n-Dodecyl β-D-maltoside （DDM） - UltraBio™, Ultra pure, ≥98% , CAS No.69227-93-6

CAS: 69227-93-6 Cat. No.: N475300 Molecular Weight: 510.62 Beilstein Registry Number: 55318 EC Number: 614-943-6

GRADE & PURITY UltraBio™, Ultra pure, ≥98%

Synonyms

n-Dodecyl-b-D-maltoside | MFCD00043012 | (2R,3R,4S,5S,6R)-2-((2R,3S,4R,5R,6R)-6-(dodecyloxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol | N-Dodecyl b-D-maltoside | DS-6568 | EN300-207344 |

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

n-Dodecyl β-D-maltoside is a non-ionic surfactant belonging to the alkyl polyglucoside family.n-Dodecyl β-D-maltoside has been used in a study to assess the effect of detergents on the thermal behavior of elastin-like polypeptides (ELP). It has also been used in a study to investigate how membrane structures will respond to detergent solubilization from amino acid sequences.Non-ionic detergent for the stabilization and activation of enzymes and for membrane research.

Specifications

Synonyms

n-Dodecyl-b-D-maltoside | MFCD00043012 | (2R, 3R, 4S, 5S, 6R)-2-((2R, 3S, 4R, 5R, 6R)-6-(dodecyloxy)-4, 5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3, 4, 5-triol | N-Dodecyl b-D-maltoside | DS-6568 | EN300-207344 |

Specifications & Purity

UltraBio™, Ultra pure, ≥98%

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Ultra pure, UltraBio™

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504756729
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756729
• Canonical Smiles: CCCCCCCCCCCCOC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-dodecoxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChIKey: NLEBIOOXCVAHBD-QKMCSOCLSA-N
• INCHI: 1S/C24H46O11/c1-2-3-4-5-6-7-8-9-10-11-12-32-23-21(31)19(29)22(16(14-26)34-23)35-24-20(30)18(28)17(27)15(13-25)33-24/h15-31H,2-14H2,1H3/t15-,16-,17-,18+,19-,20-,21-,22-,23-,24-/m1/s1
• Isomeric SMILES: CCCCCCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O
• WGK Germany: 3
• Molecular Weight: 510.62
• Beilstein: 55318
• Reaxy-Rn: 22092137
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=22092137&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acyl glycosides

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acyl glycosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Fatty acyl glycosides of mono- and disaccharides
• Alternative Parents: Alkyl glycosides O-glycosyl compounds Disaccharides Oxanes Secondary alcohols Polyols Oxacyclic compounds Acetals Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Fatty acyl glycoside of mono- or disaccharide - Alkyl glycoside - Disaccharide - Glycosyl compound - O-glycosyl compound - Oxane - Secondary alcohol - Acetal - Organoheterocyclic compound - Oxacycle - Polyol - Primary alcohol - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Alcohol - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. These are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.
• External Descriptors: disaccharide derivative - glycoside

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

• Sensitivity: Heat sensitive；Moisture sensitive
• Melt Point(°C): 224-226°C
• Molecular Weight: 510.600 g/mol
• XLogP3: 1.400
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 16
• Exact Mass: 510.304 Da
• Monoisotopic Mass: 510.304 Da
• Topological Polar Surface Area: 179.000 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 554.000
• 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: 1

References

1. Jianwei Liang, Zhiyang Huang, Kuiyu Wang, Liren Zhang, Yuhao Wan, Tao Yang, Hui Zeng.  (2023)  Ultrasensitive visual detection of the food-borne pathogen via MOF encapsulated enzyme.  TALANTA,      [PMID:37027932] [10.1016/j.talanta.2023.124503]

2. Xiaoyu Du, Shanyu Zhang, Liying Wang, Yuqin Wang, Pingping Fan, Wendong Jia, Panke Zhang, Shuo Huang.  (2023)  Single-Molecule Interconversion between Chiral Configurations of Boronate Esters Observed in a Nanoreactor.  ACS Nano,      [PMID:36655995] [10.1021/acsnano.2c11286]

3. Miaomiao Qi, Xiang Liu, Ying Zhou, Haoyu Wang, Ying Zhao, Jing Ren, Jin Xiang.  (2021)  Berberine Inhibits MDA-MB-231 Cells as an Agonist of G Protein-Coupled Estrogen Receptor 1.  INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES,  22  (21): (11466).  [PMID:34768896] [10.3390/ijms222111466]

4. Wenjie Gao, Yanhua Jiang, Zhihui Zhang, Yifang Zhang, Yanyan Liu, Yanhong Zhou, Xin Liu.  (2017)  A facile method for cellular N-glycomic profiling by matrix-assisted laser desorption/ionization mass spectrometry.  RSC Advances,  7  (57): (35687-35693).  [PMID:] [10.1039/C7RA06071H]

5. Le Pan, Yanjie Li, Lin Zhu, Buchang Zhang, Yuhua Shen, Anjian Xie.  (2017)  A novel composite hydrogel initiated by Spinacia oleracea L. extract on Hela cells for localized photodynamic therapy.  Materials Science & Engineering C-Materials for Biological Applications,      [PMID:28415436] [10.1016/j.msec.2017.03.021]

6. Wenjie Gao, Henghui Li, Yanyan Liu, Yuhong Liu, Xiaojun Feng, Bi-Feng Liu, Xin Liu.  (2016)  Rapid and sensitive analysis of N-glycans by MALDI-MS using permanent charge derivatization and methylamidation.  TALANTA,      [PMID:27769447] [10.1016/j.talanta.2016.09.004]

7. Zhenlin Ouyang, Wenbo He, Di Wu, Hao An, Lei Duan, Min Jiao, Xiaoyu He, Qinyue Yu, Jiaxin Zhang, Qian Qin, Ruochen Wang, Fang Zheng, Peter M. Hwang, Xiaoting Hua, Li Zhu, Yurong Wen.  (2025)  Cryo-EM structure and complementary drug efflux activity of the Acinetobacter baumannii multidrug efflux pump AdeG.  STRUCTURE,      [PMID:39798571] [10.1016/j.str.2024.12.009]

8. Pingping Fan, Kui Li, Tian Li, Panke Zhang, Shuo Huang.  (2024)  Nanopore signatures of major alcoholic beverages.  Matter,      [PMID:] [10.1016/j.matt.2024.11.025]

9. Zhongyu Wang, Yan Wang, Taiheng Ma, He Zhu, Deguang Sun, Zhimou Guo, Xinmiao Liang, Mingliang Ye, Mingming Dong.  (2025)  A Label-Free Method Combining Chromatography Enrichment with N-Terminal Specific Proteolysis Enables Sensitive Identification of Tn/sTn Glycosites.  ANALYTICAL CHEMISTRY,      [PMID:40638850] [10.1021/acs.analchem.5c00838]

10. Guanru Chang, Yunlong Wang, Baoyou Gong, Yazhong Xiao, Yan Chen, Shaohua Wang, Shikuo Li, Fangzhi Huang, Yuhua Shen, Anjian Xie.  (2015)  Reduced Graphene Oxide/Amaranth Extract/AuNPs Composite Hydrogel on Tumor Cells as Integrated Platform for Localized and Multiple Synergistic Therapy.  ACS Applied Materials & Interfaces,      [PMID:25978657] [10.1021/acsami.5b03907]

11. Dong Zhen, Wu Chunlong, Chen Jiayi, Jiang Wenhao, Piatkevich Kiryl D., Zhu Yi, Guo Tiannan.  (2025)  Filter-aided expansion proteomics for the spatial analysis of single cells and organelles in FFPE tissue samples.  Nature Protocols,      [PMID:41068477] [10.1038/s41596-025-01256-3]

12. Xiaofeng Lu, Dong Zhong, Qi An, Liting Kang, Na Fan, Junjie Cao, Renjie Li, Qianqian Cao, Yudong Zhou, Xiaoyu Du, Shuanghong Yan, Juan Li, Xiaolei Qu, Yuqin Wang.  (2025)  Multiplex Nanopore Detection of Structurally Diverse Per- and Polyfluoroalkyl Substances in Surface Water.  ACS Nano,      [PMID:41103273] [10.1021/acsnano.5c12164]

13. Yuan Zhang, Yanjie Zhu, Zhen Dong, Jiaxin Cheng.  (2025)  Development of Phosphorus-Free Biobased Epoxy Resin with Further Enhanced Flame Retardancy and Mechanical Properties through Photodimerization.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.5c03366]

14. Yunqi Xiao, Shanyu Zhang, Xinmeng Gao, Tian Li, Hanhan Zhang, Panke Zhang, Shuo Huang.  (2026)  Nanopore profiling and structure determination of oligosaccharides by fragmentation.  Science Advances,  12  (1):   [PMID:41477834] [10.1126/sciadv.aea8462]

15. Yan-Ping Shi, Rong-Yao Gao, Hao-Yi Wang, Jian-Wei Zou, Nami Yamano, Feng-Qin Dong, Junrong Zheng, Jian-Ping Zhang.  (2026)  Lipid Membrane Regulation of Chlorophyll Triplet Excitation Quenching in Photosynthetic Light-Harvesting Complex LHCII.  JOURNAL OF PHYSICAL CHEMISTRY B,      [PMID:41490286] [10.1021/acs.jpcb.5c06547]

16. Xiao-Sa Liu, Qi Zeng, Zi-Bin Huang, Zhan-Quan Zhang, Pei-Qing Yuan.  (2026)  Kinetic insights into process optimization of peracetic acid oxidative degradation of cured epoxy resins.  CHEMICAL ENGINEERING SCIENCE,      [PMID:] [10.1016/j.ces.2026.123453]

17. Junbo Zang, Jiahui Qi, Jiaxu Zhang, Hao Liu, Chunhong Zhang, Chengyue Zhang, Runtian Wu, Xiaochao Xu, Lei Shang.  (2026)  High-strength, flame-retardant, dielectric Si-functionalized biomass hybrid crosslinked non-isocyanate polyurethane-epoxy for general-purpose adhesive.  POLYMER DEGRADATION AND STABILITY,      [PMID:] [10.1016/j.polymdegradstab.2026.111997]

18. Yidi Liu, Qiunan Xie, Ming Huang, Xin Qu, Jingcheng Liu, Xiaojie Li, Wei Wei.  (2026)  Synthesis of a P/N/B-Containing Halogen-Free Modifier for High-Efficiency Flame Retardancy, Reinforcement and Toughening of Epoxy Thermosets.  JOURNAL OF APPLIED POLYMER SCIENCE,      [PMID:] [10.1002/app.70496]

19. Xin Qu, Liwei Yang, Yidi Liu, Fangzheng Jia, Jingcheng Liu, Xiaojie Li, Wei Wei.  (2026)  Phthalonitrile-Schiff base epoxy resin: unique gas-condensed phase synergy endows excellent flame retardancy.  POLYMER,      [PMID:] [10.1016/j.polymer.2026.129849]