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Merck

M4670

Sigma-Aldrich

D-Mannosamin -hydrochlorid

≥98% (HPLC)

Synonym(e):

2-Amino-2-deoxy-D-mannose -hydrochlorid

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About This Item

Empirische Formel (Hill-System):
C6H13NO5 · HCl
CAS-Nummer:
Molekulargewicht:
215.63
Beilstein:
3914860
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352201
PubChem Substanz-ID:
NACRES:
NA.25

Biologische Quelle

crab (shell)
shrimp shells

Qualitätsniveau

Assay

≥98% (HPLC)

Form

powder

Methode(n)

HPLC: suitable

Farbe

white

mp (Schmelzpunkt)

168 °C (dec.) (lit.)

Löslichkeit

water: 50 mg/mL, clear, colorless to faintly yellow

Lagertemp.

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

InChIKey

QKPLRMLTKYXDST-OHXGPSCHSA-N

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Anwendung

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.

Sonstige Hinweise

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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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.
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
Filippo Bonaccorsi et al.
Carbohydrate research, 344(12), 1442-1448 (2009-05-27)
The recently described [Attolino, E.; Bonaccorsi, F.; Catelani, G.; D'Andrea, F. Carbohydr. Res. 2008, 343, 2545-2556.] beta-D-MaNAcp-(1-->4)-beta-D-Glcp thiophenyl glycosyl donor 3 was used in alpha-glycosylation reactions of OH-2 and OH-3 of the suitably protected p-MeO-benzyl alpha-l-rhamnopyranoside acceptors 7 and 8.
Anabel Elisa Rodríguez et al.
Veterinary parasitology, 167(2-4), 227-235 (2009-10-17)
Autonomous glycosylphosphatidylinositol (GPI) molecules (also protein-free GPIs or free GPIs) have been reported to be particularly abundant in some parasitic protozoa and mediate strong immunomodulatory effects on the host immune system. In the work at hand we have investigated the
Monica De Caroli et al.
The Plant journal : for cell and molecular biology, 65(2), 295-308 (2011-01-13)
The secretory pathway in plants involves sustained traffic to the cell wall, as matrix components, polysaccharides and proteins reach the cell wall through the endomembrane system. We studied the secretion pattern of cell-wall proteins in tobacco protoplasts and leaf epidermal

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