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T0167

Sigma-Aldrich

D-(+)-Trehalose dihydrate

from Saccharomyces cerevisiae, powder, BioReagent, suitable for cell culture, suitable for insect cell culture, ≥99%

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Synonym(s):
α,α-Trehalose, α-D-Glucopyranosyl-α-D-glucopyranoside
Empirical Formula (Hill Notation):
C12H22O11 · 2H2O
CAS Number:
Molecular Weight:
378.33
Beilstein:
5322018
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.75

Quality Level

biological source

Saccharomyces cerevisiae

product line

BioReagent

Assay

≥99%

form

powder

technique(s)

cell culture | insect: suitable
cell culture | mammalian: suitable

solubility

H2O: 50 mg/mL

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

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This Item
90210T9449T9531
D-(+)-Trehalose dihydrate suitable for microbiology, ≥99.0%, composed of two α-glucose units that is used as a protectant, stabilizer and to support proper folding

Millipore

90210

D-(+)-Trehalose dihydrate

product line

BioReagent

product line

-

product line

-

product line

-

assay

≥99%

assay

≥99.0% (HPLC)

assay

≥99%

assay

≥99%

form

powder

form

powder

form

powder

form

powder

technique(s)

cell culture | insect: suitable, cell culture | mammalian: suitable

technique(s)

-

technique(s)

HPLC: suitable

technique(s)

HPLC: suitable, PCR: suitable, cell based assay: suitable, cryopreservation: suitable

solubility

H2O: 50 mg/mL

solubility

H2O: 0.1 g/mL, clear, colorless

solubility

water: 50 mg/mL, clear, colorless to very faintly yellow

solubility

water: 50 mg/mL, clear, colorless

General description

Trehalose is a non-reducing disaccharide, ubiquitously present in nature. It is used as a food preservative and also to retain enzymes, vaccines, cells and many other molecules. Trehalose is present as hemolymph sugar among the invertebrates.

Application

D-(+)-Trehalose dihydrate has been used in a slow-freezing method for freezing rabbit oocytes. It has also been used in solid-surface vitrification (SSV) of in vitro-matured oocytes. It is suitable for use as a cryoprotectant in a variety of cell freezing media.

Biochem/physiol Actions

Trehalose is essential for embryogenesis, carbon metabolism, photosynthesis and flowering in plants. It predominantly exists among the species that supports 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 amyloid generation and accummulation 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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Trehalose metabolism: from osmoprotection to signaling
Iturriaga G, et al.
International Journal of Molecular Sciences, 10(9), 3793-3810 (2009)
Production of good-quality porcine blastocysts by in vitro fertilization of follicular oocytes vitrified at the germinal vesicle stage
Somfai T, et al.
Theriogenology, 73, 147-156 (2010)
Developmental competence of in vitro-fertilized porcine oocytes after in vitro maturation and solid surface vitrification: effect of cryopreservation on oocyte antioxidative system and cell cycle stage
Somfai T, et al.
Cryobiology, 55(2), 115-126 (2007)
Biochemical analysis of trehalose and its metabolizing enzymes in wheat under abiotic stress conditions.
El-Bashiti T, et al.
Plant Science, 169(1), 47-54 (2005)
Structural, metabolic and developmental evaluation of ovulated rabbit oocytes before and after cryopreservation by vitrification and slow freezing.
Salvetti P, et al.
Theriogenology, 74(5), 847-855 (2010)

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