Title: Fucosamine
CAS Registry Number: 24724-90-1
CAS Name: 2-Amino-2,6-dideoxygalactose
Molecular Formula: C6H13NO4
Molecular Weight: 163.17
Percent Composition: C 44.17%, H 8.03%, N 8.58%, O 39.22%
Literature References: Isoln of D-form from lipopolysaccharide of Chromobacterium violaceum: Crumpton, Davies, Biochem. J. 70, 729 (1958); from Bacillus licheniformis: Sharon et al., ibid. 93, 210 (1964). Isoln of L-form from type V Pneumococcus capsular polysaccharide: Barker et al., Nature 189, 303 (1961). Synthesis of L-form: Kuhn et al., Ann. 628, 186 (1959); J. Lehmann et al., Ber. 112, 1470 (1979); of D-form: Zehavi, Sharon, J. Org. Chem. 29, 3654 (1964).
Derivative Type: D-Form hydrochloride
Molecular Formula: C6H13NO4.HCl
Molecular Weight: 199.63
Percent Composition: C 36.10%, H 7.07%, N 7.02%, O 32.06%, Cl 17.76%
Properties: Crystals from aq acetone, dec 170-175°. [a]D20 +91° (water). Absorption max: 400 nm.
Optical Rotation: [a]D20 +91° (water)
Absorption maximum: Absorption max: 400 nm
Derivative Type: N-Acetyl-D-fucosamine
Molecular Formula: C8H15NO5
Molecular Weight: 205.21
Percent Composition: C 46.82%, H 7.37%, N 6.83%, O 38.98%
Properties: Crystals from ethanol, dec 196-197°. [a]D22 +92° (c = 2 in water).
Optical Rotation: [a]D22 +92° (c = 2 in water)
Derivative Type: L-Form hydrochloride
Molecular Formula: C6H13NO4.HCl
Molecular Weight: 199.63
Percent Composition: C 36.10%, H 7.07%, N 7.02%, O 32.06%, Cl 17.76%
Properties: Rods from methanol + isopropanol, mp 192-193°. [a]D27 -92° (c = 0.89 in water).
Melting point: mp 192-193°
Optical Rotation: [a]D27 -92° (c = 0.89 in water)
Derivative Type: N-Acetyl-L-fucosamine
Molecular Formula: C8H15NO5
Molecular Weight: 205.21
Percent Composition: C 46.82%, H 7.37%, N 6.83%, O 38.98%
Properties: Crystals from ethanol, mp 197-198°. [a]D26 -82° (c = 1.46 in water).
Melting point: mp 197-198°
Optical Rotation: [a]D26 -82° (c = 1.46 in water)
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