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N-乙酰神经氨酸

¥ 124.60

产品编号 A100555 | CAS号 131-48-6 | Aladdin
N-Acetylneuraminic acid
98%
组合的产品项目
货号 规格 库存 价格 数量
A100555-100mg 98% 上海(7)
北方(预计3-5个工作日)
 
A100555-1g 98% 上海(3)
北方(预计3-5个工作日)
 
A100555-250mg 98% 上海(9)
北方(预计3-5个工作日)
 
A100555-5g 98% 上海(预计4-8周)
北方(预计4-8周)
 
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属性

旋光率 -32 ° (C=1, H2O)
密度 1.7270
熔点 192-194°C
存贮条件 储存温度 -20°C

描述

产品介绍 比旋光度-32° (c=2,water)。水溶性50 g/L (20℃)。溶于水,微溶于乙醇,不溶于乙醚。
别名 N-乙酰神经氨酸(NANA) ;唾液酸;5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulosonic acid Lactaminic acid NAN NANA Sialic acid o-Sialic acid
应用 唾液酸是广泛存在于自然界中的碳水化合物,也是许多糖蛋白、糖肽和糖脂的基本组成部分,具有广泛的生物功能,如血蛋白半衰期的调节、多种毒素的中和、细胞粘附、免疫的抗原抗体反应和对细胞溶解的保护。唾液酸的生化衍生物也常用于药物的合成。
N-乙酰神经氨酸 N-acetylneuraminicacid 系唾液酸(N-酰基神经氨酸)在自然界分布最广的,主要是动物细胞膜或分泌液的糖蛋白、糖脂质或细菌荚膜物质等的组成糖。在糖蛋白或糖脂质中,由于2位的酮基形成糖苷键而使它位于糖侧链的非还原性末端,其阴电荷或特有的化学结构使其具有各种生理特异性。在自然界中从病毒直至动物都非常广泛地分布着水解除去末端N-乙酰神经氨酸的酶(神经氨酸苷酶)通过处理这个酶所发生的生理活性变化,已明确了这个末端酸性糖残基的作用。例如这个糖残基构成红血球细胞膜的流感病毒的结合部位,并在血浆糖蛋白与肝细胞的相互辨认或淋巴细胞对循环途径的辨认机制方面起主要作用。生物合成途径虽在动物与细菌里多少有些不同,但都经过N-乙酰甘露糖胺或它的6-磷酸酯,由特异性的焦磷酸酶催化与CTP反应生成CMP-N-乙酰神经氨酸后,由糖基转移反应纳入糖链。
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标识符号 GHS07 GHS07
信号词 Warning
安全声明(欧洲) S24/25;
警示性声明 P305+P351+P338
危害声明 H319
个人防护设备 Eyeshields,Gloves,type N95 (US),type P1 (EN143) respirator filter
WGK德国 3
Merck Index 8484
参考文献
Arun Sreekumar, Laila M Poisson, Thekkelnaycke M Rajendiran, Amjad P Khan, Qi Cao, Jindan Yu, Bharathi Laxman, Rohit Mehra, Robert J Lonigro, Yong Li, Mukesh K Nyati, Aarif Ahsan, Shanker Kalyana-Sundaram, Bo Han, Xuhong Cao, Jaeman Byun, Gilbert S Omenn,
Multiple, complex molecular events characterize cancer development and progression. Deciphering the molecular networks that distinguish organ-confined disease from metastatic disease may lead to the i...Read More
David A Steinhauer
We're sorry this abstract is currently not available....Read More
S Joshi, A M Hegde, K Rai, S Shetty
The aim of present study was to evaluate the salivary sialic acid levels in Acute Lymphoblastic Leukemic (ALL) children and to correlate it with dental caries experience.A total of 120 children aged 4...Read More
Jianfang Zhou, Dayan Wang, Rongbao Gao, Baihui Zhao, Jingdong Song, Xian Qi, Yanjun Zhang, Yonglin Shi, Lei Yang, Wenfei Zhu, Tian Bai, Kun Qin, Yu Lan, Shumei Zou, Junfeng Guo, Jie Dong, Libo Dong, Ye Zhang, Hejiang Wei, Xiaodan Li, Jian Lu, Liqi Liu, Xi
Human infection associated with a novel reassortant avian influenza H7N9 virus has recently been identified in China. A total of 132 confirmed cases and 39 deaths have been reported. Most patients pre...Read More
T A Timofeeva, I A Rudneva, L V Mochalova, N V Bovin, N V Kaverin
The influenza virus hemagglutinin (HA) is an envelope virus glycoprotein responsible for the attachment of the virus particles to cells via binding terminal sialic acid residues of cell surface oligos...Read More
Kannan Tharakaraman, Rahul Raman, Karthik Viswanathan, Nathan W Stebbins, Akila Jayaraman, Arvind Krishnan, V Sasisekharan, Ram Sasisekharan
Of the factors governing human-to-human transmission of the highly pathogenic avian-adapted H5N1 virus, the most critical is the acquisition of mutations on the viral hemagglutinin (HA) to "quant...Read More
Kwang-Hyun Park, Min-Gyu Kim, Hee-Jeong Ahn, Dae-Han Lee, Jin-Hyo Kim, Young-Wan Kim, Eui-Jeon Woo
Sialidases release the terminal sialic acid residue from a wide range of sialic acid-containing polysaccharides. Bacteroides thetaiotaomicron, a symbiotic commensal microbe, resides in and dominates t...Read More
Syed Muhammad Shahid, Muhammad Jawed, Tabassum Mahboob
This study was designed to study the relationship between serum nitric oxide and sialic acid in patients of diabetic nephropathy. Total 210 diabetic patients including 115 males and 95 females, suffer...Read More
Sasirekha Ramani, Nicolas W Cortes-Penfield, Liya Hu, Sue E Crawford, Rita Czako, David F Smith, Gagandeep Kang, Robert F Ramig, Jacques Le Pendu, B V Venkataram Prasad, Mary K Estes
Naturally occurring bovine-human reassortant rotaviruses with a P[11] VP4 genotype exhibit a tropism for neonates. Interaction of the VP8* domain of the spike protein VP4 with sialic acid was thought ...Read More
Paul M Sharp, Julian C Rayner, Beatrice H Hahn
We're sorry this abstract is currently not available....Read More
Yi Zhang, Amgad Albohy, Yao Zou, Victoria Smutova, Alexey V Pshezhetsky, Christopher W Cairo
In the past two decades, human neuraminidases (human sialidases, hNEUs) have been found to be involved in numerous pathways in biology. The development of selective and potent inhibitors of these enzy...Read More
Youngsoo Sohn, Jung Mi Lee, Heung-Rok Park, Sung-Chul Jung, Tai Hyun Park, Doo-Byoung Oh
Human α-galactosidase A (GLA) has been used in enzyme replacement therapy for patients with Fabry disease. We expressed recombinant GLA from Chinese hamster ovary cells with very high productivity. W...Read More
Wei Zhang, Yi Shi, Jianxun Qi, Feng Gao, Qing Li, Zheng Fan, Jinghua Yan, George F Gao
Influenza A virus uses sialic acids as cell entry receptors, and there are two main receptor forms, α2,6 linkage or α2,3 linkage to galactose, that determine virus host ranges (mammalian or avian). ...Read More
Kathryn H Condon, Jianghai Ho, Camenzind G Robinson, Cyril Hanus, Michael D Ehlers
Angelman syndrome (AS) is a severe disorder of postnatal brain development caused by neuron-specific loss of the HECT (homologous to E6AP carboxy terminus) domain E3 ubiquitin ligase Ube3a/E6AP. The c...Read More
Nils B Bayer, Uwe Schubert, Zehra Sentürk, Silvia Rudloff, Sandra Frank, Heike Hausmann, Hildegard Geyer, Rudolf Geyer, Klaus T Preissner, Sebastian P Galuska
N-acetylneuraminic acid (Neu5Ac) represents the most common terminal carbohydrate residue in many mammalian glycoconjugates and is directly involved in a number of different physiological as well as p...Read More
Kenji Kukita, Miki Kawada-Matsuo, Takahiko Oho, Mami Nagatomo, Yuichi Oogai, Masahito Hashimoto, Yasuo Suda, Takuo Tanaka, Hitoshi Komatsuzawa
Staphylococcus aureus is a major human pathogen that can colonize the nasal cavity, skin, intestine, and oral cavity as a commensal bacterium. gp340, also known as DMBT1 (deleted in malignant brain tu...Read More
Anwar M Hashem, Caroline Gravel, Aaron Farnsworth, Wei Zou, Michelle Lemieux, Kangwei Xu, Changgui Li, Junzhi Wang, Marie-France Goneau, Maria Merziotis, Runtao He, Michel Gilbert, Xuguang Li
Vaccination is the most effective prophylactic method for preventing influenza. Quantification of influenza vaccine antigens is critically important before the vaccine is used for human immunization. ...Read More
Christopher J Vavricka, Yue Liu, Hiromasa Kiyota, Nongluk Sriwilaijaroen, Jianxun Qi, Kosuke Tanaka, Yan Wu, Qing Li, Yan Li, Jinghua Yan, Yasuo Suzuki, George F Gao
Development of novel influenza neuraminidase inhibitors is critical for preparedness against influenza outbreaks. Knowledge of the neuraminidase enzymatic mechanism and transition-state analogue, 2-de...Read More
Stephanie N Bartley, Yih-Ling Tzeng, Kathryn Heel, Chiang W Lee, Shakeel Mowlaboccus, Torsten Seemann, Wei Lu, Ya-Hsun Lin, Catherine S Ryan, Christopher Peacock, David S Stephens, John K Davies, Charlene M Kahler
We compared exemplar strains from two hypervirulent clonal complexes, strain NMB-CDC from ST-8/11 cc and strain MC58 from ST-32/269 cc, in host cell attachment and invasion. Strain NMB-CDC attached to...Read More
Xiaoli Xiong, Stephen R Martin, Lesley F Haire, Stephen A Wharton, Rodney S Daniels, Michael S Bennett, John W McCauley, Patrick J Collins, Philip A Walker, John J Skehel, Steven J Gamblin
Of the 132 people known to have been infected with H7N9 influenza viruses in China, 37 died, and many were severely ill. Infection seems to have involved contact with infected poultry. We have examine...Read More
Rachel A North, Sarah A Kessans, Sarah C Atkinson, Hironori Suzuki, Andrew J A Watson, Benjamin R Burgess, Lauren M Angley, André O Hudson, Arvind Varsani, Michael D W Griffin, Antony J Fairbanks, Renwick C J Dobson
The enzyme N-acetylneuraminate lyase (EC 4.1.3.3) is involved in the metabolism of sialic acids. Specifically, the enzyme catalyzes the retro-aldol cleavage of N-acetylneuraminic acid to form N-acetyl...Read More
Brian M Malpede, Daniel H Lin, Niraj H Tolia
Plasmodium falciparum erythrocyte invasion is dependent on high affinity recognition of sialic acid on cell surface receptors. The erythrocyte binding-like (EBL) family of invasion ligands mediates re...Read More
Warren G Lewis, Lloyd S Robinson, Nicole M Gilbert, Justin C Perry, Amanda L Lewis
Bacterial vaginosis (BV) is a polymicrobial imbalance of the vaginal microbiota associated with reproductive infections, preterm birth, and other adverse health outcomes. Sialidase activity in vaginal...Read More
Reshmi Parameswaran, Min Lim, Anna Arutyunyan, Hisham Abdel-Azim, Christian Hurtz, Kam Lau, Markus Müschen, Robert K Yu, Mark von Itzstein, Nora Heisterkamp, John Groffen
The development of resistance to chemotherapy is a major cause of relapse in acute lymphoblastic leukemia (ALL). Though several mechanisms associated with drug resistance have been studied in detail, ...Read More
Kentaro Kato, Yasuhiro Takegawa, Katherine S Ralston, Carol A Gilchrist, Shinjiro Hamano, William A Petri, Yasuro Shinohara
Mouse strain-specific differences in the carbohydrate composition of intestinal mucins were hypothesized to account for strain-dependent susceptibility to Entamoeba histolytica. To test this hypothesi...Read More
Emma R Job, Barbara Bottazzi, Brad Gilbertson, Kathryn M Edenborough, Lorena E Brown, Alberto Mantovani, Andrew G Brooks, Patrick C Reading
Members of the pentraxin family, including PTX3 and serum amyloid P component (SAP), have been reported to play a role in innate host defence against a range of microbial pathogens, yet little is know...Read More
I A Adedara, S Vaithinathan, R Jubendradass, P P Mathur, E O Farombi
The study evaluated the protective role of kolaviron (an isolated biflavonoid from the seed of Garcinia kola) and vitamin E in carbendazim-induced reproductive dysfunction in male rats. Adult male Wis...Read More
Xiaoman Sun, Yi Shi, Xishan Lu, Jianhua He, Feng Gao, Jinghua Yan, Jianxun Qi, George F Gao
A new influenza-like virus genome (H17N10) was recently discovered in bats and offers a new perspective about the origin and evolution of influenza viruses. The viral envelope glycoprotein hemagglutin...Read More
M Suzuki, A Suzuki, T Yamakawa, E Matsunaga
A molecular species of sialic acid was isolated in a free form from cerumen of the wet type, but not of the dry type, by an ion-exchange column chromatography and preparative high-performance liquid c...Read More
Wiederschain GYa, D S Newburg
Human milk glycosidic enzymes and biologically active glycoconjugates incubate together in the breast between the time of synthesis of milk and the next feed, and during storage of expressed milk. The...Read More
J J Rack, A A Sonnenberg
Smoking predisposes to peptic ulcer. Bound N-acetylneuraminic acid (NANA) is an essential constituent of mucus. In order to examine whether smoking changes gastric mucus secretion, the concentration o...Read More
W W Domschke, G G Lux, S S Domschke
In each of 7 healthy volunteers, the new furan H2-antagonist ranitidine (0.125, 0.25, 0.5, and 1.0 mg . kg-1 . hr-1) or the imidazole derivative cimetidine or normal saline were intravenously infused ...Read More
J J Baumk?tter, M M Cantz, K K Mendla, W W Baumann, H H Friebolin, J J Gehler, J J Spranger
Increased amounts of free sialic acid were found in body fluids, leukocytes, cultured fibroblasts, and liver tissue of a four-year-old boy with mental retardation, ataxia, and clinical and radiologic ...Read More
R E RE Loomis, A A Prakobphol, M J MJ Levine, M S MS Reddy, P C PC Jones
A high-molecular-weight mucin-glycoprotein (MG1) was isolated from human submandibular-sublingual saliva and was comprised of 14.9% protein, 29.0% N-acetylglucosamine, 9.4% N-acetylgalactosamine, 10.5...Read More
J D JD Bell, J C JC Brown, J K JK Nicholson, P J PJ Sadler
Broad resonances at 2.04 and 2.08 ppm in 500 MHz Hahn spin-echo 1H NMR spectra of human blood plasma are assigned to the N-acetyl groups of mobile carbohydrate side-chains (largely N-acetylglucosamine...Read More
D D Riebe, W W Thorn
The influence of carbohydrate moieties of transferrin (Tf) on the determination of its molecular mass (MM) by polyacrylamide gradient gel electrophoresis (PAGGE) was investigated. Iron-free native hum...Read More
H H Watzlawick, M T MT Walsh, I I Ehrhard, H S HS Slayter, H H Haupt, H G HG Schwick, G W GW Jourdian, S S Hase, K K Schmid, R R Brossmer
Galactoglycoprotein is a unique human plasma protein [76% carbohydrate (23% N-acetylneuraminic acid, 20% galactose, 3% mannose, 1% fucose and 29% N-acetylgalactosamine plus N-acetylglucosamine) and 24...Read More
Karina P KP Gopaul, Martin A MA Crook
The global burden posed by cardiovascular disease (CVD), due to a rising incidence of known risk factors, underlines an urgent need to identify other potential risk factors. Sialic acid (SA), an abund...Read More
Eric R Vimr, Kathryn A Kalivoda, Eric L Deszo, Susan M Steenbergen
Sialic acids are structurally unique nine-carbon keto sugars occupying the interface between the host and commensal or pathogenic microorganisms. An important function of host sialic acid is to regula...Read More
P P Weiss, F F Tietze, W A WA Gahl, R R Seppala, G G Ashwell
Sialuria is a rare inborn error of metabolism, the hallmarks of which are moderate developmental retardation, coarse facial features, and an enormous amount of free N-acetylneuraminic acid (sialic aci...Read More
D D Nakata, A K AK Münster, R R Gerardy-Schahn, N N Aoki, T T Matsuda, K K Kitajima
2-keto-3-deoxy-D-glycero-D-galacto-nononic acid (KDN) is a sialic acid (Sia) that is ubiquitously expressed in vertebrates during normal development and tumorigenesis. Its expression is thought to be ...Read More
F F Dall'Olio
Sialylation represents one of the most frequently occurring terminations of the oligosaccharide chains of glycoproteins and glycolipids. Sialic acid is commonly found alpha2,3- or alpha2,6-linked to g...Read More
O T OT Keppler, R R Horstkorte, M M Pawlita, C C Schmidt, W W Reutter
N-Acetylneuraminic acid is the most prominent sialic acid in eukaryotes. The structural diversity of sialic acid is exploited by viruses, bacteria, and toxins and by the sialoglycoproteins and sialogl...Read More
A A Brusque, L L Rotta, L F LF Pettenuzzo, D D Junqueira, C V CV Schwarzbold, A T AT Wyse, C M CM Wannmacher, C S CS Dutra-Filho, M M Wajner
Levels of methylmalonic acid (MMA) comparable to those of human methylmalonic acidemia were achieved in blood (2-2.5 mmol/l) and brain (1.35 umol/g) of rats by administering buffered MMA, pH 7.4, subc...Read More
G G Tettamanti, R R Bassi, P P Viani, L L Riboni
In this review, the focus is on the role of salvage pathways in glycosphingolipid, particularly, ganglioside metabolism. Ganglioside de novo biosynthesis, that begins with the formation of ceramide an...Read More
A Sonnenberg, U Steinkamp, A Weise, W Berges, M Wienbeck, H G Rohner, P Peter
It has been speculated that impaired salivary flow and contents contribute to abnormal acid clearance in patients with reflux esophagitis. To test this hypothesis, salivary secretion of volume, bicarb...Read More
D J DJ McGee, R F RF Rest
Strain F62 of Neisseria gonorrhoeae gonococci (GC) is sensitive to normal human serum unless CMP-N-acetylneuraminic acid (CMP-NANA) is present. NANA is transferred primarily to a 4.5-kDa lipooligosacc...Read More
S KELM, R SCHAUER
Sialic acids (Sias) are terminal components of many glycoproteins and glycolipids especially of higher animals. In this exposed position they contribute significantly to the structural properties of t...Read More