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Merck
CN

C2776

1-氰基-4-二甲氨基吡啶四氟硼酸酯

greener alternative

organic cyanylating reagent

别名:

氰基吡啶试剂, CDAP

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关于此项目

经验公式（希尔记法）:
C8H10BF4N3
化学文摘社编号:
59016-56-7
分子量:
234.99
NACRES:
NA.32
UNSPSC Code:
12352108
PubChem Substance ID:
24892528
MDL number:
MFCD00011998
Beilstein/REAXYS Number:
5685616

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产品名称

1-氰基-4-二甲氨基吡啶四氟硼酸酯, organic cyanylating reagent

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

SMILES string

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

InChI key

ONCRRSYBEJHQMM-UHFFFAOYSA-M

Quality Level

300

assay

≥97.00% (TLC)

form

powder

mol wt

234.99 g/mol

greener alternative product characteristics

Waste Prevention
Designing Safer Chemicals
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

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

λmax

298-302 nm (0.1 N HCl)

fluorescence

(EmM at Lambda max 28.00 - 32.00)

greener alternative category

Aligned

storage temp.

−20°C

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Application

1-氰基-4-二甲氨基吡啶四氟硼酸酯（CDAP）已作为一种氰化剂用于合成结合疫苗。用于免疫传感器的纤维素透析膜的激活使用CDAP作为激活剂。

Features and Benefits

与类似试剂溴化氰（CNBr）相比，CDAP：

  • 更易于使用。
  • 可以在较低pH值下工作。
  • 副作用更少。
  • 溴化氰本身是一种有害物质。

General description

1-氰基-4-二甲氨基吡啶四氟硼酸酯是一种有机氰化剂，也称为CDAP。 基于其在酸性条件下的反应性，它是一种独特的胱氨酸标记试剂。这一特性使CDAP相较于其他巯基标记剂更具优势，因为它可避免可能的巯基-二巯基交换反应。
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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000519266
0000519266
0000501980
0000501980
0000135496

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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
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
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
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
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