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Basic Description
| Synonyms | 1811-31-0 | N-((2R,3R,4R,5R)-3,4,5,6-Tetrahydroxy-1-oxohexan-2-yl)acetamide | D-Galactose, 2-(acetylamino)-2-deoxy- | rel-N-Acetyl-D-galactosamine | N-[(2R,3R,4R,5R)-3,4,5,6-tetrahydroxy-1-oxohexan-2-yl]acetamide | 833755V695 | UNII-833755V695 | Galactosamine, N-acetyl |
|---|---|
| Specifications & Purity | 10mM in DMSO |
| Storage Temp | Store at -80°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Product Description |
N-Acetyl-D-galactosamine (GalNAc), an aminosugar, is a component of many O-linked and N-linked glycan structures. As UDP-GalNAc, GalNAc is the intial O-linked sugar to many serine and threonine residues in protein glycosylations. D-N-Acetylgalactosamine is an endogenous metabolite. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Organic oxygen compounds
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Class
Organooxygen compounds
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Subclass
Carbohydrates and carbohydrate conjugates
- Level5 Monosaccharides
- Level6 Hexoses
- Level5 Monosaccharides
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Subclass
Carbohydrates and carbohydrate conjugates
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Class
Organooxygen compounds
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Superclass
Organic oxygen compounds
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic oxygen compounds |
| Class | Organooxygen compounds |
| Subclass | Carbohydrates and carbohydrate conjugates |
| Intermediate Tree Nodes | Monosaccharides |
| Direct Parent | Hexoses |
| Alternative Parents | Aminosaccharides Beta-hydroxy aldehydes Acetamides Secondary carboxylic acid amides Secondary alcohols Polyols Primary alcohols Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Hexose monosaccharide - Amino saccharide - Beta-hydroxy aldehyde - Acetamide - Carboxamide group - Secondary alcohol - Secondary carboxylic acid amide - Carboxylic acid derivative - Polyol - Aldehyde - Organonitrogen compound - Organic oxide - Alcohol - Organopnictogen compound - Carbonyl group - Organic nitrogen compound - Primary alcohol - Hydrocarbon derivative - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. |
| External Descriptors | Not available |
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Names and Identifiers
| IUPAC Name | N-[(2R,3R,4R,5R)-3,4,5,6-tetrahydroxy-1-oxohexan-2-yl]acetamide |
|---|---|
| INCHI | InChI=1S/C8H15NO6/c1-4(12)9-5(2-10)7(14)8(15)6(13)3-11/h2,5-8,11,13-15H,3H2,1H3,(H,9,12)/t5-,6+,7+,8-/m0/s1 |
| InChIKey | MBLBDJOUHNCFQT-OSMVPFSASA-N |
| Smiles | CC(=O)NC(C=O)C(C(C(CO)O)O)O |
| Isomeric SMILES | CC(=O)N[C@@H](C=O)[C@H]([C@H]([C@@H](CO)O)O)O |
| WGK Germany | 3 |
| Alternate CAS | 14215-68-0 |
| Molecular Weight | 221.21 |
| Beilstein | 2331340 |
| Reaxy-Rn | 22143285 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=22143285&ln= |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
| Sensitivity | light sensitive;Hygroscopic |
|---|---|
| Melt Point(°C) | 140-165°C |
| Molecular Weight | 221.210 g/mol |
| XLogP3 | -3.400 |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 6 |
| Exact Mass | 221.09 Da |
| Monoisotopic Mass | 221.09 Da |
| Topological Polar Surface Area | 127.000 Ų |
| Heavy Atom Count | 15 |
| Formal Charge | 0 |
| Complexity | 221.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
Citations of This Product
| 1. Yanan Wang, Huichao Wei, Keyang Li, Liru Liu, Yingfei Zhu, Xinyuan Wang, Jiahui Yan, Liangmin Yu, Xuefeng Yan, Zhiyu He. (2024) Ros-responsive dextran-phenylboronic acid-silibinin nanoparticles for targeting delivery of BAPTA-AM to effectively eliminate calcium overload-mediated inflammatory cascades and mitochondrial apoptosis: Alleviating acute liver injury. CHEMICAL ENGINEERING JOURNAL, 480 (148283). |
| 2. 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). |
| 3. Liu Jing, Xu Mingze, Zhang Tingsong, Chu Xueying, Shi Kaixi, Li Jinhua. (2023) Al/TiO2 composite as a photocatalyst for the degradation of organic pollutants. ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH, 30 (4): (9738-9748). |
| 4. Chunyan Yang, Zixuan Guan, Xincheng Pang, Zengqi Tan, Xiaomin Yang, Xiang Li, Feng Guan. (2022) Desialylated Mesenchymal Stem Cells-Derived Extracellular Vesicles Loaded with Doxorubicin for Targeted Inhibition of Hepatocellular Carcinoma. Cells, 11 (17): (2642). |
| 5. Han Xu, Ninghua Fu, Jie Zheng, Muhammad Sohail, Xing Zhang. (2022) Mn-doped bimetallic synergistic catalysis boosts for enzymatic phosphorylation of N-Acetylglucosamine/ N-Acetylgalactosamine and their derivatives. BIOORGANIC CHEMISTRY, 128 (106041). |
| 6. Yan Ma, Na Gao, Zhichuang Zuo, Shanni Li, Wenqi Zheng, Xiang Shi, Qipei Liu, Ting Ma, Ronghua Yin, Xian Li, Jinhua Zhao. (2021) Five distinct fucan sulfates from sea cucumber Pattalus mollis: Purification, structural characterization and anticoagulant activities. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 186 (535). |
| 7. Xiang Shi, Ruowei Guan, Lutan Zhou, Zhichuang Zuo, Xuelin Tao, Pin Wang, Yanrong Zhou, Ronghua Yin, Longyan Zhao, Na Gao, Jinhua Zhao. (2021) Structural Characterization and Heparanase Inhibitory Activity of Fucosylated Glycosaminoglycan from Holothuria floridana. Marine Drugs, 19 (3): (162). |
| 8. Lizhen Chen, Jie Wu, Feng Yan, Huangxian Ju. (2021) A facile strategy for quantitative sensing of glycans on cell surface using organic electrochemical transistors. BIOSENSORS & BIOELECTRONICS, 175 (112878). |
| 9. Zhenjun Zhu, Xiuping Dong, Chunhong Yan, Chunqing Ai, Dayong Zhou, Jingfeng Yang, Hui Zhang, Xiaoling Liu, Shuang Song, Hang Xiao, Beiwei Zhu. (2019) Structural Features and Digestive Behavior of Fucosylated Chondroitin Sulfate from Sea Cucumbers Stichopus japonicus. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 67 (37): (10534–10542). |
| 10. Lijing Nan, Jiao Li, Wanjun Jin, Ming Wei, Mengjun Tang, Chengjian Wang, Guiping Gong, Linjuan Huang, Ying Zhang, Zhongfu Wang. (2019) Comprehensive quali-quantitative profiling of neutral and sialylated O-glycome by mass spectrometry based on oligosaccharide metabolic engineering and isotopic labeling. RSC Advances, 9 (28): (15694-15702). |
| 11. Ruowei Guan, Yuan Peng, Lutan Zhou, Wenqi Zheng, Xixi Liu, Pin Wang, Qingxia Yuan, Na Gao, Longyan Zhao, Jinhua Zhao. (2019) Precise Structure and Anticoagulant Activity of Fucosylated Glycosaminoglycan from Apostichopus japonicus: Analysis of Its Depolymerized Fragments. Marine Drugs, 17 (4): (195). |
| 12. Longyan Zhao, Yujing Qin, Ruowei Guan, Wenqi Zheng, Jikai Liu, Jinhua Zhao. (2018) Digestibility of fucosylated glycosaminoglycan from sea cucumber and its effects on digestive enzymes under simulated salivary and gastrointestinal conditions. CARBOHYDRATE POLYMERS, 186 (217). |
| 13. Dong Yang, Xinchuan Zheng, Ning Wang, Shijun Fan, Yongjun Yang, Yongling Lu, Qian Chen, Xin Liu, Jiang Zheng. (2016) Kukoamine B promotes TLR4-independent lipopolysaccharide uptake in murine hepatocytes. Oncotarget, 7 (36): ( 57498–57513). |
| 14. Hua Nie,Bo Qiu,Qi-Xuan Yang,Ying Zhao,Xiao-Min Liu,Ying-Ting Zhang,Fu-Lin Liao,Sheng-Yuan Zhang. (2019-11-07) Effect of gal/GalNAc regioisomerism in galactosylated liposomes on asialoglycoprotein receptor-mediated hepatocyte-selective targeting in\xa0vivo.. Journal of liposome research, 31 ((1)): (79-89). |
| 15. Liu Qiannan, Lu Xiaoyan, Deng Yao, Zhang Han, Wei Rumeng, Li Hongrui, Feng Ying, Wei Juan, Ma Fang, Zhang Yan, Zou Xia. (2025) Global characterization of mouse testis O-glycoproteome landscape during spermatogenesis. Nature Communications, 16 (1): (1-17). |
| 16. Sun Yunze, Mi Zhuang, Chen Xiaoyu, Li Jian-Jun, Lu Jun, Shan Xinyan, Lu Xinghua, Du Yuguang. (2024) Identification of nine mammal monosaccharides by solid-state nanopores. Scientific Reports, 14 (1): (1-9). |
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