SBR00023
1-Cyano-4-dimethylaminopyridinium tetrafluoroborate Ready Made Solution
organic cyanylating reagent, 100 mg/mL in acetonitrile
Synonyme(s) :
4-(dimethylamino)pyridin-1-ium-1-carbonitrile tetrafluoroborate, CDAP
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About This Item
Formule empirique (notation de Hill):
C8H10BF4N3
Numéro CAS:
Poids moléculaire :
234.99
Code UNSPSC :
12161902
Nomenclature NACRES :
NA.28
Produits recommandés
Source biologique
synthetic
Pureté
≥97%
Forme
liquid
Poids mol.
234.99
Concentration
100 mg/mL in acetonitrile
Conditions d'expédition
dry ice
Température de stockage
−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
Clé InChI
MBLVMDCQDCVKNE-UHFFFAOYSA-N
Catégories apparentées
Description générale
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.
Application
1-Cyano-4-dimethylamino pyridinium tetrafluoroborate can be used in vaccine research for the conjugation of polysaccharides with proteins
Actions biochimiques/physiologiques
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.
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.
Caractéristiques et avantages
- Readily available solution, that reduces the need for preparation time
- Versatile and adaptable for vaccine and biochemical research
Notes préparatoires
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.
Autres remarques
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Mention d'avertissement
Danger
Mentions de danger
Classification des risques
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2
Code de la classe de stockage
3 - Flammable liquids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
35.6 °F
Point d'éclair (°C)
2 °C
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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.
An O-Specific Polysaccharide/Tetanus Toxoid Conjugate Vaccine Induces Protection in Guinea Pigs against Virulent Challenge with Coxiella burnetii
Graves SR. et al.
Vaccines, 10, 1393-1393 (2022)
Preparation of bacterial polysaccharide-protein conjugates: analytical and manufacturing challenges.
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)
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
Andrew Lees et al.
Vaccines, 8(4) (2020-12-24)
CDAP (1-cyano-4-dimethylaminopyridine tetrafluoroborate) is employed in the synthesis of conjugate vaccines as a cyanylating reagent. In the published method, which used pH 9 activation at 20 °C (Vaccine, 14:190, 1996), the rapid reaction made the process difficult to control. Here
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