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Merck

T9449

D-(+)-Trehalose dihydrate

≥99% (HPLC), from starch

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.25
PubChem Substance ID:
24900594
EC Number:
202-739-6
Beilstein/REAXYS Number:
5322018
MDL number:
MFCD00071594

Product Name

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

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

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

Manihot esculenta root (Cassava)

assay

≥99% (HPLC)

form

powder

optical activity

[α]20/D 174 to 186 °, c = 1.0% (w/v) in water

technique(s)

HPLC: suitable

impurities

7.3-11.6% water (Karl Fischer)

color

white

mp

97-99  °C

solubility

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

storage temp.

room temp

Quality Level

200

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Application

D-(+)-Trehalose dihydrate has been used:
  • in trehalose test to stabilize pharmaceutical products
  • as a component of trehalose/sucrose solution for the preparation of J-aggregates
  • in the preparation of simulated honey sugar cocktail (SHSC) to study its effect on chemical and thermal stability of proteins

Biochem/physiol Actions

Trehalose is a 1-alpha (disaccharide) sugar that supports plants and animals to withstand extended periods of desiccation. Trehalose acts as a cryoprotectant in a variety of cell freezing media. It serves as a primary carbon source and as a compatible solute accumulated as a response to osmotic stress and heat shock.

General description

Trehalose is a non-reducing sugar, which is formed when two glucose units are joined by a 1-1 alpha bond. This disaccharide is present naturally in several organisms like both prokaryotes and eukaryotes.

Other Notes

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

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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Certificates of Analysis (COA)

Lot/Batch Number
0000510942
0000510942
0000510941
0000510940
0000510940

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Tri Duong et al.
Applied and environmental microbiology, 72(2), 1218-1225 (2006-02-08)
Freezing and lyophilization are common methods used for preservation and storage of microorganisms during the production of concentrated starter cultures destined for industrial fermentations or product formulations. The compatible solute trehalose has been widely reported to protect bacterial, yeast and
Giuseppe Coppolino et al.
Therapeutic apheresis and dialysis : official peer-reviewed journal of the International Society for Apheresis, the Japanese Society for Apheresis, the Japanese Society for Dialysis Therapy, 19(5), 471-476 (2015-04-14)
Hyperphosphatemia is common in patients with chronic renal failure. Phosphate binders are associated with gastric intolerance, representing the main reason of drug discontinuation. The aim of this study was to compare the effects in vitro and in vivo of sevelamer
Theresa Cloutier et al.
The journal of physical chemistry. B, 122(40), 9350-9360 (2018-09-15)
The CHARMM36 carbohydrate parameter set did not adequately reproduce experimental thermodynamic data of carbohydrate interactions with water or proteins or carbohydrate self-association; thus, a new nonbonded parameter set for carbohydrates was developed. The parameters were developed to reproduce experimental Kirkwood-Buff
Lorenzo Cursi et al.
Nanoscale, 13(38), 16324-16338 (2021-09-28)
Despite the high level of interest in bio-nano interactions, detailed intracellular mechanisms that govern nanoscale recognition and signalling still need to be unravelled. Magnetic nanoparticles (NPs) are valuable tools for elucidating complex intracellular bio-nano interactions. Using magnetic NPs, it is
Samuel Abokyi et al.
Oxidative medicine and cellular longevity, 2020, 5296341-5296341 (2020-08-11)
Trehalose is a natural dietary molecule that has shown antiaging and neuroprotective effects in several animal models of neurodegenerative diseases. The role of trehalose in the management of age-related macular degeneration (AMD) is yet to be investigated and whether trehalose
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