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Sigma-Aldrich

3,3′-Dipropylthiadicarbocyanine iodide

≥98.0% (TLC), suitable for fluorescence

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Wen Ma et al.
Journal of proteomics, 150, 242-251 (2016-10-25)
Daptomycin (DAP) is a novel lipopeptide antibiotic which exhibits excellent antibacterial activity against most clinically relevant Gram-positive bacteria, but the DAP-targeting protein molecules against host bacterial infection are far from clear. In order to discover bacterial protein response to DAP
Ting-Wei Chang et al.
PloS one, 12(10), e0186442-e0186442 (2017-10-19)
Antimicrobial peptides are important components of the host innate defense mechanism against invading pathogens, especially for drug-resistant bacteria. In addition to bactericidal activity, the 25 residue peptide TP4 isolated from Nile tilapia also stimulates cell proliferation and regulates the innate
Venkateswarlu Yarlagadda et al.
Scientific reports, 10(1), 8134-8134 (2020-05-20)
Despite the remarkable advances due to the discovery and development of antimicrobials agents, infectious diseases remain the second leading cause of death worldwide. This fact underlines the importance of developing new therapeutic strategies to address the widespread antibiotic resistance, which
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