E2271

Ectoin

osmoprotectant

• Synonym(e): (S)-2-Methyl-1,4,5,6-tetrahydropyrimidin-4-carboxylsäure, Thp(B)
• Empirische Formel (Hill-System): C₆H₁₀N₂O₂
• CAS-Nummer: 96702-03-3
• Molekulargewicht: 142.16
• Beilstein: 7288977
• EG-Nummer: 431-910-1
• MDL-Nummer: MFCD03419286
• UNSPSC-Code: 12352204
• PubChem Substanz-ID: 24894465
• NACRES: NA.25

Eigenschaften

• Qualitätsniveau: 200
• Assay: ≥98.0% (HPLC); ≥98.0% (TLC)
• Form: powder
• Mol-Gew.: 142.16
• Lagertemp.: room temp
• SMILES String: CC1=N[C@@H](CCN1)C(O)=O
• 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

Beschreibung

Allgemeine Beschreibung

Ectoine is a natural cyclic tetrahydropyrimidine, which is a low molecular weight, water-binding and organic osmolyte.[1] It is a part of a class of small molecule chaperones (SMCs).[2]

Biochem./physiol. Wirkung

Ectoine acts as an osmoprotectant in a wide variety of microorganisms including heterotrophic, halophilic bacteria and non-halophilic bacteria such as Streptomyces species and E.coli. This compatible solute exhibit protective effects in E.coli during drying and storage.[3][4] Ectoine is implicated in protein and lipid bilayer stabilization.[5][4] It also regulates the preservation of turgor pressure[5] and ameliorates desiccation stress.[4] It may be used to treat inflammatory diseases such as, allergic rhinitis, atopic dermatitis and chronic obstructive pulmonary disease.[5] Ectoine can cause DNA structural changes in vitro and protects DNA from ionizing radiation (IR).[5] It prevents insulin amyloid formation in vitro.[2]

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 1
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves