E2271
Ectoine
osmoprotectant
Synonym(s):
(S)-2-Methyl-1,4,5,6-tetrahydropyrimidine-4-carboxylic acid, Thp(B)
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
| Pack Size | SKU | Availability | Price |
|---|---|---|---|
| 25 mg | Check Cart for Availability | MXP 6,944.00 | |
| 100 mg | Check Cart for Availability | MXP 22,065.00 |
About This Item
Empirical Formula (Hill Notation):
C6H10N2O2
CAS Number:
Molecular Weight:
142.16
UNSPSC Code:
12352204
NACRES:
NA.25
PubChem Substance ID:
EC Number:
431-910-1
Beilstein/REAXYS Number:
7288977
MDL number:
MXP 6,944.00
Check Cart for Availability
Quality Level
assay
≥-98.0% (HPLC)
form
powder
mol wt
142.16
storage temp.
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
InChI key
WQXNXVUDBPYKBA-YFKPBYRVSA-N
General description
Ectoine is a natural cyclic tetrahydropyrimidine, which is a low molecular weight, water-binding and organic osmolyte. It is a part of a class of small molecule chaperones (SMCs).
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. Ectoine is implicated in protein and lipid bilayer stabilization. It also regulates the preservation of turgor pressure and ameliorates desiccation stress. It may be used to treat inflammatory diseases such as, allergic rhinitis, atopic dermatitis and chronic obstructive pulmonary disease. Ectoine can cause DNA structural changes in vitro and protects DNA from ionizing radiation (IR). It prevents insulin amyloid formation in vitro.
1 of 1
This Item | |||
|---|---|---|---|
| assay ≥-98.0% (HPLC) | assay ≥95.0% (HPLC) | assay ≥95% (HPLC) | assay - |
| form powder | form powder | form solid | form - |
| Quality Level 200 | Quality Level 200 | Quality Level 200 | Quality Level - |
| mol wt 142.16 | mol wt 142.16 g/mol | mol wt - | mol wt - |
| storage temp. room temp | storage temp. - | storage temp. - | storage temp. - |
Still not finding the right product?
Explore all of our products under Ectoine
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Related Content
Instructions
Biosynthesis of the stress-protectant and chemical chaperon ectoine: biochemistry of the transaminase EctB
Bremer E, et al.
Frontiers in Microbiology, 10, 2811-2811 (2019)
G Malin et al.
Journal of bacteriology, 178(2), 385-395 (1996-01-01)
The metabolic responses of a number of Streptomyces strains to osmotic and heat stress were studied by 13C nuclear magnetic resonance spectroscopy. During cell growth in a chemically defined medium supplemented with 0.5 M NaCl, tetrahydropyrimidine derivatives (THPs), 2-methyl-4-carboxy-5-hydroxy-3,4,5,6-tetrahydropyrimidine [THP(A)]
Ectoine and hydroxyectoine inhibit aggregation and neurotoxicity of Alzheimer?s beta-amyloid
Kanapathipillai M, et al.
Febs Letters, 579(21), 4775-4780 (2005)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| E2271-100MG | 04061833619841 |
| E2271-25MG | 04061833619858 |