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C6206

Sigma-Aldrich

N-Carboxymethyl-6-(2,2-dicyanovinyl)-1,2,3,4-tetrahydroquinoline

≥98% (HPLC)

Synonym(s):
CDCQ
Empirical Formula (Hill Notation):
C15H13N3O2
CAS Number:
Molecular Weight:
267.28
MDL number:
PubChem Substance ID:
NACRES:
NA.47

Quality Level

Assay

≥98% (HPLC)

form

powder

solubility

DMSO: 17.5 mg/mL, clear, bright yellow

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

SMILES string

OC(=O)CN1CCCc2cc(ccc12)\C=C(\C#N)C#N

InChI

1S/C15H13N3O2/c16-8-12(9-17)6-11-3-4-14-13(7-11)2-1-5-18(14)10-15(19)20/h3-4,6-7H,1-2,5,10H2,(H,19,20)

InChI key

LSKCTKMTYNICJW-UHFFFAOYSA-N

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This Item
D0531C5041Q0501
form

powder

form

powder

form

powder

form

powder

solubility

DMSO: 17.5 mg/mL, clear, bright yellow

solubility

methanol: 20 mg/mL, clear to slightly hazy, yellow to orange

solubility

chloroform/ethanol (1:1): 9.80-10.20 mg/mL, clear, colorless to light yellow

solubility

1 M NaOH: 50 mg/mL, clear, yellow-green

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

Other Notes

Fluorescent molecular rotor

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

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T Iio et al.
Journal of biochemistry, 113(2), 196-199 (1993-02-01)
1-(2-Hydroxyethyl)-6-[(2,2-dicyano)vinyl]-2,3,4-trihydroquinoli ne (DCQ) is a fluorescent dye and its fluorescence yield is determined by a freedom of intramolecular rotation. When DCQ was added to an actin solution, its fluorescence intensity increased as the actin molecule transformed from G-actin to F-actin.
T Iwaki et al.
Biochemistry, 32(29), 7589-7592 (1993-07-27)
We have prepared monoclonal antibodies for the fluorescent molecular rotors 9-(2-carboxy-2-cyanovinyl)julolidine (CCVJ) and 9-(dicyanovinyl)julolidine (DCVJ). Mouse monoclonal antibody (IgG2b) prepared against CCVJ-conjugated bovine serum albumin strongly bound CCVJ and DCVJ. The CCVJ (or DCVJ) binding to IgG and Fab was

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