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K2755

Sigma-Aldrich

2-Keto-3-deoxyoctonate ammonium salt

≥97%

Synonym(s):

3-Deoxyoctulosonic acid, KDO

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About This Item

Linear Formula:
C8H14O8 · NH3
CAS Number:
103404-70-2
Molecular Weight:
255.22
MDL number:
MFCD00057549
UNSPSC Code:
12352100
PubChem Substance ID:
57654316
NACRES:
NA.22

Quality Level

200

Assay

≥97%

form

powder

storage temp.

−20°C

SMILES string

N.OCC(O)C1OC(O)(CC(O)C1O)C(O)=O

InChI

1S/C8H14O8.H3N/c9-2-4(11)6-5(12)3(10)1-8(15,16-6)7(13)14;/h3-6,9-12,15H,1-2H2,(H,13,14);1H3

InChI key

UDJBBKGYARWWNJ-UHFFFAOYSA-N

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Application

  • Synthesis of KDO Analogues: A significant study focused on the synthesis of analogues of 3-deoxy-D-manno-octulosonic acid (KDO), which includes compounds such as 2-Keto-3-deoxyoctonate ammonium salt. These analogues were evaluated as potential inhibitors of CMP-KDO synthetase, playing a critical role in the development of new therapeutic agents targeting bacterial infections and enhancing understanding of bacterial lipopolysaccharide synthesis (Luthman et al., 1987).

Biochem/physiol Actions

KDO is a sialic acid that is a component of bacterial lipopolysaccharides and a possible target for antibiotic development.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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BMC medical research methodology, 13, 127-127 (2013-10-24)
Previous reviews of cluster randomised trials have been critical of the quality of the trials reviewed, but none has explored determinants of the quality of these trials in a specific field over an extended period of time. Recent work suggests
Laura Cipolla et al.
Current drug discovery technologies, 6(1), 19-33 (2009-03-12)
Despite important advances made in the last century, infectious diseases caused by pathogenic microrganisms are still a major threat to human health. This is worsened by the occurrence of new forms of bacterial resistance against antibiotics, that are the main
Aloka B Bandara et al.
PloS one, 6(4), e19003-e19003 (2011-05-06)
Francisella tularensis is a category-A select agent and is responsible for tularemia in humans and animals. The surface components of F. tularensis that contribute to virulence are not well characterized. An electron-dense capsule has been postulated to be present around
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PloS one, 7(4), e32359-e32359 (2012-04-13)
We previously reported that neuraminidase (NA) pretreatment of human PBMCs markedly increased their cytokine response to lipopolysaccharide (LPS). To study the mechanisms by which this occurs, we transfected HEK293T cells with plasmids encoding TLR4, CD14, and MD2 (three components of
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