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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

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
Annika C Mosier et al.
mBio, 4(2), e00484-e00412 (2013-03-14)
Microorganisms grow under a remarkable range of extreme conditions. Environmental transcriptomic and proteomic studies have highlighted metabolic pathways active in extremophilic communities. However, metabolites directly linked to their physiology are less well defined because metabolomics methods lag behind other omics
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
S Cantera et al.
Bioresource technology, 267, 401-407 (2018-07-22)
This study constitutes the first-proof-of-concept of a methane biorefinery based on the multi-production of high profit margin substances (ectoine, hydroxyectoine, polyhydroxyalkanoates (PHAs) and exopolysaccharides (EPS)) using methane as the sole carbon and energy source. Two bubble column bioreactors were operated
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

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