D-(+)-Trehalose dihydrate - for plant cell culture, ≥99% , CAS No.6138-23-4

CAS: 6138-23-4 Cat. No.: T100013 Molecular Weight: 378.33 Beilstein Registry Number: 5322018 EC Number: 612-140-5

GRADE & PURITY Suitable for plant cell culture, ≥99%

Synonyms

D-(+)-Trehalose dihydrate, for microbiology, >=99.0% | TREHALOSE, DIHYDRATE | (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-3,4,5-triol;dihydrate | a-d-glucopyranosyl-a-d-glucopyranoside | DPVH

Storage

Room temperature,Argon charged,Desiccated

Shipped In

Normal

Overview

Trehalose is a non-reducing disaccharide, ubiquitously present in nature. It is used as a food preservative and also to retain enzymes, vaccines, cells and many other molecules. Trehalose is present as hemolymph sugar among the invertebrates.
D-(+)-Trehalose dihydrate has been used in a slow-freezing method for freezing rabbit oocytes. It has also been used in solid-surface vitrification (SSV) of in vitro-matured oocytes. It is suitable for use as a cryoprotectant in a variety of cell freezing media.

Specifications

Synonyms

D-(+)-Trehalose dihydrate, for microbiology, >=99.0% | TREHALOSE, DIHYDRATE | (2R, 3S, 4S, 5R, 6R)-2-(hydroxymethyl)-6-[(2R, 3R, 4S, 5S, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-3, 4, 5-triol;dihydrate | a-d-glucopyranosyl-a-d-glucopyranoside | DPVH

Specifications & Purity

for plant cell culture, ≥99%

Storage

Room temperature, Argon charged, Desiccated

Shipped In

Normal

Grade

Suitable for plant cell culture

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504757717
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504757717
• Canonical Smiles: [H]O[H].[H]O[H].OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-3,4,5-triol;dihydrate
• InChIKey: DPVHGFAJLZWDOC-PVXXTIHASA-N
• INCHI: 1S/C12H22O11.2H2O/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12;;/h3-20H,1-2H2;2*1H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-;;/m1../s1
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)O.O.O
• WGK Germany: 2
• Molecular Weight: 378.33
• Beilstein: 5322018
• Reaxy-Rn: 5322018
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5322018&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 O-glycosyl compounds

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: O-glycosyl compounds
• Alternative Parents: Disaccharides Oxanes Secondary alcohols Polyols Oxacyclic compounds Acetals Primary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: O-glycosyl compound - Disaccharide - Oxane - Secondary alcohol - Oxacycle - Organoheterocyclic compound - Polyol - Acetal - Organic oxide - Hydrocarbon derivative - Primary alcohol - Alcohol - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water, insoluble in ether
• Sensitivity: Hygroscopic.
• Specific Rotation[α]: 181 ° (C=7, H2O)
• Melt Point(°C): 97-99°C
• Molecular Weight: 378.330 g/mol
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 4
• Exact Mass: 378.137 Da
• Monoisotopic Mass: 378.137 Da
• Topological Polar Surface Area: 192.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 348.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 10
• 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: 3

XLogP3

References

1. Hui Peng, Xin Wang, Fan Yang, Zhiyuan Liu, Haikuo Lei, Shuzhen Cui, Xuan Xie, Guofu Ma.  (2023)  Regulating solvation structure and inducing Zn (0 0 2) plane by a multifunctional electrolyte additive toward dendrite suppression and long-life zinc ion hybrid capacitors.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.145864]

2. Min Fan, Yan Li, Jingbo Chen, Yuxiang Lin, Shuxia Lai, Shirun Peng, Duo Lin, Jing Wang, Yudong Lu, Shangyuan Feng.  (2023)  Plasmonic internal standard-decorated nitrocellulose membranes for duplex detection of circulating tumor biomarkers.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2023.134508]

3. Xin Du, Baohua Kong, Junjie He, Quanyu Zhang, Geer An, Tingting Zhang, Xiufang Xia.  (2023)  Cryoprotective effect of water-tailored trehalose-based natural deep eutectic solvents on frozen-thawed mirror carp (Cyprinus carpio L.) surimi.  FOOD CHEMISTRY,      [PMID:37329788] [10.1016/j.foodchem.2023.136633]

4. Peng Yan, Xuewei Zheng, Shuang Liu, Yanhua Dong, Tao Fu, Zhongmin Tian, Yayan Wu.  (2023)  Colorimetric Sensor Array for Identification of Proteins and Classification of Metabolic Profiles under Various Osmolyte Conditions.  ACS Sensors,      [PMID:36630575] [10.1021/acssensors.2c01847]

5. Liang Huang, Ziyu Shi, Daquan Li, Chenxing Jiang, Xuexue Wang, Mei Huang, Jing Wang, Bin Su.  (2022)  Hue-Recognition Strategy-Based Immunoassay Using Functionalized Dendritic Silica Colloids and Gold Nanoclusters for Point-of-Care Testing of C-Reactive Proteins.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.2c03695]

6. Xiang Yu, Lin Zhu, Xiaohui Liang, Bochuan Yuan, Minshu Li, Shen Hu, Pingtian Ding, Lina Du, Junwang Guo, Yiguang Jin.  (2022)  A wearable gamma radiation-responsive granulocyte colony-stimulating factor microneedle system protecting against ionizing radiation-induced injury.  Acta Biomaterialia,      [PMID:35487423] [10.1016/j.actbio.2022.04.040]

7. Tingting Cui, Yaowen Wu, Fanghui Fan.  (2021)  Physicochemical properties and Strength analysis of vitreous encapsulated solids for the safe delivery of β-Carotene.  FOOD RESEARCH INTERNATIONAL,      [PMID:34980407] [10.1016/j.foodres.2021.110877]

8. Zhang Lu, Li Yingying, Wei Fang, Liu Hang, Wang Yushuai, Zhao Weiman, Dong Zhiyong, Ma Tao, Wang Qingqing.  (2020)  Transdermal Delivery of Salmon Calcitonin Using a Dissolving Microneedle Array: Characterization, Stability, and In vivo Pharmacodynamics.  AAPS PHARMSCITECH,  22  (1): (1-9).  [PMID:33215299] [10.1208/s12249-020-01865-z]

9. Su Zixian, Zhao Guangying, Dou Wenchao.  (2020)  Determination of trace aflatoxin M1 (AFM1) residue in milk by an immunochromatographic assay based on (PEI/PSS)4 red silica nanoparticles.  MICROCHIMICA ACTA,  187  (12): (1-9).  [PMID:33201356] [10.1007/s00604-020-04636-6]

10. Xiang Yu, Minshu Li, Lin Zhu, Jingfei Li, Guoli Zhang, Rongzhen Fang, Zhihong Wu, Yiguang Jin.  (2020)  Amifostine-loaded armored dissolving microneedles for long-term prevention of ionizing radiation-induced injury.  Acta Biomaterialia,      [PMID:32450231] [10.1016/j.actbio.2020.05.025]

11. Shishan Fu, Song Miao, Xiaobin Ma, Tian Ding, Xingqian Ye, Donghong Liu.  (2018)  Inhibition of lactose crystallisation in the presence of galacto-oligosaccharide.  FOOD HYDROCOLLOIDS,      [PMID:] [10.1016/j.foodhyd.2018.09.043]

12. Guiju Xu, Shengju Liu, Jiaxi Peng, Wenping Lv, Ren’an Wu.  (2015)  Facile Synthesis of Gold@Graphitized Mesoporous Silica Nanocomposite and Its Surface-Assisted Laser Desorption/Ionization for Time-of-Flight Mass Spectroscopy.  ACS Applied Materials & Interfaces,      [PMID:25552293] [10.1021/am507894y]

13. Wenxuan Fu, Xuexue Wang, Xudong Ying, Tao Sun, Yafeng Wang, Jing Wang, Bin Su.  (2024)  Electrochemiluminescence Lateral Flow Immunoassay Using Ruthenium(II) Complex-Loaded Dendritic Mesoporous Silica Nanospheres for Highly Sensitive and Quantitative Detection of SARS-CoV-2 Nucleocapsid Protein.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202409632]

14. Sijia Mu, Tingting Qian, Zhiming Li, Puxuan Zhao, Yanxin Tao, Hao Chang, Fengli Qu.  (2024)  Long-term storage and intradermal vaccination of tumor-derived exosomes via sugar microneedles for improving tumor immunotherapies.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.155595]

15. Xiang Yu, Xueyu Wen, Jianchen Xu, Qiao Zhou, Yingrong Chen, Fengli Qu, Min He, Hao Chang, Chao Zheng.  (2024)  Rapid Correction of the Hypoglycemia State in Nonhuman Primates Using a Glucagon Long-Dissolving Microneedle Patch.  ACS Biomaterials Science & Engineering,      [PMID:38588325] [10.1021/acsbiomaterials.3c01962]

16. Wang Hongying, Li Zhiyan, Yang Wei, Chang Le, Yan Cunling.  (2025)  Development of commutable stabilizing control materials to improve external quality assessment of hemoglobin A1c assay.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,      [PMID:40736571] [10.1007/s00216-025-06018-4]

17. Fan Mo, Xiaoyi Qin, Xu Zhou, Haoran Jiang, Chong Wang, Yanjun Cui.  (2025)  Trehalose supplementation ameliorates heat stress-induced intestinal barrier dysfunction by suppressing endoplasmic reticulum stress and modulating gut microbiota in mice.  JOURNAL OF NUTRITIONAL BIOCHEMISTRY,      [PMID:40803544] [10.1016/j.jnutbio.2025.110065]

18. Xiangyang Li, Yushuang Wei, Wenwen Li, Rong Xu, Cheng Xu, Beijing Luo, Kai Yang, Bing Yuan.  (2025)  Acidic pH-Triggered Membrane Fusion Enables Lyophilized Lipid Nanoparticles as Potent Cryoprotectants for Human Erythrocytes.  Advanced Healthcare Materials,      [PMID:40899629] [10.1002/adhm.202502455]

19. Xuekun Wang, Xinyu Zhang, Jin Xu, Shuhai Xu, Keyuan Huang, Qiaoling Ni, Xinyi Shen, Weitao Zhang, Tao Liu, Taimin Dong, Dan Mao, Chunguang Zheng, Wei Yu, Qingcheng Guo, Zhixin Li, Jiawei Cao, Fubo Han, Lusha Ji, Weizhu Qian, Sheng Hou, Jun Li, Ziqiao Sun, Jianxin Dai, Yajun Guo, Dapeng Zhang, Huaizu Guo.  (2025)  High-concentration L-methionine as a potent antioxidant for oxidation resistance and stability enhancement in high-concentration antibody therapeutics.  International Journal of Pharmaceutics-X,      [PMID:40978010] [10.1016/j.ijpx.2025.100385]

20. Feng Li, Ruoxi Yang, Jian Xu, Guohai Xu, Ye Wu.  (2024)  Detecting N-Phenyl-2-Naphthylamine, L-Arabinose, D-Mannose, L-Phenylalanine, L-Methionine, and D-Trehalose via Photocurrent Measurement.  Gels,  10  (12): (808).  [PMID:39727566] [10.3390/gels10120808]

21. Chen Junyi, Wang Huan, Wang Jinlin, Zheng Xixi, Qu Wantong, Fang Huijian, Wang Shuang, He Le, Hao Shuang, Dresselhaus Thomas.  (2025)  Fertilization-induced synergid cell death by RALF12-triggered ROS production and ethylene signaling.  Nature Communications,  16  (1): (1-18).  [PMID:40155397] [10.1038/s41467-025-58246-y]

22. Ruican Wang, Yawei Chang, Yuanyifei Wang, Richard W. Hartel, Ying Zhang, Liye Zhu, Dancai Fan, Shuo Wang.  (2025)  Unraveling the complex gelation dynamics of gelatin solutions mixed with various mono-, di-, or trisaccharides: A comparative study based on hydration properties.  FOOD HYDROCOLLOIDS,      [PMID:] [10.1016/j.foodhyd.2025.111480]

23. Guorui Zhang, Yuanchang Li, Haoran Pang, Qin Tu, Jinyi Wang.  (2025)  Enhancing Biotechnological Applications Using an Optimized Semiconductor Refrigeration Device.  ACS Applied Materials & Interfaces,      [PMID:41059986] [10.1021/acsami.5c11150]

24. Wanqi Zhang, Lu Han, Yanhao Yin, Yaoting Mou, Yuhang Tian, Zhicong Sun, Yanfang Wu, Dongfei Chen, Yemin Guo, Xia Sun, Falan Li.  (2026)  Dual signal amplification-based lateral flow strip for rapid and sensitive detection of streptomycin in milk.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2026.108646]

25. Bin Wang, Kehui Wang, Zhiyao Xu, Weihua Liu, Xianhuang Li, Linhao Li, Renhui Zhou, Xingyue Du, Jin Jin, Yaqing Xu, Rihui Qin, Xiong Liu, Dayang Zou, Wei Liu.  (2026)  Dissolvable Microneedle Delivery of a Replication-Deficient Orthopoxvirus Vaccine: Formulation Screening and Immunogenicity Evaluation for Monkeypox Prevention.  Vaccines,  14  (3): (276).  [PMID:] [10.3390/vaccines14030276]