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T9531

Sigma-Aldrich

D-(+)-Trehalose dihydrate

from Saccharomyces cerevisiae, ≥99%

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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:
Molecular Weight:
378.33
Beilstein:
5322018
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

biological source

Saccharomyces cerevisiae

Quality Level

Assay

≥99%

form

powder

optical activity

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

technique(s)

HPLC: suitable

impurities

≤5.0% EtOH
<20 ppm Trace metals

color

white

mp

97-99  °C

solubility

water: 50 mg/mL, clear, colorless

application(s)

agriculture

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.

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

Regulatory Information

涉药品监管产品

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Ousamah Younoss Soliman et al.
Journal of pharmaceutical sciences, 109(4), 1581-1593 (2020-01-01)
Messenger RNA (mRNA)-containing nanoparticles were produced by electrostatic complexation with a library of pharmaceutical grade chitosans with different degrees of deacetylation and hyaluronic acids (HAs) (native vs. sulfated). Polymer length (Mn), HA degree of sulfation (DS), and amine to phosphate
Sebastian Sorge et al.
Cell reports, 31(7), 107659-107659 (2020-05-21)
The mitochondrial electron transport chain (ETC) enables essential metabolic reactions; nonetheless, the cellular responses to defects in mitochondria and the modulation of signaling pathway outputs are not understood. We show that Notch signaling and ETC attenuation via knockdown of COX7a
Alan Twomey et al.
International journal of pharmaceutics, 487(1-2), 91-100 (2015-04-19)
In frozen and lyophilized systems, the biological to be stabilized (e.g. therapeutic protein, biomarker, drug-delivery vesicle) and the cryo-/lyo-protectant should be co-localized for successful stabilization. During freezing and drying, many factors cause physical separation of the biological from the cryo-/lyo-protectant
Li Zhang et al.
Biomaterials, 216, 119248-119248 (2019-06-22)
Neurodegenerative disorders such as Huntington's disease (HD) are fundamentally caused by accumulation of misfolded aggregate-prone proteins. Previous investigations have shown that these toxic protein aggregates could be degraded through autophagy induced by small molecules as well as by nanomaterials. However
Yi Hu et al.
Nanoscale, 11(24), 11789-11807 (2019-06-12)
Autophagy may represent a common cellular response to nanomaterials. In the present study, it was demonstrated that zinc oxide nanoparticle (ZON)-elicited autophagy contributes to tumor cell killing by accelerating the intracellular dissolution of ZONs and reactive oxygen species (ROS) generation.

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