3,3'-Diethylthiacarbocyanine iodide

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3,3'-Diethylthiacarbocyanine iodide

3,3'-Diethylthiacarbocyanine iodide | 905-97-5

Catelog Number A16-0151
Category Cell membrane Fluorescent Probes
Molecular Formula C21H21IN2S2
Molecular Weight 492.44
Catalog Number Size Price Quantity
A16-0151 -- $--

Product Introduction

3,3'-Diethylthiacarbocyanine iodide is a lipophilic fluorescent stain for labeling membranes.

Chemical Information

Related CAS 51895-77-3 (Deleted CAS) 57441-51-7 (Deleted CAS) 57441-59-5 (Deleted CAS) 149560-40-7 (Deleted CAS) 203113-05-7 (Deleted CAS) 1655529-55-7 (Deleted CAS) 18403-49-1 (free base)
Synonyms Benzothiazolium, 3-ethyl-2-[3-(3-ethyl-2(3H)-benzothiazolylidene)-1-propen-1-yl]-, iodide (1:1); 3-Ethyl-2-[(3-ethyl-2-benzothiazolinylidene)propenyl]benzothiazolium iodide; Benzothiazolium, 3-ethyl-2-[3-(3-ethyl-2(3H)-benzothiazolylidene)-1-propenyl]-, iodide; Benzothiazolium, 3-ethyl-2-[3-(3-ethyl-2(3H)-benzothiazolylidene)propenyl]-, iodide; Benzothiazolium, 3-ethyl-2-[3-(3-ethyl-2-benzothiazolinylidene)propenyl]-, iodide; Thiacarbocyanine iodide, 3,3'-diethyl-; 3,3'-Diethyl-2,2'-thiacarbocyanine iodide; 3,3'-Diethylbenzothiazoliumcarbocyanine iodide; 3-Ethyl-2-[3-(3-ethyl-2,3-dihydro-1,3-benzothiazol-2-ylidene)prop-1-en-1-yl]-1,3-benzothiazol-3-ium iodide; D 283; DTCI; LC 8760; NK 180; NK 180 (dye); NK 76; S 0290; Thiacarbocyanine iodide; Thiazole Purple
Purity ≥95%
IUPAC Name 3-ethyl-2-[3-(3-ethyl-1,3-benzothiazol-3-ium-2-yl)prop-2-enylidene]-1,3-benzothiazole;iodide
Canonical SMILES CCN1C2=CC=CC=C2SC1=CC=CC3=[N+](C4=CC=CC=C4S3)CC.[I-]
InChI InChI=1S/C21H21N2S2.HI/c1-3-22-16-10-5-7-12-18(16)24-20(22)14-9-15-21-23(4-2)17-11-6-8-13-19(17)25-21;/h5-15H,3-4H2,1-2H3;1H/q+1;/p-1
InChI Key VZBILKJHDPEENF-UHFFFAOYSA-M
Solubility Soluble in DMSO
Appearance Amber to Brown to Dark Green Powder to Crystal
Melting Point 268°C (dec.)

Product Specification

Excitation 577
Emission 590
Storage Store at RT
Signal Warning
GHS Hazard Statements H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statement Codes P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.)

Computed Properties

Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 4
Exact Mass 492.01909 g/mol
Monoisotopic Mass 492.01909 g/mol
Topological Polar Surface Area 60.7Ų
Heavy Atom Count 26
Formal Charge 0
Complexity 474
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 2
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 2
Compound Is Canonicalized Yes

Literatures

PMIDPublication DateTitleJournal
28551711 2017-12-01 Why are most phospholipidosis inducers also hERG blockers? Archives of toxicology
17558532 2006-01-01 Leucine transport is affected by Bacillus thuringiensis Cry1 toxins in brush border membrane vesicles from Ostrinia nubilalis Hb (Lepidoptera: Pyralidae) and Sesamia nonagrioides Lefebvre (Lepidoptera: Noctuidae) midgut The Journal of membrane biology
16313195 2005-12-06 1H NMR and optical spectroscopic investigation of the sequence-dependent dimerization of a symmetrical cyanine dye in the DNA minor groove Biochemistry
15755150 2005-03-16 Effect of PNA backbone modifications on cyanine dye binding to PNA-DNA duplexes investigated by optical spectroscopy and molecular dynamics simulations Journal of the American Chemical Society

Patents

Publication NumberTitlePriority Date
EP-3500836-A1 Method for the real-time measurement of a wall thickness and uses thereof 2016-08-17
WO-2018033560-A1 Method for the real-time measurement of a wall thickness and uses thereof 2016-08-17
EP-3500836-B1 Procedure for real-time cell wall thickness measurement with markers on the inside and outside of the cell wall 2016-08-17
US-10126304-B2 Binding domain mapping 2013-01-16
US-2015338417-A1 Binding domain mapping 2013-01-16
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