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43608

Sigma-Aldrich

3,3′-Dipropylthiadicarbocyanine iodide

suitable for fluorescence, ≥98.0% (TLC)

Synonym(s):

3-Propyl-2-[5-[3-propyl-2(3H)-benzothiazolylidene]-1,3-pentadienyl]benzothiazolium iodide, DiSC3(5)

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About This Item

Empirical Formula (Hill Notation):
C25H27IN2S2
CAS Number:
53213-94-8
Molecular Weight:
546.53
MDL number:
MFCD00075033
UNSPSC Code:
12352116
PubChem Substance ID:
57650184
NACRES:
NA.32

Quality Level

100

Assay

≥98.0% (TLC)

form

powder

mp

245 °C (dec.) (lit.)

solubility

DMF: soluble

fluorescence

λex 500 nm; λem 705 nm in DMF

suitability

suitable for fluorescence

SMILES string

[I-].CCCN1C(\Sc2ccccc12)=C\C=C\C=C\c3sc4ccccc4[n+]3CCC

InChI

1S/C25H27N2S2.HI/c1-3-18-26-20-12-8-10-14-22(20)28-24(26)16-6-5-7-17-25-27(19-4-2)21-13-9-11-15-23(21)29-25;/h5-17H,3-4,18-19H2,1-2H3;1H/q+1;/p-1

InChI key

GDEURKKLNUGTDA-UHFFFAOYSA-M

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Application

3,3′-Dipropylthiadicarbocyanine iodide [DiSC3(5)] is used as a fluorogenic probe to detect and measure changes in transmembrane potential or configuration induced by membrane altering agents.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Transmembrane potential measurements

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

43608-VAR:
43608-500MG:
43608-100MG:4548173994024
43608-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM6510
BCCK8898
BCCH6675
BCCG3331
BCCD6948

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Wen Ma et al.
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M Síp et al.
Journal of photochemistry and photobiology. B, Biology, 4(3), 321-328 (1990-01-01)
The mechanism of carbocyanine dye diS-C3-(5) fluorescence intensity variations with transmembrane potential changes has been studied using time-resolved fluorescence spectroscopy. Clear evidence is given of the transmembrane-potential-dependent partition of the dye among various sites with different fluorescence lifetimes. It was
Min Kyoung Shin et al.
Antibiotics (Basel, Switzerland), 9(7) (2020-07-28)
The prevalence of antibiotic-resistant bacteria has become an immediate threat to public health. Antimicrobial peptides are attracting attention as a new source of antibiotics due to their ability to prevent drug-resistances with fewer side effects. Spider venom is composed of
Sonya E Neal et al.
Molecular biology of the cell, 28(21), 2773-2785 (2017-08-18)
Prokaryotes have aerobic and anaerobic electron acceptors for oxidative folding of periplasmic proteins. The mitochondrial intermembrane space has an analogous pathway with the oxidoreductase Mia40 and sulfhydryl oxidase Erv1, termed the mitochondrial intermembrane space assembly (MIA) pathway. The aerobic electron
Marie Markones et al.
Biophysical journal, 118(2), 294-302 (2019-12-18)
Membrane proteins are embedded in a complex lipid environment that influences their structure and function. One key feature of nearly all biological membranes is a distinct lipid asymmetry. However, the influence of membrane asymmetry on proteins is poorly understood, and
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