Ectoine , 10mMinWater , 96702-03-3
Synonym(s):
(S)-2-Methyl-1,4,5,6-tetrahydropyrimidine-4-carboxylic acid;Thp(B)
CAS NO.：96702-03-3
Empirical Formula: C6H10N2O2
Molecular Weight: 142.16
MDL number: MFCD03419286
EINECS: 431-910-1
| Pack Size | Price | Stock | Quantity |
| 1ml | RMB159.20 | In Stock |
|
| others | Enquire |
PRODUCT Properties
| Melting point: | ~280° |
| alpha | D20 +140° (c = 1.0 in methanol) |
| Boiling point: | 381.5±35.0 °C(Predicted) |
| Density | 1.37 |
| storage temp. | 2-8°C |
| solubility | methanol: 20 mg/mL, clear, colorless |
| pka | 3.14±0.20(Predicted) |
| form | Solid |
| color | White to Off-White |
| Water Solubility | Water : 250 mg/mL (1758.58 mM) |
| BRN | 7288977 |
| Stability: | Hygroscopic |
| InChI | InChI=1S/C6H10N2O2/c1-4-7-3-2-5(8-4)6(9)10/h5H,2-3H2,1H3,(H,7,8)(H,9,10)/t5-/m0/s1 |
| InChIKey | WQXNXVUDBPYKBA-YFKPBYRVSA-N |
| SMILES | C1(C)=NCC[C@@H](C(O)=O)N1 |
Description and Uses
Ectoine is a cyclic tetrahydropyrimidine organic osmolyte, which was discovered in the halophilic bacterium Ectothiorhodospira halochloris. It is the most abundant solute produced by aerobic heterotrophic eubacteria and has been extensively characterized as an osmoprotectant and stabilizer for cells and biomolecules.
Ectoine is considered a member of the small molecule chaperones family (SMCs). SMCs accumulate to high intracellular concentrations, preventing the misfolding/ denaturation of proteins and other labile macromolecules. Ectoine preserves enzymes and whole cells against harmful conditions such as freezing, drying, or heating. This molecule, among other compatible solutes, possesses the ability to conserve the proteolytic activity of trypsin and chymotrypsin. It has been shown to induce heat shock proteins and downregulate proinflammatory signals in human keratinocytes. It is not toxic to the cellular environment, even at concentrations as high as 100 mM.
Ectoine strongly inhibits the Ab42 amyloid formation in vitro, reducing the toxicity to human neurblastoma cells. Ab42 was found to be the most predominant proteolytic fragment found in amyloid plaques, thus, ectoine may act as a potential inhibitor associated with neurodegenerative diseases.
Ectoine is a natural protector that stabilizes proteins and other cell structures and protects the skin from stresses such as UV exposure and dryness.
