Basic information Safety Supplier Related

BODIPY 558/568 Succinimidyl Ester

Basic information Safety Supplier Related

BODIPY 558/568 Succinimidyl Ester Basic information

Product Name:
BODIPY 558/568 Succinimidyl Ester
Synonyms:
  • BODIPY 558/568 NHS ESTER
  • BODIPY 558/568 Succinimidyl Ester
  • BDP 558/568 NHS ester
  • BODIPY 558/568 NHS
  • 2,5-Dioxopyrrolidin-1-yl 3-(5,5-difluoro-7-(thiophen-2-yl)-5H-5l4,6l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-3-yl)propanoate , BDP 558/568 NHS ester
  • 2,5-Dioxopyrrolidin-1-yl 3-(5,5-difluoro-7-(thiophen-2-yl)-5H-5l4,6l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-3-yl)propanoate
  • Boron, difluoro[1-[1-oxo-3-[5-[[5-(2-thienyl)-2H-pyrrol-2-ylidene-κN]methyl]-1H-pyrrol-2-yl-κN]propoxy]-2,5-pyrrolidinedionato]-, (T-4)-
  • 2,5-Dioxopyrrolidin-1-yl 3-(5,5-difluoro-7-(thiophen-2-yl)-5H-5l4,6l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-3-yl)propanoate
CAS:
150173-73-2
MF:
C20H16BF2N3O4S
MW:
443.23
Mol File:
150173-73-2.mol
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BODIPY 558/568 Succinimidyl Ester Chemical Properties

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-]
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BODIPY 558/568 Succinimidyl Ester Usage And Synthesis

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

BODIPY 558/568 Succinimidyl EsterSupplier

Shanghai Annengjian Biomedical Technology Co., LTD Gold
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Jiaxing Deyi Chemical Co., Ltd.
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Xi'an Confluore Biological Technology Co., Ltd.
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Angel Pharmatech, Ltd.
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