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Merck

T0167

D-(+)-Trehalose dihydrate

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

Synonym(s):

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:
12352201
NACRES:
NA.75
PubChem Substance ID:
24899871
EC Number:
202-739-6
Beilstein/REAXYS Number:
5322018
MDL number:
MFCD00071594

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InChI key

DPVHGFAJLZWDOC-PVXXTIHASA-N

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

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

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

Quality Level

200

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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.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

T0167-10G: + T0167-5G: + T0167-100G: + T0167-BULK: + T0167-25G: + T0167-EW: + T0167-10G-C: + T0167-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
SLCM2198
SLCL3509
SLCK5066
SLCJ4085
SLCH3063

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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)
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)
Trehalose metabolism: from osmoprotection to signaling
Iturriaga G, et al.
International Journal of Molecular Sciences, 10(9), 3793-3810 (2009)
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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