Determine the necessary mass, volume, or concentration for preparing a solution.
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 18 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | C(C(C(C(C(=O)CO)O)O)O)O |
|---|---|
| IUPAC Name | (3S,4S,5R)-1,3,4,5,6-pentahydroxyhexan-2-one |
| InChIKey | BJHIKXHVCXFQLS-PQLUHFTBSA-N |
| 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 |
| 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= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| 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 |
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| 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 |
| 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, [PMID:] [10.1002/adfm.202315668] |
| 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, [PMID:] [10.1016/j.cej.2022.137089] |
| 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, [PMID:] [10.1016/j.jfoodeng.2022.111064] |
| 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, [PMID:33460816] [10.1016/j.nbt.2021.01.003] |
| 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). [PMID:32970749] [10.1371/journal.pone.0239632] |
| 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). [PMID:32617845] [10.1007/s12010-020-03380-0] |
| 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, [PMID:32105844] [10.1016/j.biortech.2020.123010] |
| 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). [PMID:] [10.1039/C8GC00091C] |
| 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). [PMID:38890956] [10.3390/foods13111727] |
| 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, [PMID:] [10.1016/j.mcat.2024.114439] |
| 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). [PMID:39869614] [10.1371/journal.pone.0317825] |
| 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, [PMID:] [10.1016/j.jff.2024.106222] |
| 13. Zepeng Li, Runmin Wang, Xiantai Lai, Wenyi Liao, Runfeng Liao, Zhuohong Wu, Guoyan Zhang, Xianghui Qi. (2025) Enabling Stable Recycling of L-Arabinose Isomerase Through Whole-Cell Immobilization for Efficient and Cost-Effective D-Tagatose Production. Foods, 14 (9): (1538). [PMID:40361621] [10.3390/foods14091538] |
| 14. Yan Wen, Yan Zhang, Na Lü, Zehui Xuan, Lili Lu. (2025) Conversion of D-galactose and guar gum hydrolysate to D-tagatose using L-arabinose isomerase immobilized in sodium alginate-silica hydrogel. FOOD HYDROCOLLOIDS, [PMID:] [10.1016/j.foodhyd.2025.111617] |
| 15. Zhou Chen, Yuhan Yan, Ziang Wu, Yanyin Song, Jiangqi Xu. (2025) Expression and Characterization of L-Arabinose Isomerase and Its Enzymatic Recycling of the Expired Milk. Foods, 14 (11): (1873). [PMID:40509401] [10.3390/foods14111873] |
| 16. Le Wang, Houzhen Lu, Haitao Gui, Zifu Ni, Zhongke Sun, Zihua Wang, Zhihua Wang, Xuanyan Liu, Qipeng Yuan. (2025) D-Tagatose attenuates DSS-induced ulcerative colitis by inhibiting inflammation, reducing intestinal barrier damage and modulating the intestinal flora composition. Food & Function, [PMID:40528436] [10.1039/D4FO06475E] |
| 17. Yun Liu, Zhina Qiao, Hengwei Zhang, Xian Zhang, Yanan Li, Zhiming Rao. (2025) Efficient one-step conversion of low-cost lactose to high-yield D-tagatose in Corynebacterium glutamicum using L-arabinose isomerase. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:41475642] [10.1016/j.ijbiomac.2025.149966] |
| 18. Jing Zhang, Liqiang Yan, Huihui Su, Xiaoyang Ou, Tao Xiong, Mingyong Xie, Fei Peng. (2026) Construction of dual-enzyme hybrid nanoflowers by protein self-assembly and biomineralization for efficient biosynthesis of d-tagatose. BIORESOURCE TECHNOLOGY, [PMID:] [10.1016/j.biortech.2026.134347] |