3'-ホスホアデノシン5'-ホスホ硫酸 3'-phosphoadenosine 5'-phosphosulfate
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2013/01/01 05:37:27」(JST)
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"PAPS" redirects here. For other uses, see Paps (disambiguation).
3'-Phosphoadenosine-5'-phosphosulfate |
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IUPAC name
6-Amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-
[(hydroxy-sulfooxy-phosphoryl)oxymethyl]
-4-phosphonooxy-tetrahydrofuran-2-yl]purine
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Other names
Phosphoadenosine phosphosulfate
3'-Phospho-5'-adenylyl sulfate
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Identifiers |
PubChem |
10214 |
ChemSpider |
9799 Y |
ChEBI |
CHEBI:17980 |
IUPHAR ligand |
1719 |
Jmol-3D images |
{{#if:S=C1=NC2=C(C(=N1)N)N=CN2C3C(C(C(O3)
COP(=O)(O)OS(=O)(=O)O)OP(=O)(O)O)OO=S(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n2cnc1c(ncnc12)N)[C@H](O)[C@@H]3OP(=O)(O)O|Image 1
Image 2
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S=C1=NC2=C(C(=N1)N)N=CN2C3C(C(C(O3) COP(=O)(O)OS(=O)(=O)O)OP(=O)(O)O)O
O=S(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n2cnc1c(ncnc12)N)[C@H](O)[C@@H]3OP(=O)(O)O
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InChI=1S/C10H15N5O13P2S/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(27-29(17,18)19)4(26-10)1-25-30(20,21)28-31(22,23)24/h2-4,6-7,10,16H,1H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)(H,22,23,24)/t4-,6-,7-,10-/m1/s1 Y
Key: GACDQMDRPRGCTN-KQYNXXCUSA-N Y
InChI=1/C10H15N5O13P2S/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(27-29(17,18)19)4(26-10)1-25-30(20,21)28-31(22,23)24/h2-4,6-7,10,16H,1H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)(H,22,23,24)/t4-,6-,7-,10-/m1/s1
Key: GACDQMDRPRGCTN-KQYNXXCUBK
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Properties |
Molecular formula |
C10H15N5O13P2S |
Molar mass |
507.266 |
Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
Infobox references |
3'-Phosphoadenosine-5'-phosphosulfate is a derivative of adenosine monophosphate that is phosphorylated at the 3' position and has a sulfate group attached to the 5' phosphate. This anion, abbreviated PAPS, is the most common coenzyme in sulfotransferase reactions. A related anion is adenosine 5'-phosphosulfate (APS), which is not phosphorylated at the 3' position.[1]
Formation and reduction
APS and PAPS are intermediates in the reduction of sulfate to sulfite, an exothermic conversion that is carried out by sulfate-reducing bacteria. In these organisms, sulfate serves as an electron acceptor, akin to the use of O2 as an electron acceptor by aerobic organisms. Sulfate is not reduced directly but must be activated by the formation of APS or PAPS. These carriers of activated sulfate are produced by reaction with ATP. The first reaction is catalysed by ATP sulfurase:
- SO42- + ATP → APS + PPi
The conversion of APS to PAPS is catalysed by APS kinase:
- APS + ATP → PAPS + ADP
Reduction of APS leads to sulfite, which is further reduced to hydrogen sulfide, which is excreted. This process is called dissimilatory sulfate reduction. Reduction of PAPS, a more elaborated sulfate ester, leads also to hydrogen sulfide. But in this case, the product is used in biosynthesis, e.g. for the production of cysteine. The latter process is called assimilatory sulfate reduction because the sulfate sulfur is assimilated.[2]
References
- ^ Negishi M, Pedersen LG, Petrotchenko E, et al. (2001). "Structure and function of sulfotransferases". Arch. Biochem. Biophys. 390 (2): 149–57. doi:10.1006/abbi.2001.2368. PMID 11396917.
- ^ M. T. Madigan, J. M. Martinko, J. Parker “Brock Biology of Microorganisms” Prentice Hall, 1997. ISBN 0-13-520875-0.
Enzyme cofactors
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Active forms |
vitamins |
- TPP / ThDP (B1)
- FMN, FAD (B2)
- NAD+, NADH, NADP+, NADPH (B3)
- Coenzyme A (B5)
- PLP / P5P (B6)
- Biotin (B7)
- THFA / H4FA, DHFA / H2FA, MTHF (B9)
- AdoCbl, MeCbl (B12)
- Ascorbic Acid (C)
- Phylloquinone (K1), Menaquinone (K2)
- Coenzyme F420
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non-vitamins |
- ATP
- CTP
- SAMe
- PAPS
- GSH
- Coenzyme B
- Cofactor F430
- Coenzyme M
- Coenzyme Q
- Heme / Haem (A, B, C, O)
- Lipoic Acid
- Methanofuran
- Molybdopterin/Molybdenum cofactor
- PQQ
- THB / BH4
- THMPT / H4MPT
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minerals |
- Ca2+
- Cu2+
- Fe2+, Fe3+
- Mg2+
- Mn2+
- Mo
- Ni2+
- Se
- Zn2+
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Base forms |
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noco, nuvi, sysi/epon, met
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UpToDate Contents
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English Journal
- Increased activity of interleukin-23/interleukin-17 cytokine axis in primary antiphospholipid syndrome.
- Popovic-Kuzmanovic D, Novakovic I, Stojanovich L, Aksentijevich I, Zogovic N, Tovilovic G, Trajkovic V.SourceMedical Center "Bezanijska Kosa", University of Belgrade, Belgrade, Serbia.
- Immunobiology.Immunobiology.2013 Feb;218(2):186-91. doi: 10.1016/j.imbio.2012.03.002. Epub 2012 Mar 28.
- The aim of the study was to investigate serum concentrations of interleukin (IL)-17 and IL-17-inducing cytokines IL-23 and transforming growth factor (TGF)-β, as well as IL-17 single nucleotide polymorphism (SNP) rs2275913 in patients with primary antiphospholipid syndrome (PAPS). We studied fifty
- PMID 22559912
- Molecular phylogeny of unikonts: new insights into the position of apusomonads and ancyromonads and the internal relationships of opisthokonts.
- Paps J, Medina-Chacón LA, Marshall W, Suga H, Ruiz-Trillo I.SourceDepartament de Genètica, Universitat de Barcelona, Av. Diagonal, 645, 08028 Barcelona, Spain. Electronic address: jordi.papsmontserrat@zoo.ox.ac.uk.
- Protist.Protist.2013 Jan;164(1):2-12. doi: 10.1016/j.protis.2012.09.002. Epub 2012 Oct 18.
- The eukaryotic supergroup Opisthokonta includes animals (Metazoa), fungi, and choanoflagellates, as well as the lesser known unicellular lineages Nucleariidae, Fonticula alba, Ichthyosporea, Filasterea and Corallochytrium limacisporum. Whereas the evolutionary positions of the well-known opisthokont
- PMID 23083534
- Fluorochemicals used in food packaging inhibit male sex hormone synthesis.
- Rosenmai AK, Nielsen FK, Pedersen M, Hadrup N, Trier X, Christensen JH, Vinggaard AM.SourceDivision of Toxicology & Risk Assessment, National Food Institute, Technical University of Denmark, DK-2860 Søborg, Denmark. Electronic address: akjro@food.dtu.dk.
- Toxicology and applied pharmacology.Toxicol Appl Pharmacol.2013 Jan 1;266(1):132-42. doi: 10.1016/j.taap.2012.10.022. Epub 2012 Nov 7.
- Polyfluoroalkyl phosphate surfactants (PAPS) are widely used in food contact materials (FCMs) of paper and board and have recently been detected in 57% of investigated materials. Human exposure occurs as PAPS have been measured in blood; however knowledge is lacking on the toxicology of PAPS. The ai
- PMID 23142464
Japanese Journal
- 日暮 和彦
- Biomedical Research on Trace Elements 26(1), 7-9, 2015
- We developed a colorimetric reagent kit for determination of zinc in serum, "ACCURAS AUTO Zn". The reagent is applicable to all auto-analyzers widely used in hospital laboratories, without any serum p …
- NAID 130005072344
- アコーディオン伸縮振動するπ共役系らせん高分子の合成とらせんピッチの制御
- 吉田 嘉晃,馬渡 康輝,田畑 昌祥
- 有機合成化学協会誌 72(3), 292-302, 2014
- … The temperature dependence 1H and 13C NMR spectra of PAPs and their spectral simulations indicated that the restricted rotation around the ester O-C bond takes place through the so-called 3-site jump conformation. … The UV-vis and IR spectra of them supported that PAPs have at least two helical conformations, i.e., contracted and stretched helices. …
- NAID 130003395395
- Performance associated polymorphisms (PAPs) in world-class athletes
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- 英
- 3′-phosphoadenosine 5′-phosphosulfate, PAPS
- 同
- 3'-ホスホアデノシン-5'-ホスホ硫酸 3′-ホスホ-5′-アデニリル硫酸 3′-phospho-5′-adenylyl sulfate、活性硫酸 active sulfate
- 関
- adenosine 3'-phosphate-5'-phosphosulfate
[★]
- 英
- 3'-phosphoadenosine 5'-phosphosulfate
- 同
- PAPS
- 関
- PAPS
[★]
- 微生物学:粒子凝集法(particle agglutination test)
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