Cas no 148565-57-5 (Undecyl b-D-thiomaltopyranoside)
Undecyl β-D-thiomaltopyranoside is a nonionic, thioglycoside-based surfactant commonly used in membrane protein research for solubilization and stabilization. Its unique thiomaltoside headgroup, combined with an undecyl alkyl chain, provides effective detergent properties while maintaining mild interactions with proteins, reducing denaturation risks. This compound is particularly valuable for crystallizing membrane proteins due to its ability to form small micelles and enhance protein stability. Its high chemical stability and low critical micelle concentration (CMC) make it suitable for long-term experiments. Additionally, it exhibits favorable compatibility with downstream analytical techniques, such as mass spectrometry and X-ray crystallography, facilitating structural and functional studies of challenging membrane proteins.
148565-57-5 structure
Product Name:Undecyl b-D-thiomaltopyranoside
CAS No:148565-57-5
MF:C23H44O10S
MW:512.654467582703
CID:134581
PubChem ID:11504459
Update Time:2025-06-07
Undecyl b-D-thiomaltopyranoside Chemical and Physical Properties
Names and Identifiers
-
- b-D-Glucopyranoside, undecyl 4-O-a-D-glucopyranosyl-1-thio-
- n-Undecyl-β-D-Thiomaltopyranoside
- 2-[4,5-dihydroxy-2-(hydroxymethyl)-6-undecylsulfanyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
- UNDECYL B-D-THIOMALTOPYRANOSIDE
- n-UNDECYL-b-D-THIOMALTOPYRANOSIDE
- Indolyl -1,3-diacetate
- n-Undecyl-β-D-Thiomaltoside
- N-UNDECYL-B-D-THIOMALTOSIDE
- Undecyl-β-D-thiomaltopyranoside
- Undecyl beta-D-thiomaltopyranoside
- A-D-Thiomaltopyranoside
- (2R,3R,4S,5S,6R)-2-(((2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-(hydroxymethyl)-6-(undecylthio)tetrahydro-2H-pyran-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
- beta-D-Glucopyranoside, undecyl 4-O-alpha-D-glucopyranosyl-1-thio-
- n-Undecyl-
- 148565-57-5
- Q27451372
- Undecyl-4-O-I+/--D-glucopyranosyl-1-thio-I(2)-D-Glucopyranoside
- Undecyl 4-O-Alpha-D-Glucopyranosyl-1-Thio-Beta-D-Glucopyranoside
- (2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-undecylsulfanyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
- 0SA
- (2R,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-(undecylsulfanyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
- Undecylb-D-thiomaltopyranoside
- Undecyl b-D-thiomaltopyranoside
-
- MDL: MFCD09750651
- Inchi: 1S/C23H44O10S/c1-2-3-4-5-6-7-8-9-10-11-34-23-20(30)18(28)21(15(13-25)32-23)33-22-19(29)17(27)16(26)14(12-24)31-22/h14-30H,2-13H2,1H3/t14-,15-,16-,17+,18-,19-,20-,21-,22-,23+/m1/s1
- InChI Key: SQISXDUZDUDUNY-GNKAUAAYSA-N
- SMILES: S(CCCCCCCCCCC)[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O)O
Computed Properties
- Exact Mass: 512.26600
- Monoisotopic Mass: 512.266
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 7
- Hydrogen Bond Acceptor Count: 10
- Heavy Atom Count: 34
- Rotatable Bond Count: 15
- Complexity: 544
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 10
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 195A^2
- XLogP3: 1.6
Experimental Properties
- PSA: 194.60000
- LogP: -0.12550
Undecyl b-D-thiomaltopyranoside Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R031278-1g |
Undecyl b-D-thiomaltopyranoside |
148565-57-5 | 98% | 1g |
¥2399 | 2024-05-25 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R031278-25g |
Undecyl b-D-thiomaltopyranoside |
148565-57-5 | 98% | 25g |
¥36610 | 2024-05-25 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R031278-5g |
Undecyl b-D-thiomaltopyranoside |
148565-57-5 | 98% | 5g |
¥8973 | 2024-05-25 | |
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | N20760-5g |
2-[4,5-dihydroxy-2-(hydroxymethyl)-6-undecylsulfanyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol |
148565-57-5 | 98% | 5g |
¥9758.0 | 2022-04-27 | |
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | N20760-25g |
2-[4,5-dihydroxy-2-(hydroxymethyl)-6-undecylsulfanyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol |
148565-57-5 | 98% | 25g |
¥36618.0 | 2022-04-27 | |
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | N20760-1g |
2-[4,5-dihydroxy-2-(hydroxymethyl)-6-undecylsulfanyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol |
148565-57-5 | 98% | 1g |
¥2608.0 | 2022-04-27 | |
| TRC | U206640-100mg |
Undecyl b-D-thiomaltopyranoside |
148565-57-5 | 100mg |
$ 115.00 | 2022-06-02 | ||
| TRC | U206640-250mg |
Undecyl b-D-thiomaltopyranoside |
148565-57-5 | 250mg |
$ 235.00 | 2022-06-02 | ||
| TRC | U206640-500mg |
Undecyl b-D-thiomaltopyranoside |
148565-57-5 | 500mg |
$ 375.00 | 2022-06-02 | ||
| SHENG KE LU SI SHENG WU JI SHU | sc-286855-1 g |
Undecyl b-D-thiomaltopyranoside, |
148565-57-5 | 1g |
¥2,256.00 | 2023-07-10 |
Undecyl b-D-thiomaltopyranoside Related Literature
-
M. Sheykhan,S. Khani,S. Shaabanzadeh,M. Joafshan Green Chem., 2017,19, 5940-5948
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José M. Rivera,Mariana Martín-Hidalgo,Jean C. Rivera-Ríos Org. Biomol. Chem., 2012,10, 7562-7565
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Fuming Xiao,Mengzhu Wang,Yunxiang Lei,Wenbo Dai,Yunbing Zhou,Miaochang Liu,Wenxia Gao,Xiaobo Huang,Huayue Wu J. Mater. Chem. C, 2020,8, 17410-17416
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4. An integrated microfluidic 3D tumor system for parallel and high-throughput chemotherapy evaluation?Dan Liu,Rui Hu,Zhongchao Huang,Meilin Sun,Kai Han Analyst, 2020,145, 6447-6455
-
Jieun Kim,Han-Saem Park,Tae-Hee Kim,Sung Yeol Kim,Hyun-Kon Song Phys. Chem. Chem. Phys., 2014,16, 5295-5300
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