Date published: 2025-10-14

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Hydroxyectoine (CAS 165542-15-4)

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Alternate Names:
THP(A); 5-hydroxyectoine
Application:
Hydroxyectoine is a compound used to stabilize enzymes and biological macromolecules
CAS Number:
165542-15-4
Purity:
≥95%
Molecular Weight:
158.16
Molecular Formula:
C6H10N2O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Hydroxyectoine, also known as 5-Hydroxyectoine, a carboxamidine heterocycle, is synthesized through the condensation of 4-amino-L-allothreonine and acetic acid. It belongs to the class of 1,4,5,6-tetrahydropyrimidines and serves as a monocarboxylic acid and a secondary alcohol. This compound has demonstrated potential applications in protein stabilization, biomolecule protection against oxidative stress, biofuel production, and chelation of metals and other molecules.


Hydroxyectoine (CAS 165542-15-4) References

  1. High-yield cultivation of Marinococcus M52 for production and recovery of hydroxyectoine.  |  Schiraldi, C., et al. 2006. Res Microbiol. 157: 693-9. PMID: 16815686
  2. A specialized aspartokinase enhances the biosynthesis of the osmoprotectants ectoine and hydroxyectoine in Pseudomonas stutzeri A1501.  |  Stöveken, N., et al. 2011. J Bacteriol. 193: 4456-68. PMID: 21725014
  3. Glass-forming property of hydroxyectoine is the cause of its superior function as a desiccation protectant.  |  Tanne, C., et al. 2014. Front Microbiol. 5: 150. PMID: 24772110
  4. The hydroxyectoine gene cluster of the non-halophilic acidophile Acidiphilium cryptum.  |  Moritz, KD., et al. 2015. Extremophiles. 19: 87-99. PMID: 25142158
  5. Hydroxyectoine protects Mn-depleted photosystem II against photoinhibition acting as a source of electrons.  |  Yanykin, DV., et al. 2019. Photosynth Res. 141: 165-179. PMID: 30701483
  6. Effect of ectoine, hydroxyectoine and β-hydroxybutyrate on the temperature and pressure stability of phospholipid bilayer membranes of different complexity.  |  Herzog, M., et al. 2019. Colloids Surf B Biointerfaces. 178: 404-411. PMID: 30903979
  7. Exploring useful fermentation strategies for the production of hydroxyectoine with a halophilic strain, Halomonas salina BCRC 17875.  |  Chen, WC., et al. 2019. J Biosci Bioeng. 128: 332-336. PMID: 30935782
  8. Anhydrobiotic engineering for the endophyte bacterium Kosakonia radicincitans by osmoadaptation and providing exogenously hydroxyectoine.  |  Cruz Barrera, M., et al. 2019. World J Microbiol Biotechnol. 36: 6. PMID: 31832888
  9. Ectoine and Hydroxyectoine Stabilize Antibodies in Spray-Dried Formulations at Elevated Temperature and during a Freeze/Thaw Process.  |  Nayak, PK., et al. 2020. Mol Pharm. 17: 3291-3297. PMID: 32672979
  10. Protective effect of the extremolytes ectoine and hydroxyectoine in a porcine organ culture.  |  Tsai, T., et al. 2020. Graefes Arch Clin Exp Ophthalmol. 258: 2185-2203. PMID: 32710140
  11. Microbial production of ectoine and hydroxyectoine as high-value chemicals.  |  Liu, M., et al. 2021. Microb Cell Fact. 20: 76. PMID: 33771157
  12. New insights into hydroxyectoine synthesis and its transcriptional regulation in the broad-salt growing halophilic bacterium Chromohalobacter salexigens.  |  Argandoña, M., et al. 2021. Microb Biotechnol. 14: 1472-1493. PMID: 33955667
  13. Metabolic engineering of Escherichia coli for efficient osmotic stress-free production of compatible solute hydroxyectoine.  |  Ma, Q., et al. 2022. Biotechnol Bioeng. 119: 89-101. PMID: 34612520
  14. High-efficiency production of 5-hydroxyectoine using metabolically engineered Corynebacterium glutamicum.  |  Jungmann, L., et al. 2022. Microb Cell Fact. 21: 274. PMID: 36578077

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Hydroxyectoine, 1 g

sc-215158
1 g
$48.00

Hydroxyectoine, 10 g

sc-215158A
10 g
$285.00