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Merck

SBR00023

Sigma-Aldrich

1-Cyano-4-dimethylaminopyridinium tetrafluoroborate Ready Made Solution

organic cyanylating reagent, 100 mg/mL in acetonitrile

Synonym(e):

4-(dimethylamino)pyridin-1-ium-1-carbonitrile tetrafluoroborate, CDAP

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About This Item

Empirische Formel (Hill-System):
C8H10BF4N3
CAS-Nummer:
Molekulargewicht:
234.99
UNSPSC-Code:
12161902
NACRES:
NA.28

Biologische Quelle

synthetic

Assay

≥97%

Form

liquid

Mol-Gew.

234.99

Konzentration

100 mg/mL in acetonitrile

Versandbedingung

dry ice

Lagertemp.

−20°C

InChI

1S/C8H10N3.BF4/c1-10(2)8-3-5-11(7-9)6-4-8;2-1(3,4)5/h3-6H,1-2H3;/q+1;-1

InChIKey

MBLVMDCQDCVKNE-UHFFFAOYSA-N

Allgemeine Beschreibung

1-Cyano-4-dimethylaminopyridinium tetrafluoroborate (CDAP) is crucial in vaccine and biochemical research. It rapidly activates polysaccharides, like TI-2 antigens, in a short time. Further, CDAP enables protein conjugation, vital for creating conjugate vaccines that enhance immune responses. CDAP works effectively at both pH 9-10 and mild alkaline conditions (pH 7-9), making it versatile for various antigens. CDAP′s efficacy in inducing high antibody levels makes it invaluable for developing effective vaccines and immunological reagents.

Anwendung

1-Cyano-4-dimethylamino pyridinium tetrafluoroborate can be used in vaccine research for the conjugation of polysaccharides with proteins

Biochem./physiol. Wirkung

CDAP is a cyanylation reagent for protein sulfhydryl groups which is used to prepare protein-polysaccharide conjugates. CDAP is also an activating agent for polysaccharide resins and is used for the conjugation of lipopolysaccharides while retaining their endotoxic activity.

CDAP is considered to be a less toxic reagent as compared to cyanogen bromide (CNBr) (a known polysaccharides activator). In addition, CDAP is easier to use as it can be employed at a lower pH and has fewer side reactions. It is known that CDAP polysaccharide activation efficiency is optimal at pH 9-10. It was also reported that direct conjugation of protein to CDAP-activated polysaccharides can be performed under mildly alkaline conditions (pH 7-9). It has also been reported that proteins could also be conjugated to CDAP-activated polysaccharides at pH 5.

Leistungsmerkmale und Vorteile

  • Readily available solution, that reduces the need for preparation time
  • Versatile and adaptable for vaccine and biochemical research

Angaben zur Herstellung

Polysaccharide conjugation: CDAP Ready Made Solution (100mg/mL in acetonitrile) should be added in a ratio of 1mg CDAP to 1mg polysaccharide while vortexing (Example: per 1mg polysaccharide add 10μL of CDAP Ready Made Solution). Add 0.2M triethylamine, 10μL per 1mg polysaccharide to raise the pH of the reaction.

Sonstige Hinweise

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Piktogramme

FlameExclamation mark

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

35.6 °F

Flammpunkt (°C)

2 °C


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

Die Dokumentenbibliothek aufrufen

Carl E Frasch
Vaccine, 27(46), 6468-6470 (2009-06-27)
A conjugate can be a polysaccharide (PS) covalently attached to a protein, which provides T cell epitopes for a normally T cell independent antigen. To produce a conjugate vaccine, the purified PS must first be chemically modified to generate reactive
Carbohydrate-Based Vaccines and Immunotherapies
Guo, Z., & Boons, G.J. et al.
Carbohydrate-Based Vaccines and Immunotherapies, 8 (2009)
A Lees et al.
Vaccine, 14(3), 190-198 (1996-02-01)
Neonates have poor immune responses to type 2 T-cell independent antigens (TI-2), such as polysaccharides and immunization of human infants with these antigens does not induce protective levels of serum antibodies. Conjugating proteins to TI-2 antigens converts the immune response
Diego Pallarola et al.
Analytical chemistry, 81(10), 3824-3829 (2009-04-02)
The activation of a lipopolysaccharide (LPS) with 1-cyano-4-dimethylaminopyridinium tetrafluoroborate (CDAP) in the presence of a surfactant allows an efficient conjugation with dansyl hydrazine or horseradish peroxidase (HRP) in an aqueous medium maintaining its biological activity. In order to promote the
D E Shafer et al.
Vaccine, 18(13), 1273-1281 (2000-01-29)
Covalently linking protein to polysaccharides converts the anti-polysaccharide immune response from a T-cell independent response to one which is T-cell dependent. The organic cyanylating reagent 1-cyano-4-dimethylaminopyridinium tetrafluoroborate (CDAP) (Vaccine 14:190, 1996) has been used to activate polysaccharides, which can then

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