M4670
D-Mannosamine hydrochloride
≥98% (HPLC)
Synonym(s):
2-Amino-2-deoxy-D-mannose hydrochloride
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
C6H13NO5 · HCl
CAS Number:
Molecular Weight:
215.63
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
226-847-8
Beilstein/REAXYS Number:
3914860
MDL number:
Quality Level
biological source
crab (shell), shrimp shells
assay
≥98% (HPLC)
form
powder
technique(s)
HPLC: suitable
color
white
mp
168 °C (dec.) (lit.)
solubility
water: 50 mg/mL, clear, colorless to faintly yellow
storage temp.
2-8°C
SMILES string
Cl[H].N[C@@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O
InChI
1S/C6H13NO5.ClH/c7-3-5(10)4(9)2(1-8)12-6(3)11;/h2-6,8-11H,1,7H2;1H/t2-,3+,4-,5-,6?;/m1./s1
InChI key
QKPLRMLTKYXDST-OHXGPSCHSA-N
Application
D-Mannosamine hydrochloride can be used for the synthesis of non-natural ManNAc analogs for the expression of thiols on cell-surface sialic acids. It has been used in a study to investigate the synthesis and high-throughput screening of N-acetyl-β-hexosaminidase inhibitor libraries targeting osteoarthritis.
Other Notes
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Srinivasa-Gopalan Sampathkumar et al.
Nature protocols, 1(5), 2377-2385 (2007-04-05)
The sialic acid biosynthetic pathway in mammalian cells utilizes N-acetyl-D-mannosamine (ManNAc) as a natural metabolic precursor and has the remarkable ability to biosynthetically process non-natural ManNAc analogs. Herein, we describe a recipe-style protocol for the synthesis of the novel peracetylated
Junjie Liu et al.
The Journal of organic chemistry, 69(19), 6273-6283 (2004-09-11)
C1 Nitrogen iminocyclitols are potent inhibitors of N-acetyl-beta-hexosaminidases. Given hexosaminidases' important roles in osteoarthritis, we developed two straightforward and efficient syntheses of C1 nitrogen iminocyclitols from two readily available starting materials, D-mannosamine hydrochloride and the microbial oxidation product of fructose.
Tal Gefen et al.
Vaccine, 28(51), 8197-8202 (2010-09-30)
Passive immunization with cross-species antibodies triggers the patient's immune response, thereby preventing repeated treatment. Mannosamine-biotin adduct (MBA) has been described as a masking agent for immunogenic reduction and here, the immunogenicity and biological activity of MBA-coated horse anti-viper venom (hsIgG)