E2271

Ectoine

osmoprotectant

• Sinónimos: (S)-2-Methyl-1,4,5,6-tetrahydropyrimidine-4-carboxylic acid, Thp(B)
• Fórmula empírica (notación de Hill): C₆H₁₀N₂O₂
• Número CAS: 96702-03-3
• Peso molecular: 142.16
• UNSPSC Code: 12352204
• NACRES: NA.25
• PubChem Substance ID: 24894465
• EC Number: 431-910-1
• Beilstein/REAXYS Number: 7288977
• MDL number: MFCD03419286
• Assay: ≥-98.0% (HPLC)
• Form: powder
• Quality level: 200

Propiedades

• 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
• InChI key: WQXNXVUDBPYKBA-YFKPBYRVSA-N
• SMILES string: CC1=N[C@@H](CCN1)C(O)=O
• Quality Level: 200
• assay: ≥-98.0% (HPLC)
• form: powder
• mol wt: 142.16
• storage temp.: room temp

Descripción

General description

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 Actions

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]

Información de seguridad

• Clase de almacenamiento: 11 - Combustible Solids
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves