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543292

Sigma-Aldrich

IR-783

Dye content 90 %

Synonym(s):

2-[2-[2-Chloro-3-[2-[1,3-dihydro-3,3-dimethyl-1-(4-sulfobutyl)-2H-indol-2-ylidene]-ethylidene]-1-cyclohexen-1-yl]-ethenyl]-3,3-dimethyl-1-(4-sulfobutyl)-3H-indolium hydroxide, inner salt sodium salt

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About This Item

Empirical Formula (Hill Notation):
C38H46ClN2NaO6S2
CAS Number:
115970-66-6
Molecular Weight:
749.35
MDL number:
MFCD03427057
UNSPSC Code:
12352103
PubChem Substance ID:
57651464
NACRES:
NA.23

form

solid

Quality Level

100

composition

Dye content, 90%

mp

209-212 °C (lit.)

λmax

782 nm

SMILES string

[Na+].CC1(C)\C(=C\C=C2/CCCC(\C=C\C3=[N+](CCCCS([O-])(=O)=O)c4ccccc4C3(C)C)=C2Cl)N(CCCCS([O-])(=O)=O)c5ccccc15

InChI

1S/C38H47ClN2O6S2.Na/c1-37(2)30-16-5-7-18-32(30)40(24-9-11-26-48(42,43)44)34(37)22-20-28-14-13-15-29(36(28)39)21-23-35-38(3,4)31-17-6-8-19-33(31)41(35)25-10-12-27-49(45,46)47;/h5-8,16-23H,9-15,24-27H2,1-4H3,(H-,42,43,44,45,46,47);/q;+1/p-1

InChI key

QQIQAVJARACLHE-UHFFFAOYSA-M

General description

IR-783 is a near-infrared (NIR) dye with an extinction coefficient of 157000 M−1cm−1 and quantum yield of 0.11. Its excitation wavelength is in the range of 768-784 nm in saline.

Application

IR-783 can be used as a starting material in the synthesis of IR-808 dye for biological applications. It can also be used in the formation of NIR fluorescent human serum albumin nanoparticles for the detection of a tumor. It finds potential usage as a contrasting agent for the multimodal in vivo imaging.

Features and Benefits

Water soluble, laser and near-IR dye

Storage Class Code

11 - 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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK5939
BCCG5096
BCCC7607
BCBZ9950
BCBW5679

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Synthesis and characterization of near IR fluorescent albumin nanoparticles for optical detection of colon cancer
Cohen S, et al.
Materials Science and Engineering, C, 33(2), 923-931 (2013)
Multimeric near IR-MR contrast agent for multimodal in vivo imaging
Harrison VSR, et al.
Journal of the American Chemical Society, 137(28), 9108-9116 (2015)
Lily Yang et al.
Theranostics, 4(1), 106-118 (2014-01-08)
Complete removal of tumors by surgery is the most important prognostic factor for cancer patients with the early stage cancers. The ability to identify invasive tumor edges of the primary tumor, locally invaded small tumor lesions, and drug resistant residual
2-[2-[2-Chloro-3-[2-[1, 3-dihydro-3, 3-dimethyl-1-(4-sulfobutyl)-2H-indol-2-ylidene]-ethylidene]-1-cyclohexen-1-yl]-ethenyl]-3, 3-dimethyl-1-(4-sulfobutyl)-3H-indolium
Molecular Imaging and Contrast Agent Database (MICAD) (2010)
Mingying Zhao et al.
The Analyst, 145(2), 530-536 (2019-11-26)
Ferrous ion (Fe2+) is an important component of hemoglobin and plays a role in transporting O2 to human tissues. If iron deficiency is present, iron deficiency anemia may occur, so it is critical to develop sensitive and accurate methods to
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