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A2388

N-Acetylneuraminsäure

≥98% (HPLC), from Escherichia coli

Synonym(e):

5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulosonsäure, Lactaminsäure, NAN, NANA, Sialinsäure

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10 MG

€ 70,20

25 MG

€ 113,00

100 MG

€ 363,00

250 MG

€ 753,00

1 G

€ 2.000,00

€ 70,20


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Über diesen Artikel

Empirische Formel (Hill-System):
C11H19NO9
CAS-Nummer:
Molekulargewicht:
309.27
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
205-023-1
Beilstein/REAXYS Number:
1716283
MDL number:

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biological source

Escherichia coli

Quality Level

type

Type VI

assay

≥98% (HPLC)

form

powder

optical activity

[α]20/D -34.0 to -30.0 °, c = 1% in water

technique(s)

HPLC: suitable

color

white to off-white

mp

184-186  °C

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

O[C@@]1(O[C@@]([C@@H]([C@H](C1)O)NC(C)=O)([H])[C@@H]([C@@H](CO)O)O)C(O)=O

InChI

1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11-/m0/s1

InChI key

SQVRNKJHWKZAKO-PFQGKNLYSA-N

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Dieser Artikel
A081219023110138
biological source

Escherichia coli

biological source

synthetic

biological source

-

biological source

-

technique(s)

HPLC: suitable

technique(s)

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

assay

≥98% (HPLC)

assay

≥95% anhydrous basis

assay

≥97.0% (HPLC)

assay

≥98% (HPLC)

Quality Level

300

Quality Level

200

Quality Level

100

Quality Level

100

solubility

water: 50 mg/mL, clear, colorless

solubility

H2O: ~50 mg/mL

solubility

-

solubility

water: ≥10 mg/mL

form

powder

form

powder

form

powder or crystals

form

solid

Application

N-Acetylneuraminsäure (NANA, Neu5Ac) ist ein Hauptbestandteil von Glykokonjugaten wie Glykolipiden, Glykoproteinen und Proteoglykanen (Sialoglykoproteinen), bei denen sie der glykosylierten Komponente selektive Bindungseigenschaften verleiht. Bisherige Untersuchungen haben sich mit der Biochemie, dem Metabolismus und der In-vivo- und In-vitro-Aufnahme von Neu5Ac beschäftigt. Neu5Ac wird bei der Entwicklung von Nanoträgern eingesetzt.

Biochem/physiol Actions

Konjugate der Neuraminsäure werden umgangssprachlich oft als "Sialinsäuren" oder "Neuraminsäuren" bezeichnet. N-Acetylneuraminsäure tritt häufig als terminaler Zuckerrest in Glykoproteinen an Zelloberflächen auf. Glykoproteine an Zelloberflächen spielen eine wichtige Rolle bei interzellulären Erkennungs- und Interaktionsprozessen sowie bei der Zelladhäsion. Membranglykoproteine sind auch für Tumorwachstum und Metastasenbildung von Bedeutung.

Other Notes

Für einen umfassenden Überblick über unser vielfältiges Angebot an Monosacchariden für Ihre Forschung empfehlen wir Ihnen den Besuch unserer Seite zur Kategorie Kohlenhydrate.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Lagerklasse

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Analysenzertifikate (COA)

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Alexander T Baker et al.
Science advances, 5(9), eaax3567-eaax3567 (2019-09-14)
Adenoviruses are clinically important agents. They cause respiratory distress, gastroenteritis, and epidemic keratoconjunctivitis. As non-enveloped, double-stranded DNA viruses, they are easily manipulated, making them popular vectors for therapeutic applications, including vaccines. Species D adenovirus type 26 (HAdV-D26) is both a
Fiona E Fleming et al.
Journal of virology, 88(8), 4558-4571 (2014-02-07)
N-acetyl- and N-glycolylneuraminic acids (Sia) and α2β1 integrin are frequently used by rotaviruses as cellular receptors through recognition by virion spike protein VP4. The VP4 subunit VP8*, derived from Wa rotavirus, binds the internal N-acetylneuraminic acid on ganglioside GM1. Wa
Peter Svenssen Munksgaard et al.
Infection and immunity, 82(6), 2219-2228 (2014-03-20)
Leukotoxin (LtxA) from Aggregatibacter actinomycetemcomitans is known to target and lyse β2-integrin-expressing cells such as polymorphonuclear leukocytes and macrophages. LtxA is an important virulence factor that facilitates chronic inflammation and is strongly associated with a fast-progressing form of periodontitis caused
Anwar M Hashem et al.
PloS one, 8(2), e55428-e55428 (2013-02-21)
Vaccination is the most effective prophylactic method for preventing influenza. Quantification of influenza vaccine antigens is critically important before the vaccine is used for human immunization. Currently the vaccine antigen quantification relies on hemagglutinin content quantification, the key antigenic component
Xiaoli Xiong et al.
Nature, 499(7459), 496-499 (2013-06-22)
Of the 132 people known to have been infected with H7N9 influenza viruses in China, 37 died, and many were severely ill. Infection seems to have involved contact with infected poultry. We have examined the receptor-binding properties of this H7N9

Protokolle

Enzymatic Assay of Neuraminidase applies to products that have a specification for neuraminidase content by enzymatic determination.

Global Trade Item Number

SKUGTIN
A2388-10MG04061832386751
A2388-250MG04061832386768
A2388-100MG04061833350102
A2388-1G04061833350119
A2388-25MG04061833350126

Questions

1–3 of 3 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. I was wondering if the Sigma-Aldrich (A2388) N-Acetylneuraminic acid from Escherichia coli, ≥98%, is suitable to use in vitro on oligodendrocytes. In other words, is it sterile? Thank you in advance.

    1 answer
    1. This product has not been tested for in vivo or in vitro applications. Suitability for in vitro use will need to be validated by the end-user. The material is purified from Escherichia coli and has not tested for endotoxin. Solutions would require sterile filtration prior to adding to cultures. Alternatively, product 110138 is a synthetically produced product option. While not tested for in vitro use, it may be a better option for sensitive cell lines. It is not sterile and solutions would also required filter sterilization. See the link below to review this product:
      https://www.sigmaaldrich.com/product/mm/110138

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