T9531

D-(+)-Trehalose dihydrate

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

≥99% (HPLC), from Saccharomyces cerevisiae

Synonym(s):

Trehalose dihydrate, 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.25

PubChem Substance ID:

57654693

EC Number:

202-739-6

Beilstein/REAXYS Number:

5322018

MDL number:

MFCD00071594

Product Name

D-(+)-Trehalose dihydrate, ≥99% (HPLC), from Saccharomyces cerevisiae

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

assay

≥99% (HPLC)

form

powder

optical activity

[α]20/D 174 to 182 °, c = 7% (w/v) in water

technique(s)

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

impurities

≤5.0% EtOH
<20 ppm Trace metals

color

white

mp

97-99 °C

solubility

water: 50 mg/mL, clear, colorless

application(s)

advanced drug delivery
agriculture
cell analysis
life science and biopharma
sample preparation

storage temp.

room temp

Quality Level

300

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Related Categories

Biochemicals

Carbohydrates for Biochemical Research

Cell Culture Supplements & Reagents

Chemical Biology

Chemistry & Biochemicals

Analysis Note

Reduced metal ion content.

Application

D-(+)-Trehalose dihydrate has been used:

as a transcription factor EB (TFEB) to study its effects on an autophagy-lysosomal system in human silicosis alveolar macrophages
as stabilizing excipient in spray-dried protein formulations
as a cryoprotectant to study its effects on mouse testicular cell suspensions

Biochem/physiol Actions

D-(+)-Trehalose shows anti-desiccant and cryopreservative activities. It acts as an osmolyte, and stress protectant and helps in the storage and transport of carbon. Trehalose is involved in the food, cosmetic, and pharmaceutical industries. It plays a vital role in the survival of certain insects and plants known as anhydrobionts during harsh environments such as high rates of dehydration.

General description

Trehalose, also known as mycose or tremalose, is a nonreducing disaccharide of glucose commonly found in fungi, bacteria, and invertebrates. Its presence in these organisms highlights its significance in various biological processes and potential applications in biochemical research and cell culture studies.

Other Notes

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To gain a comprehensive understanding of our extensive range of Disaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Preparation Note

Prepared by ion exchange chromatography.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Experimental and theoretical electron density distribution of alpha,alpha-trehalose dihydrate

Stevens E D, et al.

Carbohydrate Research, 345(10), 1469-1481 (2010)

Trehalose alleviates apoptosis by protecting the autophagy-lysosomal system in alveolar macrophages during human silicosis.

Shiyi Tan et al.

Life sciences, 257, 118043-118043 (2020-07-06)

Alveolar macrophages (AMs) are the primary targets of silicosis. Blockade of autophagy may aggravate the apoptosis of AMs. Trehalose (Tre), a transcription factor EB (TFEB) activator, may impact the autophagy-lysosomal system in AMs during silicosis. However, the mechanism by which

Trehalose production: exploiting novel approaches

Schiraldi C, et al.

Trends in Biotechnology, 20(10), 420- 425 (2002)

Trehalose: current use and future applications

Ohtake S and Wang Y J

Journal of Pharmaceutical Sciences, 100(6) , 2020-2053 (2011)

Trehalose metabolism in plants

Lunn J E, et al.

The Plant Journal, 79(4), 544-567 (2014)

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