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Key Documents

365548

Sigma-Aldrich

Direct Red 80

Dye content 25 %

Synonym(s):

Sirius Red

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About This Item

Empirical Formula (Hill Notation):
C45H26N10Na6O21S6
CAS Number:
Molecular Weight:
1373.07
Colour Index Number:
35780
Beilstein/REAXYS Number:
8185575
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

form

powder

Quality Level

composition

Dye content, 25%

color

dark brown

λmax

528 nm

ε (extinction coefficient)

≥12000 at 277-283 nm in H2O
≥15000 at 223-235 nm in H2O
≥32000 at 524-530 nm in H2O

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].Oc1c(\N=N\c2ccc(cc2S([O-])(=O)=O)\N=N\c3ccc(cc3)S([O-])(=O)=O)c(cc4cc(NC(=O)Nc5ccc6c(O)c(\N=N\c7ccc(cc7S([O-])(=O)=O)\N=N\c8ccc(cc8)S([O-])(=O)=O)c(cc6c5)S([O-])(=O)=O)ccc14)S([O-])(=O)=O

InChI

1S/C45H32N10O21S6.6Na/c56-43-33-13-5-27(17-23(33)19-39(81(71,72)73)41(43)54-52-35-15-7-29(21-37(35)79(65,66)67)50-48-25-1-9-31(10-2-25)77(59,60)61)46-45(58)47-28-6-14-34-24(18-28)20-40(82(74,75)76)42(44(34)57)55-53-36-16-8-30(22-38(36)80(68,69)70)51-49-26-3-11-32(12-4-26)78(62,63)64;;;;;;/h1-22,56-57H,(H2,46,47,58)(H,59,60,61)(H,62,63,64)(H,65,66,67)(H,68,69,70)(H,71,72,73)(H,74,75,76);;;;;;/q;6*+1/p-6/b50-48+,51-49+,54-52+,55-53+;;;;;;

InChI key

YIQKLZYTHXTDDT-IJPLDVMMSA-H

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General description

Direct Red 80 (C.I. 35780) is an extremely hydrophilic, very large tetrakisazo hexasulfonated anionic dye that has a large, planar aromatic system.It is also known as Sirius red F3B, chlorantine fast red 7BLN or 5BRL, durazol brilliant red B, pontamine fast red 7BNL, and sirius fast red.

Application

Direct Red 80 has been used as an ingredient in the preparation of saturated picric acid for immunohistochemical detection and quantitation of collagen in liver tissues.Other applications include -
  • detection of amyloid
  • Sirius red-Van Gieson methods for quantitation of collagen using image analysis methods
  • counterstaining applications substituting eosin in alum hematoxylins

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Sabatini M, et al.
Cartilage and Osteoarthritis (2004)
In vivo inhibition of rat stellate cell activation by soluble transforming growth factor beta type II receptor: a potential new therapy for hepatic fibrosis.
George J, et al.
Proceedings of the National Academy of Sciences of the USA, 96(22), 12719-12724 (1999)
BMP2 regulates Osterix through Msx2 and Runx2 during osteoblast differentiation.
Matsubara T, et al.
The Journal of Biological Chemistry, 283(43), 29119-29125 (2008)
Degradation of a Textile Dye C. I. Direct Red 80 by
Electrochemical Processes
.
Lopes A, et al.
Portugaliae Electrochimica Acta , 279-294 (2004)
Christopher A Miller et al.
Circulation. Cardiovascular imaging, 6(3), 373-383 (2013-04-05)
Extracellular matrix expansion is a key element of ventricular remodeling and a potential therapeutic target. Cardiovascular magnetic resonance (CMR) T1-mapping techniques are increasingly used to evaluate myocardial extracellular volume (ECV); however, the most widely applied methods are without histological validation.

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