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크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C10H11BrN2O2
CAS 번호:
Molecular Weight:
271.11
NACRES:
NA.47
PubChem Substance ID:
UNSPSC Code:
12171500
MDL number:
Beilstein/REAXYS Number:
4430959
제품 이름
Bromobimane, ≥97% (HPLC)
InChI
1S/C10H11BrN2O2/c1-5-7(3)12-8(4-11)6(2)10(15)13(12)9(5)14/h4H2,1-3H3
SMILES string
CC1=C(C)C(=O)N2N1C(CBr)=C(C)C2=O
InChI key
AHEWZZJEDQVLOP-UHFFFAOYSA-N
assay
≥97% (HPLC)
form
powder
color
yellow
mp
161 °C
solubility
acetonitrile: 20 mg/mL
ε (extinction coefficient)
4.6-5.1 at 396-398 nm in H2O
application(s)
diagnostic assay manufacturing
hematology
histology
storage temp.
−20°C
Quality Level
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General description
Bromobimane is also known as monobromobimane. It is also a known probe for thiols and is a fluorescent reagent activated upon a photolysis reaction.
Application
Bromobimane is used for the determination of thiols by the HPLC method. It is suitable as a pre-column derivatization agent for fluorometric determination of 2,3-dimercaptopropane-1-sulfonic acid and other dithiols. Bromobimane has been used as a fluorescent label in studying oligomycin-sensitive ATPase from beef heart mitochondria.
Bromobimane has been used for the quantitative measurement of free hydrogen sulfide in vivo and in vitro. It has been used for the labeling of proteins containing thiol groups.
Bromobimane has been used for the quantitative measurement of free hydrogen sulfide in vivo and in vitro. It has been used for the labeling of proteins containing thiol groups.
Biochem/physiol Actions
Bromobimane in solution reacts with small thiol groups (e.g., GSH) and with reactive protein thiol groups (e.g., hemoglobin). The reaction of Bromobimane with thiols is of second-order and dependent on pH and upon reacting with thiolate, it activates the water-soluble fluorescent product for detection.
저장 등급
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Bromobimane probes for thiols.
E M Kosower et al.
Methods in enzymology, 251, 133-148 (1995-01-01)
N S Kosower et al.
Proceedings of the National Academy of Sciences of the United States of America, 76(7), 3382-3386 (1979-07-01)
The bimane fluorescent labels, monobromobimane, dibromobimane, and monobromotrimethylammoniobimane, are derivatives of syn-9,10-dioxabimane:1,5-diazabicyclo[3.3.0]octa-3,6-diene-2,8-dione. They efficiently label hemoglobin (reactive thiol groups), membrane proteins, and glutathione of normal human red cells under physiological conditions. Monobromobimane and dibromobimane are effective on intact cells while
Differing effects of mechanical dough development and sheeting development methods on aggregated glutenin proteins.
Sutton KH, et al.
Cereal Chem., 80.6, 707-711 (2003)
Xiao Jie Yao et al.
Proceedings of the National Academy of Sciences of the United States of America, 106(23), 9501-9506 (2009-05-28)
G protein-coupled receptors (GPCRs) mediate the majority of physiologic responses to hormones and neurotransmitters. However, many GPCRs exhibit varying degrees of agonist-independent G protein activation. This phenomenon is referred to as basal or constitutive activity. For many of these GPCRs
Edward A Wintner et al.
British journal of pharmacology, 160(4), 941-957 (2010-07-02)
Hydrogen sulphide (H(2)S) is a labile, endogenous metabolite of cysteine, with multiple biological roles. The development of sulphide-based therapies for human diseases will benefit from a reliable method of quantifying H(2)S in blood and tissues. Concentrations of reactive sulphide in
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