Cytidine 5'-monophosphate-N-acetylneuraminic acid

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Names

[ CAS No. ]:
3063-71-6

[ Name ]:
Cytidine 5'-monophosphate-N-acetylneuraminic acid

[Synonym ]:
CMP-b-D-Sialic Acid,DisodiumSalt
CMP-NAN,CMP-NANA,CMP-NeuAc,CMP-Sialic acid
CMP-Sia
Cytidine-5'-monophospho-N-acetylneuraminic acid disodium salt
CMP-N-acetyl-beta-neuraminic acid
Cytidine monophosphate n-acetylneuraminic acid
cytidine 5-monophospho-N-*acetylneuraminic acid
Sodium (2R,4S,5R)-5-acetamido-2-carboxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]tetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(4-amino-2-oxo-1(2H)-pyrimidinyl)-3,4-dihydroxytetrahydro-2-furanyl]methyl phosphate
CYTIDINE 5'-MONOPHOSPHO-N-
cytidine-5'-monophospho-N-acetyl-D-neuraminic acid
cytidine 5'-monophospho-N-acetylneuraminic acid,sodium
cmp-nan
CMP-N-Acetylneuraminic Acid
CMP-sialic acid
CMP-Sialic Acid, Monosodium Salt
Cytidine 5'-monophosphate-N-acetylneuraminic acid

Chemical & Physical Properties

[ Density]:
2.02g/cm3

[ Molecular Formula ]:
C20H30N4NaO16P

[ Molecular Weight ]:
636.433

[ Exact Mass ]:
636.129211

[ PSA ]:
335.55000

[ Index of Refraction ]:
1.737

[ Water Solubility ]:
Freely soluble (220 g/L) (25 ºC)

MSDS

Safety Information

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Precursor & DownStream

Precursor

  • N-acelyl-D-glucosamine
  • Sodium 2-oxopropanoate
  • cytidine 5'-(tetrahydrogen triphosphate)
  • N-acetyl-α-D-glucosamine
  • 4,7,8,9-tetra-o-acetyl-n-acetylneuraminic acid methyl ester
  • (2S,4S,5S,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydro xypropyl]tetrahydropyran-2-carboxylic acid

DownStream

  • N-acetyl-2,3-didehydro-2-deoxyneuraminic acid

Articles

Glycosylation of immunoglobulin G determines osteoclast differentiation and bone loss.

Nat. Commun. 6 , 6651, (2015)

Immunglobulin G (IgG) sialylation represents a key checkpoint that determines the engagement of pro- or anti-inflammatory Fcγ receptors (FcγR) and the direction of the immune response. Whether IgG sia...

In vitro glycoengineering of IgG1 and its effect on Fc receptor binding and ADCC activity.

PLoS ONE 10 , e0134949, (2015)

The importance and effect of Fc glycosylation of monoclonal antibodies with regard to biological activity is widely discussed and has been investigated in numerous studies. Fc glycosylation of monoclo...

A broadly-protective vaccine against meningococcal disease in sub-Saharan Africa based on generalized modules for membrane antigens (GMMA).

Vaccine 32(23) , 2688-95, (2014)

Neisseria meningitidis causes epidemics of meningitis in sub-Saharan Africa. These have mainly been caused by capsular group A strains, but W and X strains are increasingly contributing to the burden ...


More Articles


Related Compounds

  • 1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3-hydroxy-4-imino-pyrimidin-2-one
  • cytidine-5'-monophospho-N-acetylneuraminic acid
  • cytidine 5'-monophosphate
  • Cytidine 5'-monophosphate disodium salt
  • Cytidine 5'-monophosphate
  • Cytidine-5'-monophosphate sodium salt
  • 3-Amino-2-(2-bromophenyl)propanoic acid
  • 7-Bromo-1H-pyrrolo[2,3-c]pyridine-4-carboxylic acid
  • O-[(5-bromo-1H-indol-2-yl)methyl]hydroxylamine
  • 2-(4-Bromo-2-hydroxyphenyl)propanoic acid
  • tert-butyl 5-hydroxy-octahydro-1H-indole-1-carboxylate
  • 2-(3-Ethylphenyl)-2-fluoroacetic acid
  • Tert-butyl [5-(methoxymethyl)-1,3,4-thiadiazol-2-yl]carbamate
  • 2-Methyl-6-(piperidin-4-ylmethyl)pyridine
  • 1-(5-bromo-1H-indol-2-yl)cyclobutan-1-amine
  • 4-(2-Bromo-3-fluorophenyl)-2-methylbutanoic acid
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