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94024

Sigma-Aldrich

ThioGlo™-5

fluorescence indicator, ≥99.0% (TLC)

Synonym(s):

Methyl 9-maleimido-8-methoxy-2-oxo-2H-naphtho[2,3-b]pyran-3-carboxylate, Methyl 9-maleinimido-8-methoxy-6,7-benzocumarin-3-carboxylate

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About This Item

Empirical Formula (Hill Notation):
C20H13NO7
CAS Number:
168639-87-0
Molecular Weight:
379.32
Beilstein:
7231414
MDL number:
MFCD03453277
UNSPSC Code:
12352200
PubChem Substance ID:
57653584

grade

fluorescence indicator

Assay

≥99.0% (TLC)

mp

285-291 °C

fluorescence

λex 285 nm; λem 515 nm±3 nm in 0.1 M phosphate pH 7.0 (after derivatization with glutathione)

storage temp.

2-8°C

SMILES string

COC(=O)C1=Cc2cc3ccc(OC)c(N4C(=O)C=CC4=O)c3cc2OC1=O

InChI

1S/C20H13NO7/c1-26-14-4-3-10-7-11-8-13(19(24)27-2)20(25)28-15(11)9-12(10)18(14)21-16(22)5-6-17(21)23/h3-9H,1-2H3

InChI key

NCSDVQRATCBRRJ-UHFFFAOYSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

SH reactive label; reacts very quickly with proteins; products are more stable (also photostable) to hydolysis than fluorescein maleimide (FM) and 7-diethylamino-3-(4′-maleimidyl phenyl)-4-methyl coumarin (CPM) derivatives, with very large Stokes shift

Legal Information

ThioGlo is a trademark of Covalent Associates, Inc.

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBM1624V
1367493V
1367493
1362393
418240/1

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Fluorescent labeling reagent with useful properties.
M.E. Langmuir et al.
Tetrahedron Letters, 36, 3989-3989 (1995)

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