30564
Trehalose 6-hexadecanoate
≥95.0% (GC)
Synonym(s):
α,α-Trehalose 6-palmitate, α-D-Glucopyranosyl-α-D-glucopyranoside 6-hexadecanoate, 6-O-Palmitoyl-α,α-trehalose, Trehalose 6-palmitate
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About This Item
Empirical Formula (Hill Notation):
C28H52O12
CAS Number:
Molecular Weight:
580.71
UNSPSC Code:
12161900
PubChem Substance ID:
NACRES:
NA.25
assay
≥95.0% (GC)
form
powder
mol wt
580.71 g/mol
CMC
0.0061 mM
storage temp.
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
InChI key
VNHFMAKRYDWMAF-DHFWNHDGSA-N
Application
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 30564-100MG | 04061832887456 |
| 30564-500MG | 04061832887463 |