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Sigma-Aldrich

N,N-Bis[3-(D-gluconamido)propyl]deoxycholamide

≥90% (HPLC)

Synonym(s):

Deoxy-BigCHAP, deoxy-BigCHAP

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About This Item

Empirical Formula (Hill Notation):
C42H75N3O15
CAS Number:
86303-23-3
Molecular Weight:
862.06
UNSPSC Code:
12161902
PubChem Substance ID:
57647220
NACRES:
NA.77

description

non-ionic

assay

≥90% (HPLC)

mol wt

micellar average mol wt 10,500

aggregation number

8-16

impurities

≤4% water

CMC

1.1-1.4 mM (20-25°C)

storage temp.

2-8°C

SMILES string

O=C(N(CCCNC([C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)=O)CCCNC([C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)=O)CC[C@@H](C)[C@]1([H])[C@@]2(C)[C@@H](O)C[C@@]3([H])C([C@]2([H])CC1)CC[C@]4([H])C[C@H](O)CC[C@@]43C

InChI

1S/C42H75N3O15/c1-22(26-9-10-27-25-8-7-23-18-24(48)12-13-41(23,2)28(25)19-31(51)42(26,27)3)6-11-32(52)45(16-4-14-43-39(59)37(57)35(55)33(53)29(49)20-46)17-5-15-44-40(60)38(58)36(56)34(54)30(50)21-47/h22-31,33-38,46-51,53-58H,4-21H2,1-3H3,(H,43,59)(H,44,60)/t22-,23-,24-,25+,26-,27+,28+,29-,30-,31+,33-,34-,35+,36+,37-,38-,41+,42-/m1/s1

InChI key

OJSUWTDDXLCUFR-HGZMBBKESA-N

application

N,N-Bis[3-(D-gluconamido)propyl]deoxycholamide is used for membrane solubilisation and proteomic analysis.

Biochem/physiol Actions

N,N-Bis[3-(D-gluconamido)propyl]deoxycholamide (deoxy-BigCHAP) is a non-ionic detergent that solubilizes cell membrane.

Preparation Note

N,N-Bis[3-(D-gluconamido)propyl]deoxycholamide yields a clear, colorless solution in water at 50 mg/ml.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Detergents containing either a cholic acid, a deoxycholic acid, or an octanoic acid-like hydrophobic moiety and a bisgluconamidopropyl polar group were synthesized. Extinction coefficients, partial specific volumes, critical micelle concentrations, and aggregation numbers were determined for each of the detergents.

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