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90210

D-(+)-Trehalose dihydrate

Name: <SC>D</SC>-(+)-Trehalose dihydrate
Brand: SIAL

≥99.0%, suitable for microbiology, composed of two α-glucose units that is used as a protectant, stabilizer and to support proper folding

Synonym(s):

Trehalose dihydrate, a-d-glucopyranosyl-a-d-glucopyranoside, α,α-Trehalose, α-D-Glucopyranosyl-α-D-glucopyranoside

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About This Item

Empirical Formula (Hill Notation):

C₁₂H₂₂O₁₁ · 2H₂O

CAS Number:

6138-23-4

Molecular Weight:

378.33

UNSPSC Code:

41106212

NACRES:

NA.85

PubChem Substance ID:

329769859

EC Number:

202-739-6

Beilstein/REAXYS Number:

5322018

MDL number:

MFCD00071594

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Properties

Quality Segment

200

assay

≥99.0% (HPLC), ≥99.0%

form

powder

optical activity

[α]20/D +176 to +186°, c = 2% in H₂O

mol wt

378.33 g/mol

impurities

≤0.1% glucose

ign. residue

≤0.1% (as SO₄)

solubility

H₂O: 0.1 g/mL, clear, colorless

anion traces

chloride (Cl^-): ≤50 mg/kg, sulfate (SO₄^2-): ≤50 mg/kg

cation traces

As: ≤0.1 mg/kg, Ca: ≤200 mg/kg, Cd: ≤5 mg/kg, Co: ≤5 mg/kg, Cr: ≤5 mg/kg, Cu: ≤5 mg/kg, Fe: ≤5 mg/kg, K: ≤50 mg/kg, Mg: ≤10 mg/kg, Mn: ≤5 mg/kg, Na: ≤50 mg/kg, Ni: ≤5 mg/kg, Pb: ≤5 mg/kg, Zn: ≤10 mg/kg

application(s)

microbiology

SMILES string

[H]O[H].[H]O[H].OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

InChI

1S/C12H22O11.2H2O/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12;;/h3-20H,1-2H2;2*1H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-;;/m1../s1

InChI key

DPVHGFAJLZWDOC-PVXXTIHASA-N

Description

General description

D-(+)-Trehalose is a disaccharide composed of two α-glucose units. It is used as a cryoprotectant in a variety of cell freezing media. Used as a protectant in transportation media. It predominantly exists among the species that support anhydrobiosis (life without water). It serves as a carbohydrate reserve in microorganisms and protects them from adverse conditions, such as heat, cold, dehydration, desiccation, and oxidation. Trehalose acts as a chemical chaperone affecting protein folding. It is known to prevent the generation of amyloids and accumulation of β-amyloid in vitro. A similar effect of trehalose has been observed with Huntingtin protein aggregation. Thus, it might serve as a protective agent in Alzheimer′s disease and Huntington′s disease. Trehalose stimulates the better initial growth of Salmonella cells.

Application

D-(+)-Trehalose can be used as a carbohydrate reserve in certain cell cultures to tide over environmental stresses. It can also be used in biopharmaceutical monoclonal antibody formulations and as a protein stabilizer.

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Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c