Lentztrehalose C (Trehalase Resistant)

Code No. : 14680
CAS# : 1808096-68-5
Molecular Formula : C17H30O12
Molecular Weight : 426.415
Source : Lentzea sp. ML457-mF8
Supplied as : Powder Purity : >75% (qNMR)
Long Term Storage : at -20 °C
Solubility : Soluble in MeOH, DMSO, H2O Insoluble in Hexane

Outline

• Not digested by various microbes which metabolize trehalose.
  Stable to porcine kidney trehalase.

Application Notes

Lentztrehalose C is a biologically stable analog of trehalose, isolated from the solid-state culture of Lentzea sp. ML457-mF8 with lentztrehalose A. 1) Lentztrehalose C is stable to porcine kidney trehalase. 1) While trehalose was digested by various microbes such as Escherichia coli K-12, lentztrehalose C was not digested by those microbes. 1) After the oral administration of lentztrehalose C to mice, it showed much better blood concentration compared to that of trehalose. 1)

Enzyme Inhibitors	Name	Product Code	Link
Alkaline Phosphatase Inhibitor	Forphenicine	FNK-09636
NADH:Ubiquinone Oxidoreductase Inhibitor	Piericidin A1	FNK-14688
β-Galactosidase Inhibitor	Pyridindolol	FNK-00372
Glyoxylase Ⅰ (GloⅠ) Inhibitor	COTC	FNK-14675
α-Glucosidase Inhibitor	6-O-Methylreticulol	FNK-14693
Glutathione S-Transferase (GST) Inhibitor	Benastatin A	FNK-00379
	Benastatin B	FNK-14653
	Benastatin C	FNK-00380
Glutathione S-Transferase (GST) π Class Inhibitor	Bequinostatin A	FNK-14681
	Bequinostatin C	FNK-14654
GRP78 Up-regulation suppressor	Piericidin A1	FNK-14688
GMP synthase Inhibitor	Oxanosine	FNK-00762
Human Dipeptidyl Aminopeptidase Ⅱ Inhibitor	Dioctatin A (HCl)	FNK-14700
Dipeptidyl Peptidase Ⅲ (DPP-Ⅲ) Inhibitor	Fluostatin B	FNK-14683
Protein Phosphatase 2A (PP2A) Inhibitor	Cytostatin (Na Salt)	FNK-10664
	Rubratoxin A	FNK-10663
Thymidylate Synthase Inhibitor	Vanoxonin	FNK-10744
Receptor Tyrosine Kinase Inhibitor	Erbstatin	FNK-14697
DNA Helicase Inhibitor	Heliquinomycin	FNK-10665
Dopamine β-Hydroxylase Inhibitor	Dopastin	FNK-00381
Trehalase Resistant Trehalose Analogue	Lentztrehalose A	FNK-14678
	Lentztrehalose B	FNK-14679
	Lentztrehalose C	FNK-14680	Current Link
Nucleoside Diphosphate Kinase (NDPK) Inhibitor	Cyclamidomycin	FNK-01541
Heparanase Inhibitor	Heparastatin<SF4>(HCl)	FNK-11829

Data Examples

Stable againt various bacteria and microorganisms


Lentztrehalose A, B, C or trehalose were added to the seven bacterial cultures, and the culture was incubated. Although trehalose was degraded and reduced, lentztrehaloses showed little degradation.

High stability against trehalase




Lentztrehalose A-C and trehalose were reacted with porcine kidney trehalase and the concentrations of released glucose were determined by a hexokinase assay. Lentztrehalose A-C showed no degradation and high stability against trehalose-degrading enzymes.

Concentration in mouse blood with oral administration
 

The blood kinetics of administered compounds are important for showing their activity in vivo. When mice were orally administered Lentztrehalose A-C, their blood levels increased significantly compared to trehalose.

Antitumor activity in tumor-bearing mice (Lentztrehalose A)


Tumor growth results in ICR mice bearing sarcoma 180 tumor cells administered orally(P.O.) or intravenous injection(I.V.) with 50 mg/kg of lentztrehalose A, trehalose or physiological saline(control) on the date indicated as above.

Life-prolonging effect in tumor-bearing mice (Lentztrehalose A)


Tumor growth results in ICR mice bearing S-180 sarcoma cells administered orally(P.O.) or intravenous injection(I.V.) at 50 mg/kg of Lentztrehalose A, Trehalose or physiological saline(control) on the date indicated as above.

References

1) Stability and bioavailability of lentztrehaloses A, B, and C as replacements for trehalose. Wada S, et al. J Agric Food Chem. 2016 64(38) 7121-7126.
2) Synthesis and determination of absolute configuration of lentztrehalose A. Zhang M, et al. Chem Pharm Bull. 2015 63(11) 961-966.