| Identification | Back Directory | [Name]
Heptakis-(6-Mercapto-6-deoxy)-beta-Cyclodextrin | [CAS]
160661-60-9 | [Synonyms]
Per-6-thio-β-cyclodextrin
Heptakis(6-deoxy-6-thio)-beta-cyclodextrin
Heptakis-(6-Mercapto-6-deoxy)-β-Cyclodextrin
Heptakis-(6-Mercapto-6-deoxy)-β-Cyclodextrin
Seven (6-Mercapto-6-Deoxy) Beta Cyclodextrin
β-Cyclodextrin,6A,6B,6C,6D,6E,6F,6G-heptathio
Heptakis-(6-Mercapto-6-deoxy)-beta-Cyclodextrin
cyclodextrin Heptakis-(6-mercapto-6-deoxy)-β-cyclodextrin | [EINECS(EC#)]
1312995-182-4 | [Molecular Formula]
C42H70O28S7 | [MOL File]
160661-60-9.mol | [Molecular Weight]
1247.44 |
| Chemical Properties | Back Directory | [Boiling point ]
1502.1±60.0 °C(Predicted) | [density ]
1.531±0.06 g/cm3(Predicted) | [solubility ]
Soluble in DMF, DMSO.
Insoluble in water, acetone, methanol, chloroform. | [form ]
Solid powder | [pka]
8.58±0.10(Predicted) | [color ]
Off-white | [CAS DataBase Reference]
160661-60-9 |
| Hazard Information | Back Directory | [Description]
Heptakis-(6-azido-6-deoxy)-beta-cyclodextrin is an useful reactant for preparation for cyclodextrin amino acid derivatives. | [Uses]
Addition of Per-6-thio-β-cyclodextrin to a colloidal dispersion of Au nanoparticles results in the attachment of thiolated cyclodextrins to the Au particles. | [Synthesis]
The thiuronium salt (12.2 g, 0.005 mol) was heated around 100 ??C in deoxygenated (He/ultrasound) 0.25 M NaOH (120 mL) for 4 h. As the reaction was completed the reaction mixture was cooled to around 5-10 ??C and the pH was adjusted to 1.0-1.5 with 3 M HCl solution, when the product started to crystallize. As the pH became stable, the suspension was allowed to crystallize for 15 min, the solids were removed by filtration, washed with deoxygenated deionized water to around pH 5-6, then dried in vacuo at rt in the presence of P2O5 and KOH, and yielded 6.5 g of dark orange, glassy crystals. The obtained product was recrystallized by dissolution in deoxygenated 1 M NaOH solution (12 mL) and precipitated with 1 M HCl (18 mL). Filtration and washing to neutral pH with deoxygenated water afforded 3.8 g (61% theor.) light orange crystals. RF = 0.00-0.05 10:7 dioxane/cc. NH3.3.5. Regeneration of thiol group from its oxidized statePartially oxidized heptakis(6-deoxy-6-thio)cyclomaltoheptaose (6.2 g, approx. 0.010 mol) was suspended in deoxygenated water and deoxygenated (He/ultrasound) 3 M NaOH solution (30 mL) was added at rt. Sodium borohydride (1.1 g, 0.030 mol) is added and stirred overnight. The occasionally found solids were filtered through a sintered glass funnel, the filtrate was cooled with an ice-water bath and the pH was adjusted to around 1.5-2 with 3 M HCl solution (approx. 45 mL). Upon acidification the product started to crystallize, and as the pH became stable and foaming stopped, the suspension was allowed to crystallize for an additional 15 min. The product was removed by filtration and washed to pH 5-7 with deoxygenated deionized water, then dried in vacuo at rt in the presence of P2O5 and KOH, yielded 3.2 g (50%) |?-CDSH as a yellowish substance. |
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