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Key Documents

SBR00023

Sigma-Aldrich

1-Cyano-4-dimethylaminopyridinium tetrafluoroborate Ready Made Solution

organic cyanylating reagent, 100 mg/mL in acetonitrile

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C8H10BF4N3
Numero CAS:
Peso molecolare:
234.99
Codice UNSPSC:
12161902
NACRES:
NA.28

Origine biologica

synthetic

Saggio

≥97%

Forma fisica

liquid

PM

234.99

Concentrazione

100 mg/mL in acetonitrile

Condizioni di spedizione

dry ice

Temperatura di conservazione

−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
MBLVMDCQDCVKNE-UHFFFAOYSA-N

Descrizione generale

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.

Applicazioni

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

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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

Nota sulla preparazione

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.

Altre note

For additional information on our range of Biochemicals, please complete this form.

Pittogrammi

FlameExclamation mark

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

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

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

35.6 °F

Punto d’infiammabilità (°C)

2 °C


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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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