Mannosamine

Mannosamine
Names
IUPAC name
2-Amino-2-deoxy-D-mannopyranose
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
MeSH mannosamine
  • InChI=1S/C6H13NO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1,7H2/t2-,3+,4-,5-,6?/m1/s1 ☒N
    Key: MSWZFWKMSRAUBD-CBPJZXOFSA-N ☒N
  • InChI=1/C6H13NO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1,7H2/t2-,3+,4-,5-,6?/m1/s1
    Key: MSWZFWKMSRAUBD-CBPJZXOFBL
  • C([C@@H]1[C@H]([C@@H]([C@@H](C(O1)O)N)O)O)O
Properties
C6H13NO5
Molar mass 179.171 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

D-Mannosamine (2-amino-2-deoxymannose) is a hexosamine derivative of mannose.[1][2]

  1. ^ Lisanti MP, Field MC, Caras IW, Menon AK, Rodriguez-Boulan E (August 1991). "Mannosamine, a novel inhibitor of glycosylphosphatidylinositol incorporation into proteins". The EMBO Journal. 10 (8): 1969–1977. doi:10.1002/j.1460-2075.1991.tb07726.x. PMC 452876. PMID 1829673.
  2. ^ Patwari P, Kurz B, Sandy JD, Grodzinsky AJ (February 2000). "Mannosamine inhibits aggrecanase-mediated changes in the physical properties and biochemical composition of articular cartilage". Archives of Biochemistry and Biophysics. 374 (1): 79–85. doi:10.1006/abbi.1999.1538. PMID 10640399.