Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

797367

Sigma-Aldrich

[(1,2-Diphenylethene-1,2-diyl)bis(4,1-phenylene)]diboronic acid

Synonym(s):

TPE-BA

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C26H22B2O4
CAS Number:
1054451-31-8
Molecular Weight:
420.07
UNSPSC Code:
12352103
PubChem Substance ID:
329768590
NACRES:
NA.23

Assay

96%

form

solid

storage temp.

2-8°C

SMILES string

OB(O)C(C=C1)=CC=C1/C(C2=CC=CC=C2)=C(C3=CC=C(B(O)O)C=C3)\C4=CC=CC=C4

InChI

1S/C26H22B2O4/c29-27(30)23-15-11-21(12-16-23)25(19-7-3-1-4-8-19)26(20-9-5-2-6-10-20)22-13-17-24(18-14-22)28(31)32/h1-18,29-32H/b26-25+

InChI key

CFKHFTZRFSABDV-OCEACIFDSA-N

General description

Aggregation-induced emission luminogens (AIEgens) such as tetraphenylethene (TPE) functionalized with boronic acids form luminogen (TPE-BA). TPE-BA can form oligoboronates with D-glucose. Other sugars also form monoadduct with TPE-BA, but once such a complex is formed there is no more cis-diol that allows the oligomerization reaction to proceed, resulting in a very low emission intensity. Thus, TPE-BA could serve as a glucose-specific probe.

Application

TPE-BA is an aggregation-induced emission (AIE) dye for use in Suzuki reaction and D-Glucose detection.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCD3632

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Yi Liu et al.
Journal of the American Chemical Society, 133(4), 660-663 (2010-12-22)
A conceptually new "light-up" biosensor with a high specificity for d-glucose (Glu) in aqueous media has been developed. The emission from a tetraphenylethene (TPE)-cored diboronic acid (1) was greatly boosted when the fluorogen was oligomerized with Glu because of restriction

Articles

Aggregation-induced Emission Luminogens for Non-doped Organic Light-emitting Diodes

Organic Light-emitting Diodes (OLEDs) are solid-state devices that transform electrical energy into light. OLEDs are considered the next generation technology for high-resolution flexible displays and solid state lighting, attracting intense scientific and industrial interest.

Global Trade Item Number

SKUGTIN
797367-25MG4061833243183

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service