6-Monodeoxy-6-monoamino-beta-cyclodextrine Chemical Properties

Melting point:

203 °C (decomp)

Boiling point:

1527.8±60.0 °C(Predicted)

Density 

1.608±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

solubility 

Soluble in water, DMF, DMSO.Insoluble in acetone, methanol, chloroform.

form 

Solid powder or crystals

pka

12.57±0.70(Predicted)

color 

White to off-white

Stability:

Hygroscopic

CAS DataBase Reference

29390-67-8

Safety Information

HS Code 

9999999999

6-Monodeoxy-6-monoamino-beta-cyclodextrine Usage And Synthesis

Chemical Properties

suitable for coupling to carboxyl- or aldehyde-containing ligands

Uses

suitable for coupling to carboxyl- or aldehyde-containing ligands

Uses

6-Monoamino-β-cyclodextrin is synthesized as fluorescent sensor of moleclular recognition.

Synthesis

Synthesis of mono-(6-amino-6-deoxy)-β-cyclodextrin (CDNH2): 30 mL of an aqueous ammonia solution was added to 3 g of crude mono-6-O-(p-toluenesulfonyl)-β-cyclodextrin (CDOT) and the reaction mixture was stirred for 72 h at 50 °C. The reaction was carried out in a cold acetone solution. Upon completion of the reaction, the solution was recrystallized in cold acetone to give the crude product CDNH2. This crude product was subsequently purified by a cation exchange column, sequentially using deionized water and 0.1 M (NH4)2CO3 buffered aqueous solution as eluents. The total yield of the purified product was 79%. The reaction process and product purity were monitored by thin-layer chromatography (TLC) with the unfolding agent ratio of 1-propanol:ethyl acetate:water:NH3-H2O = 3:1:2:1 (v/v) and color development using CAM solution.

References

[1] Tetrahedron Letters, 2010, vol. 51, # 5, p. 800 - 803
[2] Patent: WO2016/126910, 2016, A1. Location in patent: Page/Page column 29
[3] Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2012, vol. 73, # 1-4, p. 475 - 478
[4] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 11, p. 3346 - 3348
[5] Angewandte Chemie - International Edition, 2015, vol. 54, # 41, p. 12127 - 12133

6-Monodeoxy-6-monoamino-beta-cyclodextrine(29390-67-8)Related Product Information

• Mono-6-Azido-6-deoxy-beta-Cyclodextrin
• Mono-(6-(tetraethylenepentamine)-6-deoxy)-beta-Cyclodextrin
• mono-(6-(1,6-hexamethylenediamine)-6-deoxy)-β-Cyclodextrin
• Mono-6-O-(p-toluenesulfonyl)-beta-cyclodextrin
• mono-(6-(diethylenetriamine)-6-deoxy)-β-Cyclodextrin
• Octakis-(6-Mercapto-6-deoxy)-γ-Cyclodextrin
• Mercapto-β-cyclodextrin
• HEPTAKIS-6-IODO-6-DEOXY-BETA-CYCLODEXTRIN
• N/A
• OCTAKIS-6-IODO-6-DEOXY-GAMMA-CYCLODEXTRIN
• Hexakis-(6-Mercapto-6-deoxy)-α-Cyclodextrin
• HEXAKIS-6-IODO-6-DEOXY-ALPHA-CYCLODEXTRIN
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• 6-Monodeoxy-6-monoamino-beta-cyclodextrine
• METHYL 6-AMINO-6-DEOXY-GALACTOPYRANOSIDE
• CATIMER(TM) TCD
• METHYL 6-AMINO-6-DEOXY-GALACTOPYRANOSIDE
• CYCLOTEMPO B(TM)