SBE-β-CD

SBE-β-CD, also known as SBE-beta-CD and Sulfobutylether beta-cyclodextrin, is a polyanionic beta-cyclodextrin derivative with a sodium sulfonate salt separated from the lipophilic cavity by a butyl ether spacer group, or sulfobutylether (SBE). Sulfobutylether beta-cyclodextrin was rationally designed to maximize safety and optimize interaction to improve the solubility, stability, bioavailability or lessen volatility, irritation, smell or taste.

Product information

CAS Number: 182410-00-0

Molecular Weight: 1451.29

Formula: C50H84Na2O41S2

Synonym:

Sulfobutylether-β-Cyclodextrin

Chemical Name: disodium;4-[[(1S, 3R, 5R, 6S, 8R, 10R, 11S, 13R, 15R, 16S, 18S, 20S, 21R, 23S, 25S, 26R, 28S, 30S, 31R, 33R, 35R, 36R, 37R, 38S, 39S, 40S, 41S, 42S, 43S, 44R, 45R, 46S, 47R, 48R, 49R)-36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 48, 49-tridecahydroxy-5, 15, 20, 25, 30, 35-hexakis(hydroxymethyl)-47-(4-sulfonatobutoxy)-2, 4, 7, 9, 12, 14, 17, 19, 22, 24, 27, 29, 32, 34-tetradecaoxaoctacyclo[31.2.2.23, 6.28, 11.213, 16.218, 21.223, 26.228, 31]nonatetracontan-10-yl]methoxy]butane-1-sulfonate

Smiles: [Na+].[Na+].[O-]S(=O)(=O)CCCCOC[C@H]1O[C@@H]2O[C@@H]3[C@@H](CO)O[C@H](O[C@@H]4[C@@H](CO)O[C@H](O[C@H]5[C@H](CO)O[C@@H](O[C@H]6[C@H](CO)O[C@@H](O[C@H]7[C@H](CO)O[C@@H](O[C@@H]8[C@@H](CO)O[C@H](O[C@H]1[C@H](O)[C@H]2OCCCCS([O-])(=O)=O)[C@H](O)[C@H]8O)[C@@H](O)[C@@H]7O)[C@@H](O)[C@@H]6O)[C@@H](O)[C@@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O

InChiKey: RGQYVQYXCZODQW-XRONRANPSA-L

InChi: InChI=1S/C50H86O41S2.2Na/c51-9-16-36-23(57)29(63)45(78-16)86-38-18(11-53)80-47(31(65)25(38)59)88-40-20(13-55)82-49(33(67)27(40)61)90-42-22(15-76-5-1-3-7-92(70,71)72)84-50(43(35(42)69)77-6-2-4-8-93(73,74)75)91-41-21(14-56)83-48(34(68)28(41)62)89-39-19(12-54)81-46(32(66)26(39)60)87-37-17(10-52)79-44(85-36)30(64)24(37)58;;/h16-69H,1-15H2,(H,70,71,72)(H,73,74,75);;/q;2*+1/p-2/t16-,17-,18-,19+,20+,21+,22+,23-,24-,25-,26+,27+,28+,29-,30-,31-,32+,33+,34+,35-,36-,37-,38-,39+,40+,41+,42+,43+,44-,45-,46+,47-,48+,49+,50+;;/m0../s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: Soluble in DMSO, not in water

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

SBE-β-CD is a chemically modified β-CD that is a cyclic hydrophilic oligosaccharide which is negatively charged in aqueous media. β-CD functioned is a solubilizer only at low concentrations, whereas SBE7-β-CD exhibits strong solubilizing effects over a wide concentration range.

In Vivo:

20% SBE-β-CD in saline: Guidelines (Following is our recommended protocol. This protocol only provides a guideline, and should be modified according to your specific needs). 1. Dissolve 0.9 g of NaCl in 100 mL distilled water to make a clear 0.9% saline solution. 2. Measure 2 g of dry SBE-β-CD. 3. Dissolve 2 g of SBE-β-CD in 0.9% saline to make 10 mL with a 20% (w/v) concentration. These may require ultrasonic (20-40 kHz, 30 seconds, repeat 3 times) or heating (37°C for about 30 minutes). If precipitation is observed, the precipitates can be dissolved by heating to 37°C and vortexing before use.

References:

1. Kim SH, Kwon JC, Park C, Han S, Yim DS, Choi JK, Cho SY, Lee HJ, Park SH, Choi SM, Choi JH, Yoo JH, Lee DG, Lee JW. Therapeutic drug monitoring and safety of intravenous voriconazole formulated with sulfobutylether β-cyclodextrin in haematological patients with renal impairment. Mycoses. 2016 Jun 21.
2. Zhang P, Liu X, Hu W, Bai Y, Zhang L. Preparation and evaluation of naringenin-loaded sulfobutylether-β-cyclodextrin/chitosan nanoparticles for ocular drug delivery. Carbohydr Polym. 2016 Sep 20;149:224-30.
3. Wu J, Bu X, Dou L, Fang L, Shen Q. Co-Delivery of Docetaxel and Berbamine by Chitosan/Sulfobutylether-β-Cyclodextrin Nanoparticles for Enhancing Bioavailability and Anticancer Activities. J Biomed Nanotechnol. 2015 Oct;11(10):1847-57.

Products are for research use only. Not for human use.