Skip to Content
Merck
All Photos(3)

Key Documents

C2776

Sigma-Aldrich

1-Cyano-4-dimethylaminopyridinium tetrafluoroborate

organic cyanylating reagent

Synonym(s):

Cyanopyridinium Agent, CDAP

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C8H10BF4N3
CAS Number:
Molecular Weight:
234.99
Beilstein:
5685616
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.32

Quality Level

form

powder

storage temp.

−20°C

SMILES string

[F-].FB(F)F.CN(C)c1cc[n+](cc1)C#N

InChI

1S/C8H10N3.BF3.FH/c1-10(2)8-3-5-11(7-9)6-4-8;2-1(3)4;/h3-6H,1-2H3;;1H/q+1;;/p-1

InChI key

ONCRRSYBEJHQMM-UHFFFAOYSA-M

Looking for similar products? Visit Product Comparison Guide

General description

1-Cyano-4-dimethylaminopyridinium tetrafluoroborate is an organic cyanylating agent also termed CDAP. It is a unique cystine-labeling reagent due to its reactive nature under acidic conditions. This feature provides CDAP an advantage over other sulfhydryl labeling agents, as it can avoid potential thiol-disulfide exchange.

Application

1-Cyano-4-dimethylaminopyridinium (CDAP) has been used in the synthesis of conjugate vaccines as a cyanylating agent. Activation of cellulose dialysis membrane for immunosensor applications used CDAP as an activation agent.

Features and Benefits

When compared to Cyanogen Bromide (CNBr), a similar reagent, CDAP is:

  • Easier to use.
  • Can operate at lower pH levels.
  • Fewer side reactions.
  • Cyanogen Bromide is hazardous in nature.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Yoon Hee Whang et al.
PloS one, 15(12), e0243909-e0243909 (2020-12-11)
Glycoconjugate vaccines are vaccines in which a bacterial polysaccharide antigen is conjugated to a carrier protein to enhance immunogenicity by promoting T cell-dependent immune response. However, the free (unreacted) polysaccharides remaining after the conjugation process can inhibit the immunogenicity of
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
Daniela Stöllner et al.
Analytical biochemistry, 304(2), 157-165 (2002-05-16)
Methods for the activation of a cellulose dialysis membrane for immunosensor applications have been developed. For activation two reagents, 1,1'-carbonyldiimidazole (CDI) and 1-cyano-4-dimethylaminopyridinium tetrafluoroborate (CDAP), were compared with respect to the coupling efficiency for glucose oxidase (GOx) and 1,8-diamino-2,6-dioxaoctane. The
Danka Pavliakova et al.
mSphere, 3(4) (2018-08-10)
A Luminex-based direct immunoassay (dLIA) platform has been developed to replace the standardized pneumococcal enzyme-linked immunosorbent assay platform. The multiplex dLIA simultaneously measures the concentration of serum immunoglobulin G (IgG) antibodies specific for pneumococcal capsular polysaccharide (PnPS) serotypes 1, 3
E Konadu et al.
Infection and immunity, 64(7), 2709-2715 (1996-07-01)
Salmonella paratyphi A, the second most common cause of enteric fever in Southeast Asia, is a habitant of and a pathogen for humans only. Lipopolysaccharides (LPS) are both essential virulence factors and protective antigens for systemic infections caused by groups

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service