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C2776

1-Cyano-4-dimethylaminopyridinium tetrafluoroborate

Name: 1-Cyano-4-dimethylaminopyridinium tetrafluoroborate
Brand: SIGMA

organic cyanylating reagent

Synonym(s):

Cyanopyridinium Agent, CDAP

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About This Item

Empirical Formula (Hill Notation):

C₈H₁₀BF₄N₃

CAS Number:

59016-56-7

Molecular Weight:

234.99

NACRES:

NA.32

UNSPSC Code:

12352108

PubChem Substance ID:

24892528

MDL number:

MFCD00011998

Beilstein/REAXYS Number:

5685616

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Quality Level

300

assay

≥97.00% (TLC)

form

powder

mol wt

234.99 g/mol

greener alternative product characteristics

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concentration

90-100 % (w/w) (1-Cyano-4-dimethylammoniumpyridinium tetrafluoroborate)

color

white to yellow

solubility

acetonitrile: 49.00-51.00 mg/mL, clear to slightly hazy, colorless to yellow

λ_max

298-302 nm (0.1 N HCl)

fluorescence

(EmM at Lambda max 28.00 - 32.00)

greener alternative category

Aligned

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

Related Categories

Biochemicals

Detergents - Anionic, Cationic, Zwitterionic, Anti-foaming

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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.

We are committed to bringingyou greener alternative products, which adhere to one or more of the 12Principles of Greener Chemistry. 1-Cyano-4-DimethylaminopyridineTetrafluoroborate (CDAP) is a safer alternative to cyanogen bromide (CNBr) foractivating soluble polysaccharides in vaccine development. It operates at lowerpH levels, reducing toxicity and side reactions. CDAP enables quick activationfor protein-polysaccharide conjugate vaccines, bioconjugation, and drugdelivery, promoting sustainable practices in biochemistry and pharmaceuticals. Click here for more information.

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.

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Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Determination of the disulfide structure of sillucin, a highly knotted, cysteine-rich peptide, by cyanylation/cleavage mass mapping.

J Qi et al.

Biochemistry, 40(15), 4531-4538 (2001-04-11)

The disulfide structure of sillucin, a highly knotted, cysteine-rich, antimicrobial peptide, isolated from Rhizomucor pusillus, has been determined to be Cys2--Cys7, Cys12--Cys24, Cys13--Cys30, and Cys14--Cys21 by disulfide mass mapping based on partial reduction and CN-induced cleavage enabled by cyanylation. The

Conjugation of yeast mannans with protein employing cyanopyridinium agent (CDAP)--an effective route of antifungal vaccine preparation.

S Bystrický et al.

Glycoconjugate journal, 17(10), 677-680 (2001-06-27)

The possibility of using 1-cyano-4-dimethylaminopyridinium tetrafluoroborate (CDAP) for activation of saccharide hydroxyl groups (instead of hazardous cyanogen bromide) is examined with cell-surface mannans of the yeasts Candida albicans, Candida tropicalis, Candida lambica and galactoglucoxylomannan of Cryptococcus laurentii. Direct conjugation with

Ornithine decarboxylase expression leads to translocation and activation of protein kinase CK2 in vivo.

L J Shore et al.

The Journal of biological chemistry, 272(19), 12536-12543 (1997-05-09)

Ornithine decarboxylase (ODC) is the key initial enzyme in the biosynthesis of polyamines. Since polyamines have been shown to enhance protein kinase CK2 activity in vitro, ODC was overexpressed to examine the role of polyamines in CK2 regulation in vivo.

Synthesis, characterization, and immunological properties in mice of conjugates composed of detoxified lipopolysaccharide of Salmonella paratyphi A bound to tetanus toxoid with emphasis on the role of O acetyls.

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

Binding of epidermal growth factor-dextran conjugates to cultured glioma cells.

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

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Global Trade Item Number

SKU	GTIN
C2776-500MG	04061838445537
C2776-100MG	04061832534640

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