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CAS 26575-17-7

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UDP-N-Acetylmannosamine

Description:
UDP-N-Acetylmannosamine (UDP-ManNAc) is a nucleotide sugar that plays a crucial role in the biosynthesis of glycoproteins and glycolipids. It is an activated form of N-acetylmannosamine, which is an important precursor in the synthesis of sialic acids. The compound consists of a uridine diphosphate (UDP) moiety linked to N-acetylmannosamine, facilitating its incorporation into polysaccharides and glycoproteins. UDP-ManNAc is typically found in cellular metabolism, particularly in the pathways of glycosylation, where it serves as a donor of the N-acetylmannosamine residue. This substance is characterized by its polar nature, which allows it to interact with various enzymes involved in glycan biosynthesis. Its role is significant in cellular recognition processes and in the modulation of immune responses. Additionally, UDP-ManNAc is involved in the synthesis of complex carbohydrates, contributing to the structural diversity of glycoconjugates. Understanding its properties and functions is essential for research in biochemistry and molecular biology, particularly in the context of cell signaling and pathogen interactions.
Formula:C17H27N3O17P2
InChI:InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/t7-,8-,10+,11-,12-,13-,14-,15-,16-/m1/s1
InChI key:InChIKey=LFTYTUAZOPRMMI-ZYQOOJPVSA-N
SMILES:O[C@H]1[C@@H](O[C@H](COP(OP(O[C@@H]2[C@@H](NC(C)=O)[C@@H](O)[C@H](O)[C@@H](CO)O2)(=O)O)(=O)O)[C@H]1O)N3C(=O)NC(=O)C=C3
Synonyms:
  • UDP-N-Acetylmannosamine
  • UDP-N-acetyl-D-mannosamine
  • Uridine 5′-(trihydrogen diphosphate), P′-[2-(acetylamino)-2-deoxy-α-D-mannopyranosyl] ester
  • Uridine 5′-(trihydrogen pyrophosphate), mono(2-acetamido-2-deoxy-α-D-mannopyranosyl) ester
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Found 1 products.
  • UDP-N-acetyl-D-mannosamine
    Biosynth
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    UDP-N-acetyl-D-mannosamine

    CAS:
    UDP-N-acetyl-D-mannosamine is a precursor of the sugar nucleotide UDP-N-acetylglucosamine. It is synthesized in the cytoplasm by the enzyme UDP-N-acetylglucosamine 2-epimerase, which converts UDP-N-acetylglucosamine to UDP-N-acetylmannosamine. This enzyme also catalyzes the conversion of UDP-N-[3′,5′]-diacetamido mannosamine to UDP-[3′,5′]-diacetamido glucuronic acid. The enzyme has been found in Streptococcus spp., including Streptococcus pneumoniae and Streptococcus pyogenes serogroup A (group A streptococci). It has also been detected in other bacteria, including Neisseria meningitidis and Staphylococcus aureus.
    Formula:C17H27N3O17P2
    Purity:Min. 95%
    Molecular weight:607.35 g/mol

    Ref: 3D-MU158583

    5mg
    15,841.00€