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Merck

30564

Sigma-Aldrich

Trehalose-6-hexadecanoat

≥95.0% (GC)

Synonym(e):

α,α-Trehalose-6-palmitat, α-D-Glucopyranosyl-α-D-glucopyranosid-6-hexadecanoat, 6-O-Palmitoyl-α,α-trehalose, Trehalose-6-palmitat

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About This Item

Empirische Formel (Hill-System):
C28H52O12
CAS-Nummer:
Molekulargewicht:
580.71
UNSPSC-Code:
12161900
PubChem Substanz-ID:
NACRES:
NA.25

Assay

≥95.0% (GC)

Form

powder

Mol-Gew.

580.71 g/mol

CMC

0.0061 mM

Lagertemp.

2-8°C

SMILES String

O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H]2O[C@H](COC(CCCCCCCCCCCCCCC)=O)[C@@H](O)[C@H](O)[C@H]2O

InChI

1S/C28H52O12/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-20(30)37-17-19-22(32)24(34)26(36)28(39-19)40-27-25(35)23(33)21(31)18(16-29)38-27/h18-19,21-29,31-36H,2-17H2,1H3/t18?,19?,21-,22-,23?,24?,25+,26+,27-,28-/m1/s1

InChIKey

VNHFMAKRYDWMAF-DHFWNHDGSA-N

Anwendung

Trehalose is commonly used as a stabilizer and protective material for biomaterial compounds. Because of these characteristics, Trehalose is introduced as a hydrophilic part. Due to these properties of Trehalose, protein degeneration is expected to be prevented with Trehalose detergents. Therefore, Trehalose detergents may keep the function of the protein and be utilized in the field of proteomics research.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Nawal K Paul et al.
The Journal of organic chemistry, 78(2), 363-369 (2012-12-12)
It was shown that reaction of trehalose with 1 equiv of a fatty acid in pyridine promoted by 1 equiv of the uronium-based coupling agent 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (TBTU) at room temperature gives a good yield of the primary ester accompanied
A K Datta et al.
Carbohydrate research, 218, 95-109 (1991-09-30)
A simplified synthesis of 6-mono- and 6,6'-di-corynomycolate esters of alpha,alpha-trehalose, and related compounds, was achieved by coupling the (hydroxyl-protected) acids to the partially trimethylsilylated sugar in the presence of dicyclohexylcarbodiimide and 4-dimethylaminopyridine. As acid reactants, (2-RS,3-RS)-3-hydroxy-2-tetradecyloctadecanoic acid (DL-corynomycolic acid) and
L Schiefelbein et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 76(3), 342-350 (2010-09-08)
Nonionic polyethylene glycol-derived surfactants are today's choice as surfactants in protein formulations. Different groups discovered that although surface-induced stresses are reduced by these excipients, the long-term stability of different proteins decreased due to polyethylene glycol-related induction of oxidation processes under
Chemical and biochemical studies on carbohydrate esters. V. Anti Ehrlich ascites tumor effect and chromatographic behaviors of fatty acyl monoesters of sucrose and trehalose.
Y Nishikawa et al.
Chemical & pharmaceutical bulletin, 25(7), 1717-1724 (1977-07-01)
Surface activities of monoacyl trehaloses in aqueous solution.
Chen, J., et al.
Food Sci. Technol., 40, 412-417 (2006)

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