ChemicalBook--->CAS DataBase List--->150173-73-2

150173-73-2

150173-73-2 Structure

150173-73-2 Structure
IdentificationBack Directory
[Name]

BODIPY 558/568 Succinimidyl Ester
[CAS]

150173-73-2
[Synonyms]

BDP 558/568 NHS ester
BODIPY 558/568 NHS ESTER
BODIPY 558/568 Succinimidyl Ester
[Molecular Formula]

C20H16BF2N3O4S
[MDL Number]

MFCD31580124
[MOL File]

150173-73-2.mol
[Molecular Weight]

443.23
Chemical PropertiesBack Directory
[solubility ]

Soluble in DMF, DMSO, ethyl acetate
[form ]

Solid
[color ]

Brown to reddish brown
[Appearance]

Dark brown flake solid
[ex/em]

560/574 nm
[ε(extinction coefficient)]

84400 L⋅mol−1⋅cm−1
[Φ(quantum yield)]

0.68
[InChI]

InChI=1S/C20H16BF2N3O4S/c22-21(23)24-13(6-10-20(29)30-26-18(27)8-9-19(26)28)3-4-14(24)12-15-5-7-16(25(15)21)17-2-1-11-31-17/h1-5,7,11-12H,6,8-10H2
[InChIKey]

DPIQWSPHMYACPD-UHFFFAOYSA-N
[SMILES]

[F-][B+3]1([N-]2C(=CC=C2C=C2C=CC(C3SC=CC=3)=[N]21)CCC(=O)ON1C(CCC1=O)=O)[F-]
Hazard InformationBack Directory
[Description]

BDP 558/568 NHS ester is a BDP dye linker with similar emission to other dyes such as Cyanine3. The introduction of the NHS ester makes the compound more reactive with primary amines.
[Chemical Properties]

Appearance: Dark brown flaky solid
ex/em: 560/574 nm
Extinction coefficient (ε): 84400 L??mol??1??cm??1
Quantum yield (Φ): 0.68
[Uses]

BDP 558/568 NHS ester is a borondipyrromethene fluorophore with emission in the yellow part of the spectrum. BDP 558/568 NHS ester is an amine reactive NHS ester, and the absorption and emission spectra of BDP 558/568 NHS ester are similar with TAMRA, BDP TMR, Cyanine3, and sulfo-Cyanine3[1][2].
[References]

[1] Vasselon T, et al. Internalization of monomeric lipopolysaccharide occurs after transfer out of cell surface CD14. J Exp Med. 1999 Aug 16;190(4):509-21. DOI:10.1084/jem.190.4.509
[2] Yu B, Wright SD. Catalytic properties of lipopolysaccharide (LPS) binding protein. Transfer of LPS to soluble CD14. J Biol Chem. 1996 Feb 23;271(8):4100-5. DOI:10.1074/jbc.271.8.4100
[Abs/Em Maxima]

561/569 nm
[Fluoresene quantum yield]

0.68
[Extinction Coefficient]

84400
[CF260]

0.00
[CF280]

0.07
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