72755
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
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
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
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
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
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