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Merck
CN

SBR00023

Sigma-Aldrich

1-氰基-4-二甲氨基吡啶四氟硼酸酯成品溶液

organic cyanylating reagent, 100 mg/mL in acetonitrile

别名:

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

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About This Item

经验公式(希尔记法):
C8H10BF4N3
CAS号:
分子量:
234.99
UNSPSC代码:
12161902
NACRES:
NA.28

生物来源

synthetic

方案

≥97%

表单

liquid

分子量

234.99

浓度

100 mg/mL in acetonitrile

运输

dry ice

储存温度

−20°C

SMILES字符串

[B-](F)(F)(F)F.[N+](=C1C=CN(C=C1)C#N)(C)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

InChI key

MBLVMDCQDCVKNE-UHFFFAOYSA-N

一般描述

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.

应用

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

生化/生理作用

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.

特点和优势

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

制备说明

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.

其他说明

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

象形图

FlameExclamation mark

警示用语:

Danger

危险分类

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

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(°F)

35.6 °F

闪点(°C)

2 °C

法规信息

危险化学品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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
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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