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CAS 10149-14-1

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3-Deoxy-D-manno-octulosonic acid

Description:
3-Deoxy-D-manno-octulosonic acid (KDO) is a unique sugar acid that plays a significant role in the structure of bacterial lipopolysaccharides, which are essential components of the outer membrane of Gram-negative bacteria. This compound is characterized by its six-carbon backbone with a ketone functional group and a carboxylic acid group, contributing to its acidic properties. KDO is typically found in its D-configuration and is known for its involvement in various biological processes, including cell wall biosynthesis and immune response modulation. It is a crucial intermediate in the biosynthesis of polysaccharides and is often studied for its potential applications in vaccine development and as a target for antibiotic therapies. KDO is soluble in water, and its reactivity is influenced by the presence of hydroxyl and carboxyl groups, allowing it to participate in various biochemical reactions. Overall, 3-Deoxy-D-manno-octulosonic acid is an important compound in microbiology and biochemistry, with implications for understanding bacterial physiology and developing therapeutic strategies.
Formula:C8H14O8
InChI:InChI=1S/C8H14O8/c9-2-5(12)7(14)6(13)3(10)1-4(11)8(15)16/h3,5-7,9-10,12-14H,1-2H2,(H,15,16)/t3-,5-,6-,7-/m1/s1
InChI key:InChIKey=KYQCXUMVJGMDNG-SHUUEZRQSA-N
SMILES:[C@H]([C@@H]([C@@H](CO)O)O)([C@@H](CC(C(O)=O)=O)O)O
Synonyms:
  • 2-Oxo-3-deoxy-<span class="text-smallcaps">D</span>-mannooctonic acid
  • 2-keto-3-Deoxy-<span class="text-smallcaps">D</span>-manno-octonate
  • 2-keto-3-Deoxy-<span class="text-smallcaps">D</span>-mannooctanoic acid
  • 3-Deoxy-<span class="text-smallcaps">D</span>-manno-2-octulosonic acid
  • 3-Deoxy-<span class="text-smallcaps">D</span>-manno-octulosonic acid
  • <span class="text-smallcaps">D</span>-KDO
  • <span class="text-smallcaps">D</span>-manno-2-Octulosonic acid, 3-deoxy-
  • <span class="text-smallcaps">D</span>-manno-Octulosonic acid, 3-deoxy-
  • D-manno-2-octulosonic acid, 3-deoxy-
  • dOclA
  • See more synonyms
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