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Trehalose Analogues Resistant to Various Microorganisms and Trehalase Lentztrehalose A and its analogues B, C

Date:October 17 2022Web Page No:90017

Lentztrehalose A, B, C are trehalose analogues isolated from the soilid-state culture of Lentzea sp. ML457-mF8. Unlike trehalose, these lentztrehalose are stable to porcine kidney trehalase and not broken down by various microorganisms that metabolize trehalose.

Features

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Name Lentztrehalose A Lentztrehalose B Lentztrehalose C
Code 14678 14679 14680
Structural Formula Lentztrehalose-A-Structure Lentztrehalose-B-Structure Lentztrehalose-C-Structure
Outline
  • Shows antitumor activity in mice bearing S-180 sarcoma and Ehrlich carcinoma cells at 12.5-50 mg/kg/day without apparent toxicity to mammalian cells.

  • Shows bone reinforcement and anti-obesity effect in a postmenopausal mouse model.

  • Not digested by various microbes which metabolize trehalose.
    Resistant to porcine kidney trehalase.
  • Not digested by various microbes which metabolize trehalose.
    Stable to porcine kidney trehalase.
  • Not digested by various microbes which metabolize trehalose.
    Stable to porcine kidney trehalase.
Purity >80% (qNMR) >80% (qNMR) >75% (qNMR)
CAS No. 1609356-99-1 1808096-67-4 1808096-68-5
Formula C17H32O13 C17H30O11 C17H30O12
M.W. 444.430 410.416 426.415
Solubility Soluble: MeOH, DMSO, H2O
Insoluble: Hexane
Soluble: MeOH, DMSO, H2O
Insoluble: Hexane
Soluble: MeOH, DMSO, H2O
Insoluble: Hexane

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Data Examples


Stable against various bacteria and microorganisms

Stable against various bacteria and microorganisms1
Stable against various bacteria and microorganisms2
Stable against various bacteria and microorganisms3
Stable against various bacteria and microorganisms4

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

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

Trehalose conc. in mouse blood
Lentztrehalose A conc. in mouse blood
Lentztrehalose B conc. in mouse blood
Lentztrehalose C conc. in mouse blood

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)

Anti-tumor activity in carcinoma-bearing mice

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 .


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

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 ⮝.


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Reference

- Lentztrehalose A, B & C

  1. Wada, S., et al., J. Antibiot., 68 (8), 521~529 (2015). [PMID:25757606]
  2. Wada, S., et al., J. Agric. Food Chem., 64 (38), 7121~7126 (2016). [PMID:27595314]

- Lentztrehalose A

  1. Wada, S., et al., J. Antibiot., 67 (4), 319~322 (2014). [PMID:24448628]
  2. Zhang, M., et al., Chem. Pharm. Bull., 63 (11), 961~966 (2015). [PMID:26521862]

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Product Information

[Date : June 20 2024 00:07]

Detail Product Name Product Code Supplier Size Price
Lentztrehalose A,Trehalase Resistant
DatasheetThis may not be the latest data sheet.
14678 IMCInstitute of Microbial Chemistry 25 mg $500

Description Biologically stable analogue of trehalose
Storage -20°C CAS 1609356-99-1
Link

Bioactive Compounds
Lentztrehalose A

Lentztrehalose B,Trehalase Resistant
DatasheetThis may not be the latest data sheet.
14679 IMCInstitute of Microbial Chemistry 25 mg $500

Description Biologically stable analogue of trehalose
Storage -20°C CAS 1808096-67-4
Link

Bioactive Compounds
Lentztrehalose B

Lentztrehalose C,Trehalase Resistant
DatasheetThis may not be the latest data sheet.
14680 IMCInstitute of Microbial Chemistry 25 mg $500

Description Biologically stable analogue of trehalose
Storage -20°C CAS 1808096-68-5
Link

Bioactive Compounds
Lentztrehalose C

[Date : June 20 2024 00:07]

Lentztrehalose A,Trehalase Resistant


  • Product Code: 14678
  • Supplier: IMC
  • Size: 25mg
  • Price: $500

Description Biologically stable analogue of trehalose
Storage -20°C CAS 1609356-99-1
Link

Bioactive Compounds
Lentztrehalose A

Lentztrehalose B,Trehalase Resistant


  • Product Code: 14679
  • Supplier: IMC
  • Size: 25mg
  • Price: $500

Description Biologically stable analogue of trehalose
Storage -20°C CAS 1808096-67-4
Link

Bioactive Compounds
Lentztrehalose B

Lentztrehalose C,Trehalase Resistant


  • Product Code: 14680
  • Supplier: IMC
  • Size: 25mg
  • Price: $500

Description Biologically stable analogue of trehalose
Storage -20°C CAS 1808096-68-5
Link

Bioactive Compounds
Lentztrehalose C


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