C2776
1-Cyano-4-dimethylaminopyridinium tetrafluoroborate
organic cyanylating reagent
Synonym(s):
Cyanopyridinium Agent, CDAP
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All Photos(3)
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
Recommended Products
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
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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.
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.
Signal Word
Warning
Hazard Statements
Precautionary 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)
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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
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