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Merck
CN

81619

Ectoine

≥95.0% (HPLC)

Synonym(s):

(S)-2-Methyl-1,4,5,6-tetrahydropyrimidine-4-carboxylic acid, Thp(B)

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About This Item

Empirical Formula (Hill Notation):
C6H10N2O2
CAS Number:
96702-03-3
Molecular Weight:
142.16
UNSPSC Code:
24112111
NACRES:
NA.21
PubChem Substance ID:
329769212
EC Number:
431-910-1
Beilstein/REAXYS Number:
7288977
MDL number:
MFCD03419286

Key Documents

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Product Name

Ectoine, ≥95.0% (HPLC)

InChI key

WQXNXVUDBPYKBA-YFKPBYRVSA-N

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

SMILES string

CC1=N[C@@H](CCN1)C(O)=O

assay

≥95.0% (HPLC)

form

powder

mol wt

142.16 g/mol

storage condition

dry at room temperature

color

white

solubility

methanol: soluble 10 mg/mL, clear, colorless to almost colorless

Quality Level

200

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Application

The practical applications of ectoine include enzyme stabilization, anti-inflammatory treatment, neurodegenerative disease prevention, and other therapeutic applications.

Biochem/physiol Actions

Ectoine works as an enzyme stabilizer by maintaining hydration and reducing enzyme denaturation due to temperature changes. It also increases the stability of double-stranded DNA at high temperatures.

General description

Ectoine, also known as 4,5,6-tetrahydro-2-methyl-4-pyrimidinecarboxylic acid, is a zwitterionic amino acid derivative that is a compatible osmoprotectant solute produced in certain aerobic, chemoheterotrophic, and halophilic bacteria to protect against osmotic stress, radiation, and other unfavorable environmental conditions.

Other Notes

Stabilizer for enzymes and biological macromolecules

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN2331
BCCM0586
BCCM5363
BCCL5220
BCCH1854

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Adam Bownik et al.
Arhiv za higijenu rada i toksikologiju, 67(4), 260-265 (2016-12-30)
Ectoine is a compatible water molecule-binding solute (osmoprotectant) produced by several bacterial species in response to osmotic stress and unfavourable environmental conditions. This amino acid derivative can accumulate inside cells at high concentrations without interfering with natural processes and can
Elisabeth Ablinger et al.
International journal of pharmaceutics, 436(1-2), 744-752 (2012-08-02)
In this study, we combined a high-throughput screening method, differential scanning fluorimetry (DSF), with design of experiments (DoE) methodology to evaluate the effects of several formulation components on the thermostability of granulocyte colony stimulating factor (G-CSF). First we performed a
M.D. Vangala et al.
Bioforum, 23, 760-760 (2000)
Ralf Spindler et al.
Cryobiology, 64(3), 250-260 (2012-02-22)
Cellular response during the freeze-thaw process strongly affects the cryopreservation outcome including cell morphology and cell viability. Cryomicroscopy was used to individually analyze the osmotic response of human pulmonary microvascular endothelial cells (HPMECs) during slow cooling (1 °C/min) to -60
K. Lippert, E.A. Galinski
Applied Microbiology and Biotechnology, 37, 61-61 (1992)
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