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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:
148942-72-7
Molecular Weight:
425.23
UNSPSC Code:
12352200
PubChem Substance ID:
329764330

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

Certificates of Analysis (COA)

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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
Olga Krystofova et al.
International journal of environmental research and public health, 10(1), 47-71 (2013-01-25)
Nanomaterials are structures whose exceptionality is based on their large surface, which is closely connected with reactivity and modification possibilities. Due to these properties nanomaterials are used in textile industry (antibacterial textiles with silver nanoparticles), electronics (high-resolution imaging, logical circuits
K J Baker et al.
Biochimica et biophysica acta, 1192(1), 53-60 (1994-06-01)
The Ca(2+)-ATPase of skeletal muscle sarcoplasmic reticulum can be labelled at Cys-670 and Cys-674 with 5-[[2-[(iodoacetyl) amino]ethyl]amino]naphthalene-1-sulphonic acid (IAEDANS). Resonance energy transfer has been used to measure the distance between Cys-670/Cys-674 and Glu-439 labelled with 5-(bromomethyl)fluorescein as 40 A. The
H I Stefanova et al.
Biochemistry, 32(23), 6095-6103 (1993-06-15)
The (Ca(2+)-Mg2+)-ATPase of skeletal muscle sarcoplasmic reticulum was labeled with 5-(bromomethyl)fluorescein. A stoichiometry of one label per ATPase molecule was found, which was unaffected by the presence of ATP. Labeling resulted in a 60% decrease in ATPase activity. Sequencing identified
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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