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70709

Sigma-Aldrich

Hydroxyectoine

≥95% (HPLC)

Synonym(s):

(4S,5S)-5-Hydroxy-2-methyl-1,4,5,6-tetrahydropyrimidine-4-carboxylic acid, THP(A)

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About This Item

Empirical Formula (Hill Notation):
C6H10N2O3
CAS Number:
Molecular Weight:
158.16
MDL number:
UNSPSC Code:
24112111
PubChem Substance ID:
NACRES:
NA.21

Quality Level

Assay

≥95% (HPLC)

form

solid

SMILES string

CC1=N[C@@H]([C@@H](O)CN1)C(O)=O

InChI

1S/C6H10N2O3/c1-3-7-2-4(9)5(8-3)6(10)11/h4-5,9H,2H2,1H3,(H,7,8)(H,10,11)/t4-,5-/m0/s1

InChI key

KIIBBJKLKFTNQO-WHFBIAKZSA-N

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Other Notes

Stabilizer for enzymes and biological macromolecules

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Marc Benjamin Hahn et al.
Physical chemistry chemical physics : PCCP, 22(13), 6984-6992 (2020-03-20)
Ectoine is a small zwitterionic osmolyte and compatible solute, which does not interfere with cell metabolism even at molar concentrations. Plasmid DNA (pUC19) was irradiated with ultraviolet radiation (UV-C at 266 nm) under quasi physiological conditions (PBS) and in pure
Cuixia Guo et al.
Analytical biochemistry, 548, 109-114 (2018-03-03)
The Fe(II)/2-oxoglutarate-dependent dioxygenases (2-OGDs) catalyze the oxidation of substrates ranging from small molecules to large biomolecules with concomitant oxidation of co-substrate (2-oxoglutarate) into succinate. In the present study, we reported a coupled colorimetric assay that can be generally applied to
Stanislav Obruca et al.
Applied microbiology and biotechnology, 100(3), 1365-1376 (2015-11-23)
Poly(3-hydroxybutyrate) (PHB) is a common carbon- and energy-storage compound simultaneously produced and degraded into its monomer 3-hydroxybutyrate (3HB) by numerous bacteria and Archae in a metabolic pathway called the PHB cycle. We investigated 3HB as a chemical chaperone capable of
Wei-Chuan Chen et al.
Journal of bioscience and bioengineering, 128(3), 332-336 (2019-04-03)
Hydroxyectoine, an ectoine derivative, is the most common compatible solute in halophilic microorganisms for resisting harsh environments. Compatible solutes can be utilized in fields such as cosmetics, medicine, and biochemistry. Moderately halophilic microorganisms produce much less hydroxyectoine as compared with
Klaus Reuter et al.
PloS one, 5(5), e10647-e10647 (2010-05-26)
As a response to high osmolality, many microorganisms synthesize various types of compatible solutes. These organic osmolytes aid in offsetting the detrimental effects of low water activity on cell physiology. One of these compatible solutes is ectoine. A sub-group of

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