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CAS 1955-26-6

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UDP-rhamnose

Description:
UDP-rhamnose, or uridine diphosphate rhamnose, is a nucleotide sugar that plays a crucial role in the biosynthesis of polysaccharides and glycoproteins. It is a derivative of rhamnose, a naturally occurring deoxy sugar, and is involved in various metabolic pathways, particularly in the synthesis of cell wall components in plants and bacteria. UDP-rhamnose serves as a glycosyl donor in glycosylation reactions, facilitating the transfer of rhamnose residues to acceptor molecules. This compound is typically found in the form of a white to off-white powder and is soluble in water. Its structure consists of a uridine moiety linked to a diphosphate group and a rhamnose sugar, which contributes to its reactivity and function in enzymatic processes. UDP-rhamnose is essential for the production of certain polysaccharides, including those found in pectin and other plant cell wall materials, highlighting its importance in plant biology and potential applications in biotechnology and pharmaceuticals.
Formula:C15H24N2O16P2
InChI:InChI=1S/C15H24N2O16P2/c1-5-8(19)10(21)12(23)14(30-5)32-35(27,28)33-34(25,26)29-4-6-9(20)11(22)13(31-6)17-3-2-7(18)16-15(17)24/h2-3,5-6,8-14,19-23H,4H2,1H3,(H,25,26)(H,27,28)(H,16,18,24)/t5-,6+,8-,9+,10+,11+,12+,13+,14+/m0/s1
InChI key:InChIKey=DRDCJEIZVLVWNC-SLBWPEPYSA-N
SMILES:O[C@H]1[C@@H](O[C@H](COP(OP(O[C@@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O2)(=O)O)(=O)O)[C@H]1O)N3C(=O)NC(=O)C=C3
Synonyms:
  • UDP-rhamnose
  • Uridine diphosphate rhamnose
  • Uridine 5′-pyrophosphate, β-L-rhamnopyranosyl ester
  • Uridine 5′-(trihydrogen diphosphate), P′-(6-deoxy-β-L-mannopyranosyl) ester
  • Uridine 5′-(trihydrogen pyrophosphate), mono(6-deoxy-β-L-mannopyranosyl) ester
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