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Key Documents

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M4670

Sigma-Aldrich

D-Mannosamine hydrochloride

≥98% (HPLC)

Sinónimos:

2-Amino-2-deoxy-D-mannose hydrochloride

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About This Item

Fórmula empírica (notación de Hill):
C6H13NO5 · HCl
Número de CAS:
5505-63-5
Peso molecular:
215.63
Beilstein/REAXYS Number:
3914860
EC Number:
226-847-8
MDL number:
MFCD00064557
UNSPSC Code:
12352201
PubChem Substance ID:
24896935
NACRES:
NA.25

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

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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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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D-Mannose 6-phosphate sodium salt ≥98% (HPLC)

Sigma-Aldrich

M3655

D-Mannose 6-phosphate sodium salt

D(+)Galactosamine, Hydrochloride A powerful inhibitor of hepatic RNA synthesis. Increases the adherence of polymorphonuclear leukocytes to hepatic endothelial cells and induces superoxide production. Induces hepatic damage, causing macrophage infiltration.

Millipore

34539-M

D(+)Galactosamine, Hydrochloride

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
Christian M Cole et al.
Chembiochem : a European journal of chemical biology, 14(2), 205-208 (2013-01-08)
Sugar coated: We recently developed methylcyclopropenes as low-molecular-weight tetrazine coupling partners. Here, we demonstrate that methylcyclopropenes can meet the stringent steric demands required for metabolic imaging of unnatural mannosamines on live cells. Using sequential azide-alkyne chemistry, we also demonstrate multicolor
Yasuhiko Iwasaki et al.
Chemical communications (Cambridge, England), 47(37), 10329-10331 (2011-08-20)
In order to obtain cell microarrays formed with human promyelocytic leukemia cells (HL-60), biotinylation of methacryloyl-functionalized HL-60 cells was performed via a thiol-ene reaction with thiol-terminated 4-arm poly(ethylene glycol) (PEG(4)10K-SH). Biotinylated HL-60 cells were selectively adhered onto an avidin-patterned surface
Hesham H Salman et al.
Vaccine, 27(35), 4784-4790 (2009-06-23)
Bioadhesive poly(anhydride) nanoparticles coated with mannose (M-NP) or Salmonella Enteritidis derived flagellin (F-NP) were designed to be applied in oral vaccination strategies using ovalbumin (OVA) as antigen model. Nanoparticles formulations (OVA-M-NP, OVA-F-NP and control OVA-NP) were characterized and evaluated in
Feng Liu et al.
Biochemistry, 48(39), 9194-9201 (2009-09-02)
The Neisseria meningitidis sialic acid synthase (NeuB) catalyzes the metal-dependent condensation of N-acetylmannosamine (ManNAc) and phosphoenolpyruvate (PEP) to generate N-acetylneuraminic acid (NeuAc or sialic acid). N. meningitidis is a causative agent of meningitis and produces a capsular polysaccharide comprised of
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