in the drug-resistant cells. The data presented provide support for further investigations of rTS signaling mimics as enhancers to thymidylate synthase-directed chemotherapy, evidence that the phosphorylation state of rTSbeta may be a marker for 5-FU resistance and a previously unrealized relationship between rTS signaling and the cytoskeleton.
MeSH term(s)	4-Butyrolactone/administration & dosage ; 4-Butyrolactone/analogs & derivatives ; 4-Butyrolactone/pharmacology ; Antineoplastic Combined Chemotherapy Protocols/pharmacology ; Biomimetic Materials/administration & dosage ; Biomimetic Materials/pharmacology ; Cell Line, Tumor ; Colonic Neoplasms/drug therapy ; Colonic Neoplasms/enzymology ; Colonic Neoplasms/metabolism ; Down-Regulation/drug effects ; Drug Synergism ; Fluorouracil/administration & dosage ; Fluorouracil/pharmacology ; Homoserine/administration & dosage ; Homoserine/analogs & derivatives ; Homoserine/pharmacology ; Humans ; Isoenzymes ; Phosphorylation ; Protein Isoforms ; RNA, Antisense/biosynthesis ; RNA, Antisense/genetics ; Signal Transduction/physiology ; Thymidylate Synthase/antagonists & inhibitors ; Thymidylate Synthase/biosynthesis ; Thymidylate Synthase/genetics ; Thymidylate Synthase/metabolism ; Tubulin/metabolism
Chemical Substances	Isoenzymes ; N-(3-oxododecanoyl)homoserine lactone ; Protein Isoforms ; RNA, Antisense ; Tubulin ; Homoserine (6KA95X0IVO) ; Thymidylate Synthase (EC 2.1.1.45) ; 4-Butyrolactone (OL659KIY4X) ; Fluorouracil (U3P01618RT)
Language	English
Publishing date	2005-07-01
Publishing country	United States
Document type	Journal Article ; Research Support, N.I.H., Extramural ; Research Support, U.S. Gov't, P.H.S.
ZDB-ID	1432-1
ISSN	1538-7445 ; 0008-5472
ISSN (online)	1538-7445
ISSN	0008-5472
DOI	10.1158/0008-5472.CAN-05-0431
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Article ; Online: Transient knockdown and overexpression reveal a developmental role for the zebrafish enosf1b gene.

Finckbeiner, Steve / Ko, Pin-Joe / Carrington, Blake / Sood, Raman / Gross, Kenneth / Dolnick, Bruce / Sufrin, Janice / Liu, Paul

Cell & bioscience

2011 Volume 1, Page(s) 32

Abstract: Background: Despite detailed in vivo knowledge of glycolytic enolases and many bacterial non-enolase members of the superfamily, little is known about the in vivo function of vertebrate non-enolase enolase superfamily members (ENOSF1s). Results of ... ...

Abstract	Background: Despite detailed in vivo knowledge of glycolytic enolases and many bacterial non-enolase members of the superfamily, little is known about the in vivo function of vertebrate non-enolase enolase superfamily members (ENOSF1s). Results of previous studies suggest involvement of the β splice form of ENOSF1 in breast and colon cancers. This study used the zebrafish (Danio rerio) as a vertebrate model of ENOSF1β function. Results: Whole mount in situ hybridization (WISH) showed that zebrafish ENOSF1β (enosf1b) is zygotic and expressed ubiquitously through the first 24 hours post fertilization (hpf). After 24 hpf, enosf1b expression is restricted to the notochord. Embryos injected with enosf1b-EGFP mRNA grew slower than EGFP mRNA-injected embryos but caught up to the EGFP-injected embryos by 48 hpf. Embryos injected with ATG or exon 10 enosf1b mRNA-targeting morpholinos had kinked notochords, shortened anterior-posterior axes, and circulatory edema. WISH for ntl or pax2a expression showed that embryos injected with either morpholino have deformed notochord and pronephros. TUNEL staining revealed increased apoptosis in the peri-notochord region. Conclusions: This study is the first report of ENOSF1 function in a vertebrate and shows that ENOSF1 is required for embryonic development. Increased apoptosis following enosf1b knockdown suggests a potential survival advantage for increased ENOSF1β expression in human cancers.
Language	English
Publishing date	2011-09-26
Publishing country	England
Document type	Journal Article
ZDB-ID	2593367-X
ISSN	2045-3701 ; 2045-3701
ISSN (online)	2045-3701
ISSN	2045-3701
DOI	10.1186/2045-3701-1-32
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Article: Structural comparison of MTA phosphorylase and MTA/AdoHcy nucleosidase explains substrate preferences and identifies regions exploitable for inhibitor design.

Lee, Jeffrey E / Settembre, Ethan C / Cornell, Kenneth A / Riscoe, Michael K / Sufrin, Janice R / Ealick, Steven E / Howell, P Lynne

Biochemistry

2004 Volume 43, Issue 18, Page(s) 5159–5169

Abstract: The development of new and effective antiprotozoal drugs has been a difficult challenge because of the close similarity of the metabolic pathways between microbial and mammalian systems. 5'-Methylthioadenosine/S-adenosylhomocysteine (MTA/AdoHcy) ... ...

Abstract	The development of new and effective antiprotozoal drugs has been a difficult challenge because of the close similarity of the metabolic pathways between microbial and mammalian systems. 5'-Methylthioadenosine/S-adenosylhomocysteine (MTA/AdoHcy) nucleosidase is thought to be an ideal target for therapeutic drug design as the enzyme is present in many microbes but not in mammals. MTA/AdoHcy nucleosidase (MTAN) irreversibly depurinates MTA or AdoHcy to form adenine and the corresponding thioribose. The inhibition of MTAN leads to a buildup of toxic byproducts that affect various microbial pathways such as quorum sensing, biological methylation, polyamine biosynthesis, and methionine recycling. The design of nucleosidase-specific inhibitors is complicated by its structural similarity to the human MTA phosphorylase (MTAP). The crystal structures of human MTAP complexed with formycin A and 5'-methylthiotubercidin have been solved to 2.0 and 2.1 A resolution, respectively. Comparisons of the MTAP and MTAN inhibitor complexes reveal size and electrostatic potential differences in the purine, ribose, and 5'-alkylthio binding sites, which account for the substrate specificity and reactions catalyzed. In addition, the differences between the two enzymes have allowed the identification of exploitable regions that can be targeted for the development of high-affinity nucleosidase-specific inhibitors. Sequence alignments of Escherichia coli MTAN, human MTAP, and plant MTA nucleosidases also reveal potential structural changes to the 5'-alkylthio binding site that account for the substrate preference of plant MTA nucleosidases.
MeSH term(s)	Adenine Nucleotides/chemistry ; Amino Acid Sequence ; Binding Sites ; Crystallography, X-Ray ; Enzyme Inhibitors/chemical synthesis ; Formycins/chemistry ; Humans ; Molecular Sequence Data ; N-Glycosyl Hydrolases/antagonists & inhibitors ; N-Glycosyl Hydrolases/chemistry ; Phosphates/chemistry ; Purine Nucleotides/chemistry ; Purine-Nucleoside Phosphorylase/antagonists & inhibitors ; Purine-Nucleoside Phosphorylase/chemistry ; Ribose/chemistry ; Sequence Homology, Amino Acid ; Substrate Specificity ; Sulfates/chemistry ; Thionucleosides/chemistry ; Tubercidin/analogs & derivatives ; Tubercidin/chemistry
Chemical Substances	Adenine Nucleotides ; Enzyme Inhibitors ; Formycins ; Phosphates ; Purine Nucleotides ; Sulfates ; Thionucleosides ; 5'-methylthiotubercidin (61893-98-9) ; formycin (6742-12-7) ; Ribose (681HV46001) ; Purine-Nucleoside Phosphorylase (EC 2.4.2.1) ; 5'-methylthioadenosine phosphorylase (EC 2.4.2.28) ; N-Glycosyl Hydrolases (EC 3.2.2.-) ; adenosylhomocysteine nucleosidase (EC 3.2.2.9) ; Tubercidin (M351LCX45Y)
Language	English
Publishing date	2004-05-11
Publishing country	United States
Document type	Comparative Study ; Journal Article ; Research Support, Non-U.S. Gov't ; Research Support, U.S. Gov't, Non-P.H.S.
ZDB-ID	1108-3
ISSN	1520-4995 ; 0006-2960
ISSN (online)	1520-4995
ISSN	0006-2960
DOI	10.1021/bi035492h
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In stock of ZB MED Cologne/Königswinter

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Order via subito

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In stock of ZB MED Cologne/Königswinter

Order via subito