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72755

Sigma-Aldrich

5-(Bromomethyl)fluorescein

BioReagent, suitable for fluorescence, ≥95% (sum of tautomers, GC)

Synonym(s):

5-BMF

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About This Item

Empirical Formula (Hill Notation):
C21H13BrO5
CAS Number:
Molecular Weight:
425.23
UNSPSC Code:
12352200
PubChem Substance ID:

product line

BioReagent

Assay

≥95% (sum of tautomers, GC)

fluorescence

λex 492 nm; λem 515 nm in 0.1 M Tris pH 9.0

suitability

suitable for fluorescence

SMILES string

Oc1ccc2c(Oc3cc(O)ccc3C24OC(=O)c5cc(CBr)ccc45)c1

InChI

1S/C21H13BrO5/c22-10-11-1-4-15-14(7-11)20(25)27-21(15)16-5-2-12(23)8-18(16)26-19-9-13(24)3-6-17(19)21/h1-9,23-24H,10H2

InChI key

OQHKPJAZGYJYTB-UHFFFAOYSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Labeling of nucleosides and nucleotides at the N-atom; labeling of carboxylic acids: shows very strong absorption and fluorescence.

Storage Class Code

13 - Non 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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P S Mukherjee et al.
Pharmaceutical research, 12(6), 930-936 (1995-06-01)
5-Bromomethyl fluorescein (5-BMF) was evaluated in this work as a pre-column, off-line derivatizing reagent for analytes containing a free carboxyl group. The reagent possessed high molar absorptivity and quantum yield and it's excitation maximum matched the intense 488.0 nm emission
P.S. Mukherjee et al.
Analytical Chemistry, 68, 327-327 (1993)
P S Mukherjee et al.
Analytical chemistry, 68(2), 327-332 (1996-01-15)
This report describes the first application of 5-(bromo-methyl)fluorescein (5-BMF) for the quantitation of a pharmaceutically relevant carboxyl-containing analyte in a biological matrix. An analytical method for quantitation of gamma-(cholesteryloxy)butyric acid (CBA), a relatively new antitumor agent, in different tissues of
Jonathan J Hart et al.
Electrophoresis, 23(1), 81-87 (2002-02-05)
An analytical method for determining thiols and phytochelatins using high-performance capillary electrophoresis coupled with laser-induced fluorescence detection is presented. The technique utilizes the labeling of thiols with the fluorescent reagent 5-bromomethylfluorescein (5-BMF), which is excited by a 488 nm argon
U Alexiev et al.
Proceedings of the National Academy of Sciences of the United States of America, 92(2), 372-376 (1995-01-17)
The pH-indicator dye fluorescein was covalently bound to the surface of the purple membrane at position 72 on the extracellular side of bacteriorhopsin and at positions 101, 105, 160, or 231 on the cytoplasmic side by reacting bromomethylfluorescein with the

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