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Basic Description
| Synonyms | 87-81-0 | (3S,4S,5R)-1,3,4,5,6-pentahydroxyhexan-2-one | d-lyxo-hexulose | lyxo-2-Hexulose | 17598-81-1 | Tagatose, D- | Naturlose | keto-D-tagatose | Tagatose [NF] | CHEBI:47693 | T7A20Y888Y | Tagatose (NF) | REl-(3S,4S,5R)-1,3,4,5,6-pentahydroxyhexan-2-one | DL-Tagatose | Tagatose |
|---|---|
| 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. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Organic oxygen compounds
- 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 | Not available |
| Direct Parent | Monosaccharides |
| Alternative Parents | Beta-hydroxy ketones Acyloins Alpha-hydroxy ketones Secondary alcohols Polyols Primary alcohols Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Monosaccharide - Beta-hydroxy ketone - Acyloin - Alpha-hydroxy ketone - Secondary alcohol - Ketone - Polyol - Organic oxide - Hydrocarbon derivative - Primary alcohol - Carbonyl group - Alcohol - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as monosaccharides. These are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn. |
| External Descriptors | tagatose - D-tagatose |
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Associated Targets(non-human)
Hdac6
Histone deacetylase 6 (222 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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rep
Replicase polyprotein 1ab (378 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Names and Identifiers
| IUPAC Name | (3S,4S,5R)-1,3,4,5,6-pentahydroxyhexan-2-one |
|---|---|
| INCHI | InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5+,6-/m1/s1 |
| InChIKey | BJHIKXHVCXFQLS-PQLUHFTBSA-N |
| Smiles | C(C(C(C(C(=O)CO)O)O)O)O |
| Isomeric SMILES | C([C@H]([C@@H]([C@@H](C(=O)CO)O)O)O)O |
| WGK Germany | 3 |
| RTECS | WW1100000 |
| Molecular Weight | 180.16 |
| Beilstein | 1724555 |
| Reaxy-Rn | 2207947 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2207947&ln= |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
| Sensitivity | Hygroscopic |
|---|---|
| Specific Rotation[α] | -5.5 ° (C=1, H2O) |
| Melt Point(°C) | 130-135°C |
| Molecular Weight | 180.160 g/mol |
| XLogP3 | -3.200 |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 5 |
| Exact Mass | 180.063 Da |
| Monoisotopic Mass | 180.063 Da |
| Topological Polar Surface Area | 118.000 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 147.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| 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. Ting Zhang, Yuting Li, Xiaoming Lv, Shen Jiang, Shuang Jiang, Zhongqi Sun, Mingxu Zhang, Yang Li. (2023) Ultra-Sensitive and Unlabeled SERS Nanosheets for Specific Identification of Glucose in Body Fluids. ADVANCED FUNCTIONAL MATERIALS, (2315668). |
| 2. Zihao Wang, Mingming Wang, Xiaomei Lyu, Caiyun Wang, Yanjun Tong, Xiao Hua, Ruijin Yang. (2022) Recycling preparation of high-purity tagatose from galactose using one-pot boronate affinity adsorbent-based adsorption-Assisted isomerization and simultaneous purification. CHEMICAL ENGINEERING JOURNAL, 446 (137089). |
| 3. Haiying Chen, Peiwen Zhou, Chunfang Song, Guangyuan Jin, Lingjun Wei. (2022) An approach to manufacturing heat-stable and bloom-resistant chocolate by the combination of oleogel and sweeteners. JOURNAL OF FOOD ENGINEERING, 330 (111064). |
| 4. Wen-Bin Su, Fei-Long Li, Xue-Yong Li, Xiao-Man Fan, Rui-Jiang Liu, Ye-Wang Zhang. (2021) Using galactitol dehydrogenase coupled with water-forming NADH oxidase for efficient enzymatic synthesis of L-tagatose. New Biotechnology, 62 (18). |
| 5. Dongxian Li, Yanyan Zhang, Qingqian Guo, Xiaoquan Sun, Hao Zhang, Shun Wang, Zephania Birech, Jiandong Hu. (2020) An efficient LSPR method to quantitatively detect dimethoate: Development, characterization and evaluation. PLoS One, 15 (9): (e0239632). |
| 6. Guo Zongren, Long Liangkun, Ding Shaojun. (2020) Characterization of an L-Arabinose Isomerase from Bacillus velezensis and Its Application for L-Ribulose and L-Ribose Biosynthesis. APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY, 192 (3): (935-951). |
| 7. Guoyan Zhang, Hossain M. Zabed, Junhua Yun, Jiao Yuan, Yufei Zhang, Yang Wang, Xianghui Qi. (2020) Two-stage biosynthesis of D-tagatose from milk whey powder by an engineered Escherichia coli strain expressing L-arabinose isomerase from Lactobacillus plantarum. BIORESOURCE TECHNOLOGY, 305 (123010). |
| 8. Feng Sha, Yucong Zheng, Jiao Chen, Kequan Chen, Fei Cao, Ming Yan, Pingkai Ouyang. (2018) D-Tagatose manufacture through bio-oxidation of galactitol derived from waste xylose mother liquor. GREEN CHEMISTRY, 20 (10): (2382-2391). |
| 9. Chengyu Lu, Ziwei Chen, Yuvaraj Ravikumar, Guoyan Zhang, Xinrui Tang, Yufei Zhang, Mei Zhao, Wenjing Sun, Xianghui Qi. (2024) Improving Catalytic Efficiency of L-Arabinose Isomerase from Lactobacillus plantarum CY6 towards D-Galactose by Molecular Modification. Foods, 13 (11): (1727). |
| 10. Wenhao Xia, Shimeng Liu, Lihui Huang, Hao Wu, Tao Bai, Shanshan Wang, Fei Hao, Xiao Wang, Wen Wang. (2024) Reshaping the binding pocket of D-tagaturonate epimerase UxaE to improve the epimerization activity of C4-OH for enabling green synthesis of d-tagatose. Molecular Catalysis, 566 (114439). |
| 11. Yuanqiang Lv, Jie Chu, Xiaoxiao Zhang, Xuan Li, Aijiao Yin, on behalf of The Industrial Microbiology Laboratory. (2025) Synbiotics effects of d-tagatose and Lactobacillus rhamnosus GG on the inflammation and oxidative stress reaction of Gallus gallus based on the genus of cecal bacteria and their metabolites. PLoS One, 20 (1): (e0317825). |
| 12. Fang Shi, Yong-Sheng Gao, Shu-Mei Han, Huan Shi, Qing-Sheng Hou, Yang Gao, Xiao-Wen Wen, Zhen-Yu Zhu, Kai Liu, Wei-Peng Gong, Ben-Shi Wang, Xin Liu, Lei Zou. (2024) Targeting MLCK-MLC2 signaling pathway by tagatose alleviates dysregulated mitochondria-associated colonitis. Journal of Functional Foods, 117 (106222). |
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