Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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Synonyms | 131-48-6 | N-acetyl-beta-neuraminic acid | N-acetylneuramic acid | N-Acetyl-D-neuraminic acid | Lactaminic acid | NANA | 5-N-ACETYL-BETA-D-NEURAMINIC ACID | beta-Neu5Ac | BETA-SIALIC ACID | (2S,4S,5R,6R)-5-Acetamido-2,4-dihydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydr |
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Specifications & Purity | 10mM in DMSO |
Storage Temp | Store at -80°C |
Shipped In | Ice chest + Ice pads |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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IUPAC Name | (2S,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid |
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INCHI | 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 |
InChi Key | SQVRNKJHWKZAKO-PFQGKNLYSA-N |
Canonical SMILES | CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)O)O |
Isomeric SMILES | CC(=O)N[C@@H]1[C@H](C[C@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)O)O |
WGK Germany | 3 |
PubChem CID | 445063 |
Molecular Weight | 309.27 |
Beilstein | 1716283 |
Reaxy-Rn | 1716283 |
Enter Lot Number to search for COA:
Sensitivity | Moisture &air & heat sensitive |
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Specific Rotation[α] | -32 ° (C=1, H2O) |
Melt Point(°C) | 192-194°C |
Pictogram(s) | GHS07 |
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Signal | Warning |
Hazard Statements | H319:Causes serious eye irritation |
Precautionary Statements | P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. |
WGK Germany | 3 |
Reaxy-Rn | 1716283 |
Merck Index | 8484 |
1. Jiahao Hu, Yuchan You, Luwen Zhu, Jucong Zhang, Yanling Song, Jingyi Lu, Xinyi Xu, Xiaochuan Wu, Xiajie Huang, Xiaoling Xu, Yongzhong Du. (2023) Sialic Acid-Functionalized Pyroptosis Nanotuner for Epigenetic Regulation and Enhanced Cancer Immunotherapy. Small, (15): (2306905). [PMID:37880861] |
2. Guan Hanxiao, Xie Chen, Cao Yuqi, Huang Pingjie, Hou Dibo, Zhang Guangxin. (2023) Qualitative Identification of Sialic Acid Content Based on Terahertz Time-Domain Spectroscopy. Journal of Infrared Millimeter and Terahertz Waves, 44 (9): (780-794). [PMID:18997780] |
3. Li Huixin, Xu Yanpeng, Wang Yang, Cui Yihao, Lin Jiake, Zhou Yuemin, Tang Shuling, Zhang Ying, Hao Haibin, Nie Zihao, Wang Xiaoyu, Tang Ruikang. (2023) Material-engineered bioartificial microorganisms enabling efficient scavenging of waterborne viruses. Nature Communications, 14 (1): (1-13). [PMID:37537158] |
4. Shiwei Liu, Shuang Han, Yuzhuo Song, Ruonan Sun, Le Zhao, Chen Yan. (2023) Disulfide-Bridged Dendritic Organosilicas-Based Biodegradable Molecularly Imprinted Polymers for Multiple Targeting and pH/Redox-Responsive Drug Release toward Chemical/Photodynamic Synergistic Tumor Therapy. Advanced Healthcare Materials, 12 (20): (2300184). [PMID:36943098] |
5. Liu Quanzhen, Wei Guoguang, Yang Pengfan, Wang Chengyong, Chen Kequan, Ouyang Pingkai, Zhang Alei. (2023) One-pot biosynthesis of N-acetylneuraminic acid from chitin via combination of chitin-degrading enzymes, N-acetylglucosamine-2-epimerase, and N-neuraminic acid aldolase. Frontiers in Microbiology, 14 [PMID:37025634] |
6. Huihui Yang, Xiaosen Bai, Baolong Feng, Qinghua Wang, Li Meng, Fengzhong Wang, Yutang Wang. (2023) Application of Molecular Transformer approach for predicting the potential reactions to generate advanced glycation end products in infant formula. FOOD CHEMISTRY, 407 (135143). [PMID:36516683] |
7. Rufeng Zhu, Yuedan Wang, Yang Tao, Yao Wang, Yuanli Chen, Mufang Li, Qiongzhen Liu, Liyan Yang, Dong Wang. (2022) Layer-by-layer assembly of composite conductive fiber-based organic electrochemical transistor for highly sensitive detection of sialic acid. ELECTROCHIMICA ACTA, 425 (140716). [PMID:] |
8. Qiang Chen, Chunjing Guo, Xiudi Zhou, Yanguo Su, Huimin Guo, Min Cao, Jing Li, Yue Zhang, Weiyi Zhao, Xin Gao, Shuqi Mi, Daquan Chen. (2022) N-acetylneuraminic acid and chondroitin sulfate modified nanomicelles with ROS-sensitive H2S donor via targeting E-selectin receptor and CD44 receptor for the efficient therapy of atherosclerosis. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 211 (259). [PMID:35513096] |
9. Shuang Han, Yuzhuo Song, Shiwei Liu, Le Zhao, Ruonan Sun. (2022) Dual responsive molecularly imprinted polymers based on UiO-66-DOX for selective targeting tumor cells and controlled drug release. EUROPEAN POLYMER JOURNAL, 171 (111219). [PMID:] |
10. Zeng Jiaxin, Meng Yuan, Chen Shi-Yi, Zhao Gaofeng, Wang Lianchun, Zhang En-Xin, Qiu Hong. (2022) Structural characteristics of Heparan sulfate required for the binding with the virus processing Enzyme Furin. GLYCOCONJUGATE JOURNAL, 39 (3): (315-325). [PMID:34699015] |
11. Zhang Xin, Wang Chen, Han Qing, Chen Xuan, Li Guoyun, Yu Guangli. (2021) Highly sialylated mucin-type glycopeptide from porcine intestinal mucosa after heparin extraction: O-glycan profiling and immunological activity evaluation. GLYCOCONJUGATE JOURNAL, 38 (5): (527-537). [PMID:34480673] |
12. Xi Lin, Chunsheng Xiao, Ling Ling, Liming Guo, Xinhua Guo. (2021) A dual-mode reactive matrix for sensitive and quantitative analysis of carbohydrates by MALDI-TOF MS. TALANTA, 235 (122792). [PMID:34517650] |
13. Junyang Chen, Shan Jiang, Mengke Wang, Xiaolei Xie, Xingguang Su. (2021) Self-assembled dual-emissive nanoprobe with metal−organic frameworks as scaffolds for enhanced ascorbic acid and ascorbate oxidase sensing. SENSORS AND ACTUATORS B-CHEMICAL, 339 (129910). [PMID:] |
14. Fan Kai, Lu Chengying, Shu Gaofeng, Lv Xiu-Ling, Qiao Enqi, Zhang Nannan, Chen Minjiang, Song Jingjing, Wu Fazong, Zhao Zhongwei, Xu Xiaoling, Xu Min, Chen Chunmiao, Yang Weibin, Sun Jihong, Du Yongzhong, Ji Jiansong. (2021) Sialic acid-engineered mesoporous polydopamine dual loaded with ferritin gene and SPIO for achieving endogenous and exogenous synergistic T2-weighted magnetic resonance imaging of HCC. JOURNAL OF NANOBIOTECHNOLOGY, 19 (1): (1-17). [PMID:33731140] |
15. Feiyang Jin, Jing Qi, Minxia Zhu, Di Liu, Yuchan You, Gaofeng Shu, Yan Du, Jun Wang, Hui Yu, Mingchen Sun, Xiaoling Xu, Qiying Shen, Xiaoying Ying, Jiansong Ji, Yongzhong Du. (2020) NIR-Triggered Sequentially Responsive Nanocarriers Amplified Cascade Synergistic Effect of Chemo-Photodynamic Therapy with Inspired Antitumor Immunity. ACS Applied Materials & Interfaces, 12 (29): (32372–32387). [PMID:32597641] |
16. Nian Cao, Faqiong Zhao, Baizhao Zeng. (2020) A novel ratiometric molecularly imprinted electrochemiluminescence sensor for sensitive and selective detection of sialic acid based on PEI-CdS quantum dots as anodic coreactant and cathodic luminophore. SENSORS AND ACTUATORS B-CHEMICAL, 313 (128042). [PMID:] |
17. Jinmin Wang, Limin Zhao, Bing Yan. (2020) Indicator Displacement Assay Inside Dye-Functionalized Covalent Organic Frameworks for Ultrasensitive Monitoring of Sialic Acid, an Ovarian Cancer Biomarker. ACS Applied Materials & Interfaces, 12 (11): (12990–12997). [PMID:32106673] |
18. Xiang-Nan He, Ya-Ning Wang, Yue Wang, Zhang-Run Xu. (2020) Accurate quantitative detection of cell surface sialic acids with a background-free SERS probe. TALANTA, 209 (120579). [PMID:31892066] |
19. Xiao-Juan Wang, Gao-Feng Shu, Xiao-Ling Xu, Chen-Han Peng, Chen-Ying Lu, Xing-Yao Cheng, Xiang-Chao Luo, Jie Li, Jing Qi, Xu-Qi Kang, Fei-Yang Jin, Min-Jiang Chen, Xiao-Ying Ying, Jian You, Yong-Zhong Du, Jian-Song Ji. (2019) Combinational protective therapy for spinal cord injury medicated by sialic acid-driven and polyethylene glycol based micelles. BIOMATERIALS, 217 (119326). [PMID:31288173] |
20. Shaomei Xu, Songtian Che, Pinyi Ma, Fangmei Zhang, Longbin Xu, Xin Liu, Xinghua Wang, Daqian Song, Ying Sun. (2019) One-step fabrication of boronic-acid-functionalized carbon dots for the detection of sialic acid. TALANTA, 197 (548). [PMID:30771974] |
21. Feiyang Jin, Di Liu, Hui Yu, Jing Qi, Yuchan You, Xiaoling Xu, Xuqi Kang, Xiaojuan Wang, Kongjun Lu, Xiaoying Ying, Jian You, Yongzhong Du, Jiansong Ji. (2019) Sialic Acid-Functionalized PEG–PLGA Microspheres Loading Mitochondrial-Targeting-Modified Curcumin for Acute Lung Injury Therapy. MOLECULAR PHARMACEUTICS, 16 (1): (71–85). [PMID:30431285] |
22. Jing-Bo Hu, Di Liu, Jing Qi, Kong-jun Lu, Fei-yang Jin, Xiao-Ying Ying, Jian You, Yong-Zhong Du. (2018) An E-selectin targeting and MMP-2-responsive dextran–curcumin polymeric prodrug for targeted therapy of acute kidney injury. Biomaterials Science, 6 (12): (3397-3409). [PMID:30371703] |
23. Lingbo Sun, Hongxia Fu, Yanru Li, Xinrui Duan, Zhengping Li. (2016) Rapid Recognition and Isolation of Live Colon Cancer Stem Cells by Using Metabolic Labeling of Azido Sugar and Magnetic Beads. ANALYTICAL CHEMISTRY, 88 (7): (3953–3958). [PMID:26937691] |
24. Tiantian Yin, Licong Yang, Yanan Liu, Xianbo Zhou, Jing Sun, Jie Liu. (2015) Sialic acid (SA)-modified selenium nanoparticles coated with a high blood–brain barrier permeability peptide-B6 peptide for potential use in Alzheimer’s disease. Acta Biomaterialia, 25 (172). [PMID:26143603] |
25. Qianyun Fu,Guoyun Li,Chen Wang,Ya Wang,Qinying Li,Jiejie Hao,Guangli Yu. (2019-04-10) Profiling and Structural Characterization of High Neu5Gc or Sulfate-containing O-glycans from Hyla Rabbit Intestinal Mucin.. Molecules (Basel, Switzerland), 24 ((7)): [PMID:30959980] |
1. Jiahao Hu, Yuchan You, Luwen Zhu, Jucong Zhang, Yanling Song, Jingyi Lu, Xinyi Xu, Xiaochuan Wu, Xiajie Huang, Xiaoling Xu, Yongzhong Du. (2023) Sialic Acid-Functionalized Pyroptosis Nanotuner for Epigenetic Regulation and Enhanced Cancer Immunotherapy. Small, (15): (2306905). [PMID:37880861] |
2. Guan Hanxiao, Xie Chen, Cao Yuqi, Huang Pingjie, Hou Dibo, Zhang Guangxin. (2023) Qualitative Identification of Sialic Acid Content Based on Terahertz Time-Domain Spectroscopy. Journal of Infrared Millimeter and Terahertz Waves, 44 (9): (780-794). [PMID:18997780] |
3. Li Huixin, Xu Yanpeng, Wang Yang, Cui Yihao, Lin Jiake, Zhou Yuemin, Tang Shuling, Zhang Ying, Hao Haibin, Nie Zihao, Wang Xiaoyu, Tang Ruikang. (2023) Material-engineered bioartificial microorganisms enabling efficient scavenging of waterborne viruses. Nature Communications, 14 (1): (1-13). [PMID:37537158] |
4. Shiwei Liu, Shuang Han, Yuzhuo Song, Ruonan Sun, Le Zhao, Chen Yan. (2023) Disulfide-Bridged Dendritic Organosilicas-Based Biodegradable Molecularly Imprinted Polymers for Multiple Targeting and pH/Redox-Responsive Drug Release toward Chemical/Photodynamic Synergistic Tumor Therapy. Advanced Healthcare Materials, 12 (20): (2300184). [PMID:36943098] |
5. Liu Quanzhen, Wei Guoguang, Yang Pengfan, Wang Chengyong, Chen Kequan, Ouyang Pingkai, Zhang Alei. (2023) One-pot biosynthesis of N-acetylneuraminic acid from chitin via combination of chitin-degrading enzymes, N-acetylglucosamine-2-epimerase, and N-neuraminic acid aldolase. Frontiers in Microbiology, 14 [PMID:37025634] |
6. Huihui Yang, Xiaosen Bai, Baolong Feng, Qinghua Wang, Li Meng, Fengzhong Wang, Yutang Wang. (2023) Application of Molecular Transformer approach for predicting the potential reactions to generate advanced glycation end products in infant formula. FOOD CHEMISTRY, 407 (135143). [PMID:36516683] |
7. Rufeng Zhu, Yuedan Wang, Yang Tao, Yao Wang, Yuanli Chen, Mufang Li, Qiongzhen Liu, Liyan Yang, Dong Wang. (2022) Layer-by-layer assembly of composite conductive fiber-based organic electrochemical transistor for highly sensitive detection of sialic acid. ELECTROCHIMICA ACTA, 425 (140716). [PMID:] |
8. Qiang Chen, Chunjing Guo, Xiudi Zhou, Yanguo Su, Huimin Guo, Min Cao, Jing Li, Yue Zhang, Weiyi Zhao, Xin Gao, Shuqi Mi, Daquan Chen. (2022) N-acetylneuraminic acid and chondroitin sulfate modified nanomicelles with ROS-sensitive H2S donor via targeting E-selectin receptor and CD44 receptor for the efficient therapy of atherosclerosis. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 211 (259). [PMID:35513096] |
9. Shuang Han, Yuzhuo Song, Shiwei Liu, Le Zhao, Ruonan Sun. (2022) Dual responsive molecularly imprinted polymers based on UiO-66-DOX for selective targeting tumor cells and controlled drug release. EUROPEAN POLYMER JOURNAL, 171 (111219). [PMID:] |
10. Zeng Jiaxin, Meng Yuan, Chen Shi-Yi, Zhao Gaofeng, Wang Lianchun, Zhang En-Xin, Qiu Hong. (2022) Structural characteristics of Heparan sulfate required for the binding with the virus processing Enzyme Furin. GLYCOCONJUGATE JOURNAL, 39 (3): (315-325). [PMID:34699015] |
11. Zhang Xin, Wang Chen, Han Qing, Chen Xuan, Li Guoyun, Yu Guangli. (2021) Highly sialylated mucin-type glycopeptide from porcine intestinal mucosa after heparin extraction: O-glycan profiling and immunological activity evaluation. GLYCOCONJUGATE JOURNAL, 38 (5): (527-537). [PMID:34480673] |
12. Xi Lin, Chunsheng Xiao, Ling Ling, Liming Guo, Xinhua Guo. (2021) A dual-mode reactive matrix for sensitive and quantitative analysis of carbohydrates by MALDI-TOF MS. TALANTA, 235 (122792). [PMID:34517650] |
13. Junyang Chen, Shan Jiang, Mengke Wang, Xiaolei Xie, Xingguang Su. (2021) Self-assembled dual-emissive nanoprobe with metal−organic frameworks as scaffolds for enhanced ascorbic acid and ascorbate oxidase sensing. SENSORS AND ACTUATORS B-CHEMICAL, 339 (129910). [PMID:] |
14. Fan Kai, Lu Chengying, Shu Gaofeng, Lv Xiu-Ling, Qiao Enqi, Zhang Nannan, Chen Minjiang, Song Jingjing, Wu Fazong, Zhao Zhongwei, Xu Xiaoling, Xu Min, Chen Chunmiao, Yang Weibin, Sun Jihong, Du Yongzhong, Ji Jiansong. (2021) Sialic acid-engineered mesoporous polydopamine dual loaded with ferritin gene and SPIO for achieving endogenous and exogenous synergistic T2-weighted magnetic resonance imaging of HCC. JOURNAL OF NANOBIOTECHNOLOGY, 19 (1): (1-17). [PMID:33731140] |
15. Feiyang Jin, Jing Qi, Minxia Zhu, Di Liu, Yuchan You, Gaofeng Shu, Yan Du, Jun Wang, Hui Yu, Mingchen Sun, Xiaoling Xu, Qiying Shen, Xiaoying Ying, Jiansong Ji, Yongzhong Du. (2020) NIR-Triggered Sequentially Responsive Nanocarriers Amplified Cascade Synergistic Effect of Chemo-Photodynamic Therapy with Inspired Antitumor Immunity. ACS Applied Materials & Interfaces, 12 (29): (32372–32387). [PMID:32597641] |
16. Nian Cao, Faqiong Zhao, Baizhao Zeng. (2020) A novel ratiometric molecularly imprinted electrochemiluminescence sensor for sensitive and selective detection of sialic acid based on PEI-CdS quantum dots as anodic coreactant and cathodic luminophore. SENSORS AND ACTUATORS B-CHEMICAL, 313 (128042). [PMID:] |
17. Jinmin Wang, Limin Zhao, Bing Yan. (2020) Indicator Displacement Assay Inside Dye-Functionalized Covalent Organic Frameworks for Ultrasensitive Monitoring of Sialic Acid, an Ovarian Cancer Biomarker. ACS Applied Materials & Interfaces, 12 (11): (12990–12997). [PMID:32106673] |
18. Xiang-Nan He, Ya-Ning Wang, Yue Wang, Zhang-Run Xu. (2020) Accurate quantitative detection of cell surface sialic acids with a background-free SERS probe. TALANTA, 209 (120579). [PMID:31892066] |
19. Xiao-Juan Wang, Gao-Feng Shu, Xiao-Ling Xu, Chen-Han Peng, Chen-Ying Lu, Xing-Yao Cheng, Xiang-Chao Luo, Jie Li, Jing Qi, Xu-Qi Kang, Fei-Yang Jin, Min-Jiang Chen, Xiao-Ying Ying, Jian You, Yong-Zhong Du, Jian-Song Ji. (2019) Combinational protective therapy for spinal cord injury medicated by sialic acid-driven and polyethylene glycol based micelles. BIOMATERIALS, 217 (119326). [PMID:31288173] |
20. Shaomei Xu, Songtian Che, Pinyi Ma, Fangmei Zhang, Longbin Xu, Xin Liu, Xinghua Wang, Daqian Song, Ying Sun. (2019) One-step fabrication of boronic-acid-functionalized carbon dots for the detection of sialic acid. TALANTA, 197 (548). [PMID:30771974] |
21. Feiyang Jin, Di Liu, Hui Yu, Jing Qi, Yuchan You, Xiaoling Xu, Xuqi Kang, Xiaojuan Wang, Kongjun Lu, Xiaoying Ying, Jian You, Yongzhong Du, Jiansong Ji. (2019) Sialic Acid-Functionalized PEG–PLGA Microspheres Loading Mitochondrial-Targeting-Modified Curcumin for Acute Lung Injury Therapy. MOLECULAR PHARMACEUTICS, 16 (1): (71–85). [PMID:30431285] |
22. Jing-Bo Hu, Di Liu, Jing Qi, Kong-jun Lu, Fei-yang Jin, Xiao-Ying Ying, Jian You, Yong-Zhong Du. (2018) An E-selectin targeting and MMP-2-responsive dextran–curcumin polymeric prodrug for targeted therapy of acute kidney injury. Biomaterials Science, 6 (12): (3397-3409). [PMID:30371703] |
23. Lingbo Sun, Hongxia Fu, Yanru Li, Xinrui Duan, Zhengping Li. (2016) Rapid Recognition and Isolation of Live Colon Cancer Stem Cells by Using Metabolic Labeling of Azido Sugar and Magnetic Beads. ANALYTICAL CHEMISTRY, 88 (7): (3953–3958). [PMID:26937691] |
24. Tiantian Yin, Licong Yang, Yanan Liu, Xianbo Zhou, Jing Sun, Jie Liu. (2015) Sialic acid (SA)-modified selenium nanoparticles coated with a high blood–brain barrier permeability peptide-B6 peptide for potential use in Alzheimer’s disease. Acta Biomaterialia, 25 (172). [PMID:26143603] |
25. Qianyun Fu,Guoyun Li,Chen Wang,Ya Wang,Qinying Li,Jiejie Hao,Guangli Yu. (2019-04-10) Profiling and Structural Characterization of High Neu5Gc or Sulfate-containing O-glycans from Hyla Rabbit Intestinal Mucin.. Molecules (Basel, Switzerland), 24 ((7)): [PMID:30959980] |