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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:
Molecular Weight:
255.22
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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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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
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
Karla Diaz-Ordaz et al.
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
Suwon Kim et al.
Journal of enzyme inhibition and medicinal chemistry, 35(1), 1414-1421 (2020-06-27)
Frequent occurrences of multi-drug resistance of pathogenic Gram-negative bacteria threaten human beings. The CMP-2-keto-3-deoxy-d-manno-octulosonic acid biosynthesis pathway is one of the new targets for antibiotic design. 2-Keto-3-deoxy-d-manno-octulosonate cytidylyltransferase (KdsB) is the key enzyme in this pathway. KdsB proteins from Burkholderia
Leticia Martínez-Lapuente et al.
Food research international (Ottawa, Ont.), 96, 235-243 (2017-05-22)
The effect of egg albumin fining, progressive clarification and cross-flow microfiltration on the polysaccharide and proanthocyanidin composition of four red varietal wines was studied in this work. Discriminant analyses were applied to achieve a possible differentiation of the wines according

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