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Merck
CN

71028

Sigma-Aldrich

单溴(三甲基铵)二溴化溴

suitable for fluorescence, ≥90.0% (HPLC)

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别名:
5-(溴甲基) -N,N,N,2,6-五甲基-1,7-二氧代-1H,7H-吡唑并[1,2-A]吡唑-3-甲基溴化铵, Brombimane q, qBBr, 硫醇MQ, (三甲基铵)单溴二烯
经验公式(希尔记法):
C13H19Br2N3O2
CAS号:
分子量:
409.12
Beilstein:
4630658
MDL编号:
UNSPSC代码:
12171500
PubChem化学物质编号:
NACRES:
NA.32

质量水平

检测方案

≥90.0% (HPLC)

形式

powder

溶解性

DMSO: 5 mg/mL

荧光

λex 380 nm; λem 475 nm in 0.1 M phosphate pH 7.5

适用性

suitable for fluorescence

储存温度

2-8°C

SMILES字符串

[Br-].CC1=C(CBr)N2N(C1=O)C(=O)C(C)=C2C[N+](C)(C)C

InChI

1S/C13H19BrN3O2.BrH/c1-8-10(6-14)15-11(7-17(3,4)5)9(2)13(19)16(15)12(8)18;/h6-7H2,1-5H3;1H/q+1;/p-1

InChI key

FCRPMMVPBVOKQS-UHFFFAOYSA-M

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生化/生理作用

在与低分子量硫醇发生共轭反应之前,单溴二胺基本上是不发荧光的。与普通的单溴二胺不同,它带有正电荷,因此可以通过电泳或阳离子交换色谱法分离缀合物

包装

无底玻璃瓶。内含物在插入的融合锥体内。

其他说明

用于标记生物材料中硫醇的试剂

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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K E Mate et al.
Molecular reproduction and development, 37(3), 318-325 (1994-03-01)
The acrosome of marsupial spermatozoa is a robust structure which, unlike its placental counterpart, resists disruption by detergent or freeze/thawing and does not undergo a calcium ionophore induced acrosome reaction. In this study specific fluorescent thiol labels, bromobimanes, were used
T T Huang et al.
Biology of reproduction, 31(4), 797-809 (1984-11-01)
The distribution of thiols and disulfides in the guinea pig spermatozoon during maturation and capacitation was studied using both membrane-permeable (mBBr) and impermeable (qBBr) forms of bromobimane, a specific fluorescent probe for thiol groups. In conjunction with the disulfide (SS)-reducing
Conformational changes in mitochondrial aspartate aminotransferase detected by a covalently attached fluorescent probe.
E Sandmeier et al.
Progress in clinical and biological research, 144B, 117-124 (1984-01-01)
S X Yuan et al.
FEBS letters, 234(1), 218-222 (1988-07-04)
The single cysteinyl residue 26 of spinach calmodulin was labelled with the thiol-specific bimane fluorescence probe. Following application of stoichiometric quantities of Ca2+ or aluminum ions to the protein, temperature-dependent fluorescence changes (anisotropy, lifetime) could be monitored via the label.
M B Zucker et al.
Thrombosis and haemostasis, 55(2), 228-234 (1986-04-30)
Monobromobimane (mBBr, bimane), a compound that penetrates cells and forms a fluorescent adduct with thiol groups, was used to asses the significance of thiols in platelet function. Exposure of washed platelets for 1 min to 100 microM mBBr abolished ADP-induced

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