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T9531

Sigma-Aldrich

D-(+)-Trehalose dihydrate

≥99% (HPLC), from Saccharomyces cerevisiae

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Synonym(s):
Trehalose dihydrate, α,α-Trehalose, α-D-Glucopyranosyl-α-D-glucopyranoside
Empirical Formula (Hill Notation):
C12H22O11 · 2H2O
CAS Number:
6138-23-4
Molecular Weight:
378.33
Beilstein:
5322018
EC Number:
202-739-6
MDL number:
MFCD00071594
UNSPSC Code:
12352201
PubChem Substance ID:
57654693
NACRES:
NA.25

biological source

Saccharomyces cerevisiae

Quality Level

300

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

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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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.

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.

Quality

Reduced metal ion content.

Preparation Note

Prepared by ion exchange chromatography.

Other Notes

For additional information on our range of Biochemicals, please complete this form.
To gain a comprehensive understanding of our extensive range of Disaccharides for your research, we encourage you to visit our Carbohydrates Category page.

comparable product

Product No.
Description
Pricing

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

涉药品监管产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Experimental and theoretical electron density distribution of alpha,alpha-trehalose dihydrate
Stevens E D, et al.
Carbohydrate Research, 345(10), 1469-1481 (2010)
Tiina Lipiäinen et al.
International journal of pharmaceutics, 543(1-2), 21-28 (2018-03-24)
Spray-dried protein formulations commonly require stabilising excipients to prevent protein degradation during processing and storage, and trehalose has been commonly used. The purpose of this work was to evaluate melibiose in spray-dried protein formulations in comparison to trehalose. The protein-activity-preserving
View All Related Papers

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