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Key Documents

T4272

Sigma-Aldrich

Trehalose 6-phosphate dipotassium salt

~95% (TLC)

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About This Item

Linear Formula:
C12H21O14PK2
CAS Number:
Molecular Weight:
498.46
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

Assay

~95% (TLC)

form

powder

impurities

<10% water (Karl Fischer)

color

off-white,



cation traces

K: 14-17.3%
P: 5.8 - 6.7%

application(s)

agriculture

storage temp.

−20°C

SMILES string

[K].[H][C@@]1(O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)O[C@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]2O

InChI

1S/C12H23O14P.K.H/c13-1-3-5(14)7(16)9(18)11(24-3)26-12-10(19)8(17)6(15)4(25-12)2-23-27(20,21)22;;/h3-19H,1-2H2,(H2,20,21,22);;/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-;;/m1../s1

InChI key

KSPIKJRSOAXHOT-PVXXTIHASA-N

Application

Trehalose 6-phosphate (T6P) dipotassium salt has been used as a standard to measure T6P concentrations in potato tubers. It has also been used as a calibration standard in liquid chromatography-mass spectrometry (LC-MS) assay for measurement of T6P in plants.

Biochem/physiol Actions

Trehalose 6-phosphate (T6P) is synthesised from glucose-6-phosphate (G6P) and uridine 5-diphospho-glucose. Trehalose-6-phosphate synthase catalyzes this reaction. T6P serves as a precursor for the synthesis of trehalose. It regulates sugar metabolism in in Arabidopsis plants and promotes its growth. In plants, T6P blocks the action of sucrose nonfermenting-1-related protein kinase 1, which affects the energy and carbon metabolism.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - STOT SE 1

Target Organs

Eyes,Central nervous system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Trehalose metabolism in plants
Lunn JE, et al.
The Plant Journal, 79(4), 544-567 (2014)
Analysis of low abundant trehalose-6-phosphate and related metabolites in Medicago truncatula by hydrophilic interaction liquid chromatography--triple quadrupole mass spectrometry
Mata AT, et al.
Journal of Chromatography A, 1477(31), 30-38 (2016)
Analysis of low abundant trehalose-6-phosphate and related metabolites in Medicago truncatula by hydrophilic interaction liquid chromatography-triple quadrupole mass spectrometry
Mata AT, et al.
Journal of Chromatography A, 1477(4), 30-38 (2016)
Trehalose 6-phosphate regulates starch synthesis via posttranslational redox activation of ADP-glucose pyrophosphorylase
Kolbe A, et al.
Proceedings of the National Academy of Sciences of the USA, 102(31), 11118-11123 (2005)
Effects of drought stress and storage on the metabolite and hormone contents of potato tubers expressing the yeast trehalose-6-phosphate synthase 1 gene
Juhasz Z, et al.
Journal of Agricultural Science, 6(5), 142-142 (2014)

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