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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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