References of 2,3,4,5,6-pentahydroxy-N-[3-[3-(2,3,4,5,
6-pentahydroxyhexanoylamino)propyl-[4-(3,7,12-trihydroxy-10,
13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,
17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoyl]amino]
propyl]hexanamide
Title: BIGCHAP
CAS Registry Number: 86303-22-2
CAS Name: (3a,5b,7a,12a)-
N,N-Bis[3-(D-gluconoylamino)propyl]-3,7,12-trihydroxycholan-24-amide
Molecular Formula: C42H75N3O16
Molecular Weight: 878.06
Percent Composition: C 57.45%, H 8.61%, N 4.79%, O 29.15%
Literature References: Homogeneous nonionic detergent; derivative of cholic acid,
q.v. Prepn: L. M. Hjelmeland
et al., Anal. Biochem. 130, 485 (1983). QSAR study as surfactant: P. Campbell
et al., Biotechnol. Bioeng. 64, 527 (1999). Use in protein purification via hydrophobic interaction displacement chromatography: K. M. Sunasara
et al., ibid. 82, 330 (2003). Clinical evaluation as a transduction enhancing agent in gene therapy: J. Kuball
et al., J. Clin. Oncol. 20, 957 (2002).
Properties: Crystals at 0° from 2-propanol. Critical micelle conc: 2.9 mM; also reported as 3.4 mM. Log P (octanol/water): 2.450. Dipole moment: 7.44 D.
Log P: Log P (octanol/water): 2.450
Derivative Type: Deoxy-BIGCHAP
CAS Registry Number: 86303-23-3
CAS Name: N,N¢-[[[(3a,5b,12a)-3,12-Dihydroxy-24-oxocholan-24-yl]imino]di-3,1-propandiyl]bis-D-gluconamide
Molecular Formula: C42H75N3O15
Molecular Weight: 862.06
Percent Composition: C 58.52%, H 8.77%, N 4.87%, O 27.84%
Literature References: Use as mobile phase additive in microcolumn LC: W. Hu
et al., J. High Resolut. Chromatogr. 15, 275 (1992).
Properties: Critical micelle conc: 1.4 mM.
Use: Surfactant and solubilizer for biological systems.