Skip to Content
Merck
All Photos(3)

Documents

C2776

Sigma-Aldrich

1-Cyano-4-dimethylaminopyridinium tetrafluoroborate

organic cyanylating reagent

Synonym(s):

Cyanopyridinium Agent, CDAP

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C8H10BF4N3
CAS Number:
59016-56-7
Molecular Weight:
234.99
Beilstein:
5685616
MDL number:
MFCD00011998
UNSPSC Code:
12352108
PubChem Substance ID:
24892528
NACRES:
NA.32

Quality Level

300

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

Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

A Holmberg et al.
Bioconjugate chemistry, 4(6), 570-573 (1993-11-01)
This study presents a carrier system for boron, potentially useful in boron neutron capture therapy (BNCT). Na2B12H11SH (BSH) was covalently coupled to dextran derivatives. This was accomplished in two ways. The first method comprises activation of dextran with 1-cyano-4-(dimethylamino)pyridine (CDAP)
A Andersson et al.
International journal of cancer, 47(3), 439-444 (1991-02-01)
Some gliomas, melanomas and squamous carcinomas have large numbers of EGF receptors which could, in these cases, be used for targeting with toxic agents. We investigated whether EGF could be conjugated to dextran, which is a suitable carrier for toxic
Raphael Simon et al.
PloS one, 8(5), e64680-e64680 (2013-06-07)
Non-typhoidal Salmonella (NTS) serovars S. Enteritidis and S. Typhimurium are a major cause of invasive bacterial disease (e.g., bacteremia, meningitis) in infants and young children in sub-Saharan Africa and also occasionally cause invasive disease in highly susceptible hosts (young infants
J Wu et al.
Protein science : a publication of the Protein Society, 7(4), 1017-1028 (1998-05-06)
Human epidermal growth factor (hEGF) contains 53 amino acids and three disulfide bonds. The unfolded, reduced hEGF is allowed to refold under mildly alkaline conditions. The folding is quenched at different time points by adjusting the pH to 3.0 with
J T Watson et al.
Journal of molecular graphics & modelling, 19(1), 119-128 (2001-05-31)
Trapping folding intermediates of cystinyl proteins by covalent modification of free sulfhydryl groups provides the opportunity for isolation, purification, and structural elucidation of individual species. The disulfide structure of the intermediates, coupled with their temporal abundance, provides a 'snapshot' of
View All Related Papers

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