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71028

Monobromo(trimethylammonio)bimane bromide

suitable for fluorescence, ≥90.0% (HPLC)

Synonym(s):

(Trimethylammonio)monobromobimane, 5-(Bromomethyl)-N,N,N,2,6-pentamethyl-1,7-dioxo-1H,7H-pyrazolo[1,2-a]pyrazole-3-methanaminium bromide, Brombimane q, Thiolye MQ, qBBr

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Pack SizeSKUAvailabilityPrice
25 mg

Available to ship TODAYfromMILWAUKEE

$428.00
$214.00

About This Item

Empirical Formula (Hill Notation):
C13H19Br2N3O2
CAS Number:
71418-45-6
Molecular Weight:
409.12
UNSPSC Code:
12171500
NACRES:
NA.32
PubChem Substance ID:
57652269
MDL number:
MFCD00036953
Beilstein/REAXYS Number:
4630658

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Quality Level

100

assay

≥90.0% (HPLC)

form

powder

solubility

DMSO: 5 mg/mL

fluorescence

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

suitability

suitable for fluorescence

storage temp.

2-8°C

SMILES string

[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

Biochem/physiol Actions

Monobromobimanes are essentially nonfluorescent until conjugated and readily react with low molecular weight thiols. Unlike common monobromobimanes, this carries a positive charge, thus permitting separation of conjugates by electrophoresis or cation-exchange chromatography

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Reagent for labeling thiols in biol. materials[1][2]

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This Item
SML3560426296SML3587
Monobromo(trimethylammonio)bimane bromide suitable for fluorescence, ≥90.0% (HPLC)

Sigma-Aldrich

71028

Monobromo(trimethylammonio)bimane bromide

MU380 ≥98% (HPLC)

Sigma-Aldrich

SML3560

MU380

Tetramethylammonium bromide ACS reagent, ≥98.0%

Sigma-Aldrich

426296

Tetramethylammonium bromide

SCH 900776 ≥98% (HPLC)

Sigma-Aldrich

SML3587

SCH 900776

suitability

suitable for fluorescence

suitability

-

suitability

-

suitability

-

fluorescence

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

fluorescence

-

fluorescence

-

fluorescence

-

form

powder

form

powder

form

powder

form

powder

solubility

DMSO: 5 mg/mL

solubility

DMSO: 2 mg/mL, clear

solubility

-

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

-10 to -25°C

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

100

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL2818
BCCG3277
BCCD6741
BCCB3778
BCBQ0293V

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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
Analysis of biological thiols: derivatization with monobromotrimethylammoniobimane and characterization by electrophoresis and chromatography.
R C Fahey et al.
Analytical biochemistry, 107(1), 1-10 (1980-09-01)
M A Whelan et al.
European journal of immunology, 23(12), 3278-3285 (1993-12-01)
Techniques have been developed to measure the reactivity of free thiols in the HLA class I antigen-binding cleft. HLA-B27, which sequencing predicts has a free cysteine at position 67, reacts rapidly with the positively charged thiol reagent monobromotrimethyl-ammoniobimane bromide (qBBr)
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Global Trade Item Number

SKUGTIN
71028-25MG-F04061833278130

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