N-アセチルノイラミン酸
WordNet
- street name for lysergic acid diethylamide (同)back breaker, battery-acid, dose, dot, Elvis, loony toons, Lucy in the sky with diamonds, pane, superman, window pane, Zen
- any of various water-soluble compounds having a sour taste and capable of turning litmus red and reacting with a base to form a salt
- having the characteristics of an acid; "an acid reaction"
- the 14th letter of the Roman alphabet (同)n
PrepTutorEJDIC
- 酸性の / 酸味のある,すっぱい(sour) / (言葉・態度などが)厳しい,しんらつな / 酸 / すっぱいもの / 《俗》=LSD
- nitrogenの化学記号
- neodymiumの化学記号
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2016/05/26 10:55:38」(JST)
[Wiki en表示]
N-Acetylneuraminic acid
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Names |
IUPAC name
5-(acetylamino)-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosonic acid
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Identifiers |
CAS Number
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131-48-6 Y |
ChEBI |
CHEBI:61599 Y |
ChemSpider |
392681 Y |
Jmol 3D model |
Interactive image |
MeSH |
N-Acetylneuraminic+Acid |
PubChem |
439197 |
InChI
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InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11+/m0/s1 Y
Key: SQVRNKJHWKZAKO-YRMXFSIDSA-N Y
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InChI=1/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11+/m0/s1
Key: SQVRNKJHWKZAKO-YRMXFSIDBI
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SMILES
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OC(=O)[C@@]1(O)C[C@H](O)[C@@H](NC(C)=O)[C@@H](O1)[C@H](O)[C@H](O)CO
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Properties |
Chemical formula
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C11H19NO9 |
Molar mass |
309.273 g/mol |
Appearance |
White crystalline powder |
Melting point |
186 °C (367 °F; 459 K) (decomposes) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Y verify (what is YN ?) |
Infobox references |
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N-Acetylneuraminic acid (Neu5Ac or NANA) is the predominant sialic acid found in mammalian cells.
This negatively charged residue is found in complex glycans on mucins and glycoproteins found at the cell membrane. Neu5Ac residues are also found in glycolipids, such as gangliosides, a crucial component of neuronal membranes found in the brain.
Along with involvement in preventing infections (mucus associated with mucous membranes — mouth, nose, GI, respiratory tract), Neu5Ac acts as a receptor for influenza viruses, allowing attachment to mucous cells via hemagglutinin (an early step in acquiring influenzavirus infection).
Neu5Ac in the biology of bacterial pathogens
Neu5Ac is also important in the biology of a member of pathogenic bacteria [1][2] as it can used either as a nutrient, providing both carbon and nitrogen to the bacterium, or in some pathogens, can be activated and placed on the cell surface.[1] Bacteria have evolved transporters for Neu5Ac to enable them to capture it from their environment and a number of these have been characterised including the NanT protein from Escherichia coli,[3] the SiaPQM TRAP transporter from Haemophilus influenzae [4] and the SatABCD ABC transporter from Haemophilus ducreyi.[5]
References
- ^ a b Severi E, Hood DW, Thomas GH (2007). "Sialic acid utilization by bacterial pathogens". Microbiology 153 (9): 2817–2822. doi:10.1099/mic.0.2007/009480-0. PMID 17768226.
- ^ Vimr ER, Kalivoda KA, Deszo EL, Steenbergen SM. (2004). "Diversity of microbial sialic acid metabolism.". Microbiol Mol Biol Rev 68 (1): 132–153. doi:10.1128/mmbr.68.1.132-153.2004. PMC 362108. PMID 15007099.
- ^ Vimr ER, Troy FA. (1985). "Identification of an inducible catabolic system for sialic acids (nan) in Escherichia coli". J. Bacteriol. 164 (2): 845–853. PMC 214328. PMID 3902799.
- ^ Severi E, Randle G, Kivlin P, Whitfield K, Young R, Moxon R, Kelly D, Hood D, Thomas GH. (2005). "Sialic acid transport in Haemophilus influenzae is essential for lipopolysaccharide sialylation and serum resistance and is dependent on a novel tripartite ATP-independent periplasmic transporter". Mol. Microbiol. 58 (4): 1173–1185. doi:10.1111/j.1365-2958.2005.04901.x. PMID 16262798.
- ^ Post DM, Mungur R, Gibson BW, Munson RS Jr. (2005). "Identification of a novel sialic acid transporter in Haemophilus ducreyi.". Infect Immun 73 (10): 6727–35. doi:10.1128/IAI.73.10.6727-6735.2005. PMC 1230923. PMID 16177350.
See also
- Neuraminic acid
- Sialic acid
- N-Glycolylneuraminic acid
UpToDate Contents
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English Journal
- A rapid and nondestructive method to determine the distribution map of protein, carbohydrate and sialic acid on Edible bird's nest by hyper-spectral imaging and chemometrics.
- Shi J1, Hu X1, Zou X2, Zhao J1, Zhang W1, Holmes M3, Huang X1, Zhu Y1, Li Z1, Shen T1, Zhang X1.
- Food chemistry.Food Chem.2017 Aug 15;229:235-241. doi: 10.1016/j.foodchem.2017.02.075. Epub 2017 Feb 20.
- PMID 28372169
- Application of surface enhanced Raman spectroscopy as a diagnostic system for hypersialylated metastatic cancers.
- Shashni B1, Horiguchi Y1, Kurosu K1, Furusho H2, Nagasaki Y3.
- Biomaterials.Biomaterials.2017 Jul;134:143-153. doi: 10.1016/j.biomaterials.2017.04.038. Epub 2017 Apr 21.
- PMID 28460336
- Stereoselective Synthesis of the Equatorial Glycosides of Legionaminic Acid.
- Popik O1, Dhakal B1, Crich D1.
- The Journal of organic chemistry.J Org Chem.2017 Jun 16;82(12):6142-6152. doi: 10.1021/acs.joc.7b00746. Epub 2017 Jun 2.
- PMID 28530837
Japanese Journal
- シアル酸補充療法 : GNEミオパチー(縁取り空胞を伴う遠位型ミオパチー)治療への試み (特集 酵素補充療法)
- 森 まどか,西野 一三
- Brain and nerve : 神経研究の進歩 67(9), 1115-1123, 2015-09
- NAID 40020572981
- Production and Purification of Secretory Simian Cytidine Monophosphate-N-acetylneuraminic Acid Hydroxylase Using Baculovirus-Protein Expression System
- Takahashi Tadanobu,Kawagishi Sawako,Funahashi Hiroki [他],Hayashi Nonoka,Suzuki Takashi
- Biological and Pharmaceutical Bulletin 38(8), 1220-1226, 2015
- … Cytidine monophosphate (CMP) N-acetylneuraminic acid (Neu5Ac) hydroxylase (CMAH) is an essential enzyme for N-glycolylneuraminic acid (Neu5Gc) synthesis. … In addition, peptide-N-glycosidase F treatment of CMAH indicated that secretory CMAH was a glycoprotein with N-glycan. …
- NAID 130005090642
- Generation of α1,3-galactosyltransferase and cytidine monophospho-N-acetylneuraminic acid hydroxylase gene double-knockout pigs
- MIYAGAWA Shuji,MATSUNARI Hitomi,WATANABE Masahito,NAKANO Kazuaki,UMEYAMA Kazuhiro,SAKAI Rieko,TAKAYANAGI Shuko,TAKEISHI Toki,FUKUDA Tooru,YASHIMA Sayaka,MAEDA Akira,EGUCHI Hiroshi,OKUYAMA Hiroomi,NAGAYA Masaki,NAGASHIMA Hiroshi
- Journal of Reproduction and Development advpub(0), 2015
- … These cells were subjected to an additional KO for the cytidine monophospho-N-acetylneuraminic acid hydroxylase (CMAH) gene. …
- NAID 130005088822
Related Links
- Sigma-Aldrich offers Sigma-A0812, N-Acetylneuraminic acid for your research needs. Find product specific information including CAS, MSDS, protocols and references. ... Biochem/physiol Actions Both sialic acid and ...
- Sigma-Aldrich offers Sigma-A2388, N-Acetylneuraminic acid for your research needs. Find product specific information including CAS, MSDS, protocols and references. ... Biochem/physiol Actions Both sialic acid and ...
★リンクテーブル★
[★]
- 英
- N-acetylneuraminate, N-acetylneuraminic acid, NANA
- 関
- シアル酸、酸性糖タンパク
[★]
シアル酸
- 関
- N-acetylneuraminic acid
[★]
シアル酸
- 関
- N-acetylneuraminic acid
[★]
シチジン一リン酸N-アセチルノイラミン酸
- 関
- CMP-NANA
[★]
- 関
- number of experiment、sample size
- pの前の[n]はmと記載する。synptom→symptom
[★]
[★]
ネオジム neodymium