BDP R6G carboxylic acid Chemical Properties

solubility 

Soluble in DMF, DMSO, ethanol, methanol, DCM

Appearance

Dark brown solid

ex/em

530/548 nm

ε(extinction coefficient)

76000 L⋅mol−1⋅cm−1

Φ(quantum yield)

0.96

InChI

InChI=1S/C18H15BF2N2O2/c20-19(21)22-14(9-11-18(24)25)6-7-15(22)12-16-8-10-17(23(16)19)13-4-2-1-3-5-13/h1-8,10,12H,9,11H2,(H,24,25)

InChIKey

RFLLOBSXBJAGST-UHFFFAOYSA-N

SMILES

[F-][B+3]1([N-]2C(=CC=C2C=C2C=CC(C3C=CC=CC=3)=N12)CCC(=O)[O-])[F-].[H+]

BDP R6G carboxylic acid Usage And Synthesis

Description

BDP R6G carboxylic acid is a BDP R6G linker with a carboxylic acid. The BDP R6G dye is popular for the microscopy and fluorescence polarization assays. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond.

Chemical Properties

Appearance: Dark brown solid
ex/em: 530/548 nm
Extinction coefficient (ε): 76000 L??mol??1??cm??1
Quantum yield (Φ): 0.96

Uses

BDP R6G carboxylic acid is a borondipyrromethene dye (Excitation: 530 nM; Emission: 548 nM). BDP R6G carboxylic acid terminal carboxylic acid can react with primary amine groups in the presence of activators to form a stable amide bond, for subsequent labeling reactions like Steglich esterification[1].

Definition

ChEBI: BODIPY R6G is a BODIPY dye having a phenyl substituent at the 5-position and a (2-carboxyethyl) substituent at the 3-position. It has a role as a fluorochrome. It is a BODIPY dye and a monocarboxylic acid. It is functionally related to a 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene.

References

[1] Hama Y, et al. Targeted optical imaging of cancer cells using lectin-binding BODIPY conjugated avidin. Biochem Biophys Res Commun. 2006 Sep 29;348(3):807-13. DOI:10.1016/j.bbrc.2006.07.169

Abs/Em Maxima

530/548 nm

Fluoresene quantum yield

0.96

Extinction Coefficient

70,000

CF260

0.17

CF280

0.18

BDP R6G carboxylic acid(174881-57-3)Related Product Information

• BDP 650/665 X NHS ester
• BDP FL maleimide
• BODIPY 558/568 Succinimidyl Ester
• EverFluor FL, SE [4,4-Difluoro-5,7-DiMethyl-4-Bora-3a,4a-Diaza-s-Indacene-3-Propionic Acid, SucciniMidyl Ester ] [Known as BODIPY^[R] FL, SE, TM of MP]
• TAMRA-PEG3-Azide
• TAMRA-PEG4-alkyne
• 5-TAMRA-PEG3-DBCO
• BODIPY R6G Succinimidyl Ester
• TAMRA-PEG4-DBCO
• 5-TAMRA amine
• BDP FL amine
• BDP 650/665 alkyne
• BDP FL hydrazide
• BDP R6G amine
• BDP 630/650 azide
• BDP TMR NHS ester
• BDP TR alkyne
• BDP 630/650 maleimide